cycloaraneosene (CHEBI:138247)

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ChEBI Name	cycloaraneosene

ChEBI ID	CHEBI:138247

Definition	A diterpene that has a dicyclopenta[a,d]cyclooctane skeleton containing a double bond at the 6a-7 position and which is substituted by methyl groups at positions 1 and 9a, a methylene group at position 4 and an isopropyl group at position 7 (the 1R,3aR,9aS,10aR isomer). A precursor for sordaricin, the aglycone of sodarin found in Sordaria araneosa.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C20H32

Net Charge

Average Mass

272.469

Monoisotopic Mass

272.25040

InChI

InChI=1S/C20H32/c1-13(2)16-10-11-20(5)12-18-15(4)6-8-17(18)14(3)7-9-19(16)20/h13,15,17-18H,3,6-12H2,1-2,4-5H3/t15-,17+,18-,20+/m1/s1

InChIKey

RROMSRXZXPWQPJ-QEEHTWDDSA-N

SMILES

[C@@]12(C[C@]3([C@](C(CCC1=C(CC2)C(C)C)=C)(CC[C@H]3C)[H])[H])C

Metabolite of Species	Details
Sordaria araneosa (NCBI:txid573841)	See: Kato, J. Chem. Soc., Chem. Commun., 1993, 1002

Roles Classification
Biological Role(s):	fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.

ChEBI Ontology
Outgoing	cycloaraneosene (CHEBI:138247) has role fungal metabolite (CHEBI:76946) cycloaraneosene (CHEBI:138247) is a diterpene (CHEBI:35190) cycloaraneosene (CHEBI:138247) is a olefinic compound (CHEBI:78840) cycloaraneosene (CHEBI:138247) is a organic tricyclic compound (CHEBI:51959)

IUPAC Name

(1R,3aR,9aS,10aR)-7-isopropyl-1,9a-dimethyl-4-methylene-1,2,3,3a,4,5,6,8,9,9a,10,10a-dodecahydrodicyclopenta[a,d]cyclooctene

Synonym	Source
cycloaraneosene	UniProt

Registry Number	Type	Source
110990-41-5	CAS Registry Number	KNApSAcK

Last Modified

08 September 2017