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CHEBI:156268 - asperaculane G

ChEBI IDCHEBI:156268
ChEBI Nameasperaculane G
Stars
DefinitionA sesquiterpenoid that is (8aR)-1,2,3,3a,4,5,8,8a-octahydroazulene substituted by a 1-carboxyethylidene group at position 1, hydroxy groups at positions 3 and 4, and methyl groups at positions 3a and 6 (the 3R,3aR,4S,8aR-diastereomer).
Last Modified4 August 2020
SubmitterAdnan
DownloadsMolfile
FormulaC15H22O4
Net Charge0
Average Mass266.337
Monoisotopic Mass266.15181
SMILES[H][C@]12CC=C(C)C[C@H](O)[C@]1(C)[C@H](O)C/C2=C(/C)C(=O)O
InChIInChI=1S/C15H22O4/c1-8-4-5-11-10(9(2)14(18)19)7-13(17)15(11,3)12(16)6-8/h4,11-13,16-17H,5-7H2,1-3H3,(H,18,19)/b10-9+/t11-,12+,13-,15-/m1/s1
InChIKeySFKVYZKKPMSRCR-JBOWGTNDSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
asperaculane G (CHEBI:156268) has role Aspergillus metabolite (CHEBI:76956)
asperaculane G (CHEBI:156268) is a carbobicyclic compound (CHEBI:36785)
asperaculane G (CHEBI:156268) is a homoallylic alcohol (CHEBI:134362)
asperaculane G (CHEBI:156268) is a sesquiterpenoid (CHEBI:26658)
asperaculane G (CHEBI:156268) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
asperaculane G (CHEBI:156268) is conjugate acid of asperaculane G(1−) (CHEBI:155911)
Incoming Relation(s)
asperaculane G(1−) (CHEBI:155911) is conjugate base of asperaculane G (CHEBI:156268)
IUPAC Name 
(2E)-2-[(3R,3aR,4S,8aR)-3,4-dihydroxy-3a,6-dimethyl-3,3a,4,5,8,8a-hexahydroazulen-1(2H)-ylidene]propanoic acid
Synonym  Source
2-[(1E,3R,3aR,4S,8aR)-3,4-dihydroxy-3a,6-dimethyl- 1,2,3,3a,4,5,8,8a-octahydroazulen-1-ylidene]propanoic acidIUPAC
Citations