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:

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.

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.

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