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CHEBI:138247 - cycloaraneosene

ChEBI IDCHEBI:138247
ChEBI Namecycloaraneosene
Stars
DefinitionA 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.
Last Modified8 September 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H32
Net Charge0
Average Mass272.476
Monoisotopic Mass272.25040
SMILES[H][C@@]12CC[C@@H](C)[C@@]1([H])C[C@]1(C)CCC(C(C)C)=C1CCC2=C
InChIInChI=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
InChIKeyRROMSRXZXPWQPJ-QEEHTWDDSA-N
Species of MetaboliteComponentSourceComments
Sordaria araneosa (ncbitaxon:573841) - Article (Kato, J. Chem. Soc., Chem. Commun., 1993, 1002)
Roles Classification
Biological Role:
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 Relation(s)
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
UniProt Name  Source
cycloaraneoseneUniProt
Manual XrefsDatabases
CPD-20446MetaCyc
C00000507KNApSAcK
Registry NumbersSources
CAS:110990-41-5KNApSAcK
Citations