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CHEBI:66505 - zhankuic acid C

ChEBI IDCHEBI:66505
ChEBI Namezhankuic acid C
Stars
DefinitionA steroid acid that is ergosta-8,24(28)-dien-26-oic acid substituted by hydroxy groups at positions 3 and 12, a methyl group at position 4 and oxo groups at positions 7 and 11 (the 3α,4α,5α,12α stereoisomer). Isolated from Antrodia cinnamomea and Antrodia camphorata, it exhibits antineoplastic activity.
Last Modified6 February 2018
DownloadsMolfile
FormulaC29H42O6
Net Charge0
Average Mass486.649
Monoisotopic Mass486.29814
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCC(=C)C(C)C(=O)O)[C@@]1(C)[C@@H](O)C(=O)C1=C2C(=O)C[C@@]2([H])[C@H](C)[C@H](O)CC[C@]12C
InChIInChI=1S/C29H42O6/c1-14(16(3)27(34)35)7-8-15(2)18-9-10-19-23-22(31)13-20-17(4)21(30)11-12-28(20,5)24(23)25(32)26(33)29(18,19)6/h15-21,26,30,33H,1,7-13H2,2-6H3,(H,34,35)/t15-,16?,17+,18-,19+,20+,21-,26+,28+,29-/m1/s1
InChIKeyLVFHKUZOQUATIE-NIQDNRFFSA-N
Species of MetaboliteComponentSourceComments
Taiwanofungus camphoratus (ncbitaxon:196114)
fruit body (BTO:0000487) PubMed (8594142)
fruit body (BTO:0000487) PubMed (15095145)
fruit body (BTO:0000487) PubMed (21028898) Parasitic to the inner heartwood wall of old hollow trunks of Cinnamomum kanehirai, EtOH extract
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
zhankuic acid C (CHEBI:66505) has role antineoplastic agent (CHEBI:35610)
zhankuic acid C (CHEBI:66505) has role metabolite (CHEBI:25212)
zhankuic acid C (CHEBI:66505) is a 11-oxo steroid (CHEBI:47787)
zhankuic acid C (CHEBI:66505) is a 12α-hydroxy steroid (CHEBI:36846)
zhankuic acid C (CHEBI:66505) is a 3α-hydroxy steroid (CHEBI:36835)
zhankuic acid C (CHEBI:66505) is a 7-oxo steroid (CHEBI:47789)
zhankuic acid C (CHEBI:66505) is a monocarboxylic acid (CHEBI:25384)
zhankuic acid C (CHEBI:66505) is a secondary α-hydroxy ketone (CHEBI:2468)
zhankuic acid C (CHEBI:66505) is a steroid acid (CHEBI:47891)
IUPAC Name 
(3α,4α,5α,12α)-3,12-dihydroxy-4-methyl-7,11-dioxoergosta-8,24(28)-dien-26-oic acid
Synonym  Source
3α,12α-dihydroxy-4α-methylergosta-8,24(28)-dien-7,11-dione-26-oic acidChEBI
Registry NumbersSources
Reaxys:9827877Reaxys
Citations