(-)-alpha-pinene (Q300852)

Gene Ontology release 2020-05-02

Rhea release 113

image of molecular model or crystal lattice model

(−)-alpha-pinene-3D-balls.png
1,100 × 937; 195 KB

depicts

ball-and-stick model

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mass

136.125201 dalton

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(-)-alpha-Pinene (English)

5 October 2016

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C₁₀H₁₆

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(-)-alpha-Pinene (English)

5 October 2016

canonical SMILES

CC1=CCC2CC1C2(C)C

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(-)-alpha-Pinene (English)

5 October 2016

isomeric SMILES

CC1=CC[C@H]2C[C@@H]1C2(C)C

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(-)-alpha-Pinene (English)

safety classification and labelling

5 October 2016

NFPA 704: Standard System for the Identification of the Hazards of Materials for Emergency Response

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no value

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imported from Wikimedia project

2 references

Enantiomeric composition of six chiral monoterpene hydrocarbons in different tissues of Picea abies

Relative amounts and enantiomeric compositions of monoterpene hydrocarbons in xylem and needles of Picea abies

Valeriana officinalis

1 reference

On terpenes. CLXXVII. The composition of valerian oil (Valeriana officinalis L.)

Pinus sylvestris

1 reference

Approach to direct chiral recognition of some terpenic hydrocarbon constituents of essential oils by gas chromatography systems via α-cyclodextrin complexation

Abies alba

1 reference

Approach to direct chiral recognition of some terpenic hydrocarbon constituents of essential oils by gas chromatography systems via α-cyclodextrin complexation

Larix decidua

1 reference

Variation and inheritance of monoterpenes inLarix species

Larix sibirica

1 reference

Variation and inheritance of monoterpenes inLarix species

Larix laricina

1 reference

Variation and inheritance of monoterpenes inLarix species

Angelica archangelica

1 reference

Enantiomeric composition of monoterpene hydrocarbons inn-hexane extracts ofAngelica archangelica L. roots and seeds

Melaleuca alternifolia

2 references

Enantiomeric composition of the principal components of the oil of Melaleuca alternifolia

Monoterpenoid accumulation in Melaleuca alternifolia seedlings

Acorus calamus

2 references

Identification of an EcoRI restriction site for a rapid and precise determination of beta-asarone-free Acorus calamus cytotypes

Composition of Essential Oil of Sweet Flag (Acorus calamus L.) Leaves at Different Growing Phases

Aframomum melegueta

1 reference

Repellent activity of alligator pepper, Aframomum melegueta, and ginger, Zingiber officinale, against the maize weevil, Sitophilus zeamais.

Alpinia galanga

1 reference

1H-Indene-2,3-dihydro-4-carboxaldehyde and 1H-indene-2,3-dihydro-5-carboxaldehyde from the seeds of Amomum medium

Anemopsis californica

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Chemotypic variation of essential oils in the medicinal plant, Anemopsis californica

Anthemis aciphylla

1 reference

The essential oil constituents and antimicrobial activity of Anthemis aciphylla BOISS. var. discoidea BOISS.

Artemisia annua

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Composition of the essential oil from the root of Artemisia annua

Burkholderia tropica

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Identification of volatile compounds produced by the bacterium Burkholderia tropica that inhibit the growth of fungal pathogens.

Capillipedium parviflorum

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Volatile constituents of Capillipedium parviflorum

Cedrus libani

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Phytochemical analysis and in vitro evaluation of the biological activity against herpes simplex virus type 1 (HSV-1) of Cedrus libani A. Rich

Cistus clusii

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Diterpenoids and flavonoids from Cistus palinhae

Citrus grandis

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Citrus hystrix

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Citrus unshiu

1 reference

Monoterpene formation by leucoplasts of Citrofortunella mitis and Citrus unshiu : Steps and conditions of biosynthesis

Cupressus

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Volatile constituents of Cupressus stephensonii heartwood

Cyperus rotundus

2 references

Chemical composition of the essential oils of Cyperus rotundus L. from South Africa.

Chemical composition, antiproliferative, antioxidant and antibacterial activities of essential oils from aromatic plants growing in Sudan

Eugenia zuchowskiae

1 reference

Chemical composition and cytotoxic activity of the leaf essential oil of Eugenia zuchowskiae from Monteverde, Costa Rica

Frullania monocera

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Volatile components of selected species of the liverwort genera Frullania and Schusterella (Frullaniaceae) from New Zealand, Australia and South America: a chemosystematic approach

Frullania spinifera

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Volatile components of selected species of the liverwort genera Frullania and Schusterella (Frullaniaceae) from New Zealand, Australia and South America: a chemosystematic approach

Gackstroemia magellanica

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Sesqui- and diterpenes from the liverwort Gackstroemia decipiens

Ganoderma lucidum

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Secondary metabolites from Ganoderma lucidum and Spongiporus leucomallellus

Hesperis matronalis

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Flower color-flower scent associations in polymorphic Hesperis matronalis (Brassicaceae)

Houttuynia cordata

3 references

Establishment of GC-MS fingerprint of fresh Houttuynia cordata

Variation in chemical composition and antibacterial activities of essential oils from two species of Houttuynia THUNB

Tentative fingerprint-efficacy study of Houttuynia cordata injection in quality control of traditional Chinese medicine

jungermannia turcata

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Cytotoxic and apoptosis-inducing ent-kaurane-type diterpenoids from the Japanese liverwort Jungermannia truncata NEES

Leptospermum scoparium

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Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium.

Lippia multiflora

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Chemical composition and antibacterial activities of the essential oils of Lippia chevalieri and Lippia multiflora from Burkina Faso.

Marsupella emarginata

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Volatile components from European liverworts Marsupella emarginata, M. aquatica and M. alpina

Myrtus communis

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Biochemical activities of Iranian Mentha piperita L. and Myrtus communis L. essential oils

Nicotiana alata

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Phylogenetic fragrance patterns in Nicotiana sections Alatae and Suaveolentes

Nicotiana bonariensis

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Phylogenetic fragrance patterns in Nicotiana sections Alatae and Suaveolentes

Nicotiana langsdorffii

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Phylogenetic fragrance patterns in Nicotiana sections Alatae and Suaveolentes

Nicotiana mutabilis

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Phylogenetic fragrance patterns in Nicotiana sections Alatae and Suaveolentes

Pinus cembra

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Cone and foliage volatiles emitted by pinus cembra and some related conifer species

Piper arboreum

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Leaf essential oils of three panamanian Piper species

Piper fimbriulatum

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Leaf essential oils of three panamanian Piper species

Piper obliquum

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Leaf essential oils of three panamanian Piper species

Porophyllum gracile

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Volatile monoterpenes in porophyllum gracile and p. ruderale (asteraceae): identification, localization and insecticidal synergism with α -terthienyl

Porophyllum ruderale

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Volatile monoterpenes in porophyllum gracile and p. ruderale (asteraceae): identification, localization and insecticidal synergism with α -terthienyl

Rhodiola rosea

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Volatiles from rhizomes of Rhodiola rosea L.

Saxifraga stolonifera

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Isolation of norbergenin from Saxifraga stolonifera

Schinus

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Terpenes of Schinus terebinthifolius

Solidago canadensis

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epi-Cubebanes from Solidago canadensis

Thymus piperella

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Variability of the essential oil of Thymus piperella

Methylobacter luteus

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Effect of Selected Monoterpenes on Methane Oxidation, Denitrification, and Aerobic Metabolism by Bacteria in Pure Culture

Methylosinus trichosporium

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Effect of Selected Monoterpenes on Methane Oxidation, Denitrification, and Aerobic Metabolism by Bacteria in Pure Culture

Salvia officinalis

2 references

Monoterpene biosynthesis: isotope effects associated with bicyclic olefin formation catalyzed by pinene synthases from sage (Salvia officinalis)

Stereochemistry of the proton elimination in the formation of (+)- and (-)-alpha-pinene by monoterpene cyclases from sage (Salvia officinalis).

Coespeletia timotensis

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Essential oil of Coespeletia timotensis Cuatrec

Ichthyothere connata

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15α-Methylacryloyloxy-ent-kaurenic acid from Ichthyothere species

Melaleuca triumphalis

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Triumphalone, a diketone from the volatile oil of the leaves of Melaleuca triumphalis, and its spontaneous conversion into isotriumphalone

Ophryosporus charua

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Benzofurans, benzofuran dimers and other constituents from Ophryosporus charua

Pachylobus trimerus

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Essential oil composition and antimicrobial activity of Santiria trimera bark

Santiria trimera

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Essential oil composition and antimicrobial activity of Santiria trimera bark

Sideritis hirsuta

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Essential oil of Sideritis hirsuta

Thryptomene saxicola

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Phloroacylphenones in the essential oil of Thryptomene saxicola

Thymus camphoratus

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Composition and infraspecific variability of essential oil from Thymus camphoratus

Azadirachta indica

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THE STRUCTURES OF OHCHINOLIDE A AND B, TWO NEW LIMONOIDS FROMMELIA AZEDARACH LINN. VAR. JAPONICA MAKINO

Pseudotsuga menziesii

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The Constituents of the "Pocket Resin" from Douglas Fir Pseudotsuga menziesii (Mirb.) Franco.

Espeletia timotensis

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Essential oil of Coespeletia timotensis Cuatrec

Thymus vulgaris

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Chemical composition of essential oils from Thymus vulgaris, Cymbopogon citratus and Rosmarinus officinalis and their effects on the HIV-1 Tat protein function

Cymbopogon citratus

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Chemical composition of essential oils from Thymus vulgaris, Cymbopogon citratus and Rosmarinus officinalis and their effects on the HIV-1 Tat protein function

Piper nigrum

3 references

Volatiles of Black Pepper Fruits (Piper nigrum L.).

New amide alkaloids from the roots of Piper nigrum

Nigramides A-S, dimeric amide alkaloids from the roots of Piper nigrum

Rhaponticum carthamoides

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Norsesquiterpene hydrocarbon, chemical composition and antimicrobial activity of Rhaponticum carthamoides root essential oil.

Citrus × paradisi

1 reference

Santolina corsica

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Composition, irregular terpenoids, chemical variability and antibacterial activity of the essential oil from Santolina corsica Jordan et Fourr

Cistus creticus

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Morphological, chemical and genetic differentiation of two subspecies of Cistus creticus L. (C. creticus subsp. eriocephalus and C. creticus subsp. corsicus).

Zingiber officinale

2 references

Metabolic profiling and phylogenetic analysis of medicinal Zingiber species: Tools for authentication of ginger (Zingiber officinale Rosc)

Comparison of different drying methods on Chinese ginger (Zingiber officinale Roscoe): Changes in volatiles, chemical profile, antioxidant properties, and microstructure

garlic

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Allium sativum produces terpenes with fungistatic properties in response to infection with Sclerotium cepivorum

Panax ginseng

2 references

Three sesquiterpene hydrocarbons from the roots of Panax ginseng C.A. Meyer (Araliaceae).

Determination of radix ginseng volatile oils at different ages by comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry

Boswellia papyrifera

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Chemical composition, antiproliferative, antioxidant and antibacterial activities of essential oils from aromatic plants growing in Sudan

Cymbopogon schoenanthus

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Chemical composition, antiproliferative, antioxidant and antibacterial activities of essential oils from aromatic plants growing in Sudan

Juglans regia

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Phytochemical Investigation by Microwave-Assisted Extraction of Essential Oil of the Leaves of Walnut Cultivated in Algeria

Thymus broussonetii

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Antibacterial activity of Thymus maroccanus and Thymus broussonetii essential oils against nosocomial infection - bacteria and their synergistic potential with antibiotics

Thymus maroccanus

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Antibacterial activity of Thymus maroccanus and Thymus broussonetii essential oils against nosocomial infection - bacteria and their synergistic potential with antibiotics

Teucrium leucocladum

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Chemical analysis and biological activities of the essential oil of Teucrium leucocladum Boiss. (Lamiaceae)

Annona squamosa

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Chemical Characterization of the Fruit of Annona squamosa L. Occurring in the Amazon

Cinnamomum camphora

5 references

Leaf Oil ofCinnamomum camphora(L.) J. Presl. from Cuba

Chemical characterization and antifungal activity of Cinnamomum camphora essential oil

Headspace constituents of the tree remain of Cinnamomum camphora

Linalool, derived from Cinnamomum camphora (L.) Presl leaf extracts, possesses molluscicidal activity against Oncomelania hupensis and inhibits infection of Schistosoma japonicum

Composition and biological activities of the essential oil extracted from a novel plant of Cinnamomum camphora Chvar. Borneol

Apium graveolens

6 references

HS-SPME analysis of the volatiles profile of water celery (Apium nodiflorum), a wild vegetable with increasing culinary interest

Effect of nitrogen fertilizers on celery volatiles

Free and glycosidically bound volatile compounds in fresh celery (Apium graveolens L.)

Kessane in the Indian Celery Seed Oils

COMPOSITION AND ANTIMICROBIAL ACTIVITY OF CELERY (APIUM GRAVEOLENS) LEAF AND ROOT EXTRACTS OBTAINED WITH LIQUID CARBON DIOXIDE

Aromatic Volatile Composition of Celery and Celeriac Cultivars

common sunflower

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Essential oil composition of Helianthus annuus L. leaves and heads of two cultivated hybrids “Carlos” and “Florom 350”

Matricaria chamomilla

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Essential oil composition of Matricaria recutita L. from the lower region of the Himalayas

Chamomilla recutita

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Essential oil composition of Matricaria recutita L. from the lower region of the Himalayas

Canella winterana

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Composition of the Essential Oils of Canella winterana (L.) Gaertn.

Carica papaya

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Volatile components of papaya (Carica papaya L., Maradol variety) fruit

Cornus officinalis

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Volatile Flavor Components of CORNI FRUCTUS (Cornus officinalis Sieb. et Zucc.)

Chamaecyparis formosensis

1 reference

Profiling of volatile compounds from five interior decoration timbers in Taiwan using TD/GC–MS/FID

Colophospermum mopane

1 reference

Eddy flux and leaf-level measurements of biogenic VOC emissions from mopane woodland of Botswana

Medicago sativa

1 reference

Behavioral response of Lygus hesperus to conspecifics and headspace volatiles of alfalfa in a Y-tube olfactometer

Ginkgo biloba

1 reference

Impact of elevated CO2 and O3 concentrations on biogenic volatile organic compounds emissions from Ginkgo biloba

Illicium anisatum

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Chemical composition, antioxidant, anti-elastase, and anti-inflammatory activities of Illicium anisatum essential oil.

Polla

1 reference

Volatile organic compounds in the aril juices and seeds from selected five pomegranate (Punica granatum L.) cultivars

Magnolia liliiflora

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Antibacterial activity of naphthalin and its derivatives against oral bacteria

Psidium guajava

3 references

Chemical composition of the leaf volatile oil of Psidium guajava L. growing in Nigeria

Volatile compounds in different parts of the fruit Psidium guajava L. cv. "Media China" identified at distinct phenological stages using HS-SPME-GC-QTOF/MS

Chemical composition and anti-inflammatory activity of the essential oils of Psidium guajava fruits and leaves

Clausena excavata

1 reference

Constituents of the Leaf Oil of Vietnamese Clausena excavata Burm.f.

Nicotiana tabacum

1 reference

Metabolic engineering of monoterpene biosynthesis: two-step production of (+)-trans-isopiperitenol by tobacco

potato

1 reference

Different reactions of potato varieties to infection by potato leafroll virus, and associated responses by its vector, Myzus persicae (Sulzer).

Camellia sinensis

1 reference

Metabolite profiling of Camellia sinensis by automated sequential, multidimensional gas chromatography/mass spectrometry reveals strong monsoon effects on tea constituents

Curcuma amada

2 references

Constituents of the Rhizome Essential Oil of Curcuma amada Roxb. from India

Volatile terpenoid compositions of leaf and rhizome of Curcuma amada Roxb. from Northern India

Curcuma zedoaria

2 references

Composition and antioxidant activity of the essential oil from Curcuma zedoaria

Antimicrobial activity and cytotoxicity of the essential oil of Curcuma zedoaria

Mangifera indica

1 reference

Characteristic Aroma Components of the Volatile Oil of Yellow Keaw Mango Fruits Determined by Limited Odor Unit Method.

Daucus carota

1 reference

Changes in volatile compounds of carrots (Daucus carota L.) during refrigerated and frozen storage.

Boswellia sacra

1 reference

Chemical differentiation of Boswellia sacra and Boswellia carterii essential oils by gas chromatography and chiral gas chromatography-mass spectrometry.

pomelo

1 reference

mandarin orange

1 reference

Monoterpene formation by leucoplasts of Citrofortunella mitis and Citrus unshiu : Steps and conditions of biosynthesis

Citrus × deliciosa

1 reference

Monoterpene formation by leucoplasts of Citrofortunella mitis and Citrus unshiu : Steps and conditions of biosynthesis

Larix kaempferi

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Variation and inheritance of monoterpenes inLarix species

Persicaria minor

1 reference

Volatile profiling of aromatic traditional medicinal plant, Polygonum minus in different tissues and its biological activities.

Persicaria hydropiperoides

1 reference

Volatile profiling of aromatic traditional medicinal plant, Polygonum minus in different tissues and its biological activities.

Thymus

1 reference

ANTIBACTERIAL AND CHEMICAL PROPERTIES OF THYMUS PERSICUS ESSENTIAL OILS AT PRE AND FLOWERING STAGES

Schisandra chinensis

1 reference

Lignans with inhibitory activity against NFAT transcription from Schisandra chinensis

Petasites albus

1 reference

Essential Oil Composition of Different Plant Parts from Croatian Petasites albus (L.) Gaertn. and Petasites hybridus (L.) G.Gaertn., B.Mey. & Scherb. (Asteraceae)

Pinus halepensis

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Allelopathic effects of volatile organic compounds released from Pinus halepensis needles and roots

Petasites hybridus

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Essential Oil Composition of Different Plant Parts from Croatian Petasites albus (L.) Gaertn. and Petasites hybridus (L.) G.Gaertn., B.Mey. & Scherb. (Asteraceae)

Commons category

Alpha-Pinene

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Identifiers

InChI

InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1

1 reference

(-)-alpha-Pinene (English)

5 October 2016

2 references

(-)-alpha-Pinene (English)

5 October 2016

ChEBI release 2020-09-01

2 references

(-)-alpha-pinene (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=7785-26-4

9 April 2021

1 reference

(-)-alpha-Pinene (English)

5 October 2016

2 references

(-)-alpha-Pinene (English)

5 October 2016

ChEBI ID

28660

mapping relation type

2 references

(-)-alpha-pinene (English)

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1

1 reference

Cambridge Structural Database

CHEMBL3109297 (English)

5 October 2016

1 reference

1 reference

10 January 2023

1 reference

Cambridge Structural Database

10 January 2023

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

0 references

1 reference

Global Substance Registration System

UNII

TZR3GM95PR

.ALPHA.-PINENE, (-)- (English)

ECHA Substance Infocard ID

5 October 2016

100.029.161

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.029.161

27 December 2018

Human Metabolome Database ID

(1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene (English)

quotation

CAS no.: 7785-26-4 (English)

1 reference

28 December 2019

L-ALPHA-PINENE (English)

quotation

CAS no.: 7785-26-4 (English)

1 reference

HMDB0035658

2 references

based on heuristic

inferred from InChIKey

reason for deprecated rank

KNApSAcK ID

C00035786

cannot be confirmed by other sources

1 reference

Global Substance Registration System

(-)-alpha-pinene (English)

5 October 2016

2 references

UNII

TZR3GM95PR

.ALPHA.-PINENE, (-)- (English)

5 October 2016

JPF3YI7O34

1 reference