bicyclosesquiphellandrene (CHEBI:192811)

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CHEBI:192811 - bicyclosesquiphellandrene

ChEBI ID	CHEBI:192811
ChEBI Name	bicyclosesquiphellandrene
Stars
Definition	An octahydronaphthalene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene substituted by isopropyl, methyl, and methylidene groups at positions 1, 4 and 7, respectively (the (1S,4R,4aR)-stereoisomer).
Last Modified	12 August 2022
Submitter	Tereza Calounova
Downloads	Molfile

Formula	C15H24
Net Charge	0
Average Mass	204.357
Monoisotopic Mass	204.18780
SMILES	[H][C@]12CCC(=C)C=C1[C@H](C(C)C)CC[C@H]2C
InChI	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,12-14H,3,5-8H2,1-2,4H3/t12-,13+,14-/m1/s1
InChIKey	RNDFUOKDULDZPR-HZSPNIEDSA-N

Species of Metabolite	Component	Source	Comments
Citrus depressa (ncbitaxon:697036)	Pooled sample (NCIT:C45910)	PubMed (29389564)	Isolated from pulp essential oil..
Clinopodium alpinum (ncbitaxon:224743)	aerial part (BTO:0001658)	DOI (10.1080/10412905.1999.9701064)	Species also known as Acinos alpinus.
Dictyota dichotoma (ncbitaxon:2876)	HAP-1 (BTO:0003618)	PubMed (35566357)
Helichrysum gymnocephalum (ncbitaxon:1442664)	leaf (BTO:0000713)	PubMed (21959299)
Lipotriche scandens (ncbitaxon:1670799)	leaf (BTO:0000713)	Article (Florence, Affia & Félix, Tonzibo & Muriel, Koffi & Figueredo, Gilles. (2011). Chemical composition of essential oil of Melanthera scandens (Shum. et Thonn) Roberty. World Applied Sciences Journal.)	Species also known as Melanthera scandens.
Lippia alba (ncbitaxon:320345)	-	PubMed (14753676)
Piper cubeba (ncbitaxon:405322)	-	DOI (10.1016/0031-9422(74)80097-X)

Roles Classification

Biological Roles:

volatile oil component Any plant metabolite that is found naturally as a component of a volatile oil.

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.

ChEBI Ontology

Outgoing Relation(s)
	bicyclosesquiphellandrene (CHEBI:192811) has role algal metabolite (CHEBI:84735)
	bicyclosesquiphellandrene (CHEBI:192811) has role plant metabolite (CHEBI:76924)
	bicyclosesquiphellandrene (CHEBI:192811) has role volatile oil component (CHEBI:27311)
	bicyclosesquiphellandrene (CHEBI:192811) is a octahydronaphthalenes (CHEBI:138397)
	bicyclosesquiphellandrene (CHEBI:192811) is a sesquiterpene (CHEBI:35189)

IUPAC Name
(1S,4R,4aR)-4-methyl-7-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene

Synonym	Source
(1S,4R,4aR)-1-isopropyl-4-methyl-7-methylene-1,2,3,4,4a,5,6,7-octahydronaphthalene	ChEBI

Manual Xrefs	Databases
C00020136	KNApSAcK

Registry Numbers	Sources
CAS:54324-03-7	NIST Chemistry WebBook

Citations