CHEBI:66503 - zhankuic acid A

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ChEBI Name zhankuic acid A
ChEBI ID CHEBI:66503
Definition A steroid acid that is ergosta-8,24(28)-dien-26-oic acid substituted by a methyl group at position 4 and oxo groups at positions 3, 7 and 11 (the 4α,5α stereoisomer). Isolated from Antrodia cinnamomea and Antrodia camphorata, it exhibits cytotoxic and anti-inflammatory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C29H40O5
Net Charge 0
Average Mass 468.62490
Monoisotopic Mass 468.28757
InChI InChI=1S/C29H40O5/c1-15(17(3)27(33)34)7-8-16(2)19-9-10-20-25-23(31)13-21-18(4)22(30)11-12-28(21,5)26(25)24(32)14-29(19,20)6/h16-21H,1,7-14H2,2-6H3,(H,33,34)/t16-,17?,18+,19-,20+,21+,28+,29-/m1/s1
InChIKey DVORYMAGXQGBQK-QCMFUGJUSA-N
SMILES [H][C@@]1(CC[C@@]2([H])C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@]1([H])CC3=O)[C@H](C)CCC(=C)C(C)C(O)=O
Metabolite of Species Details
Taiwanofungus camphoratus (NCBI:txid196114) Found in fruit body (BTO:0000487). See: PubMed
Taiwanofungus camphoratus (NCBI:txid196114) Found in fruit body (BTO:0000487). See: PubMed
Taiwanofungus camphoratus (NCBI:txid196114) Found in fruit body (BTO:0000487). Parasitic to the inner heartwood wall of old hollow trunks of Cinnamomum kanehirai, EtOH extract See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing zhankuic acid A (CHEBI:66503) has role anti-inflammatory agent (CHEBI:67079)
zhankuic acid A (CHEBI:66503) has role antineoplastic agent (CHEBI:35610)
zhankuic acid A (CHEBI:66503) has role plant metabolite (CHEBI:76924)
zhankuic acid A (CHEBI:66503) is a 11-oxo steroid (CHEBI:47787)
zhankuic acid A (CHEBI:66503) is a 3-oxo steroid (CHEBI:47788)
zhankuic acid A (CHEBI:66503) is a 7-oxo steroid (CHEBI:47789)
zhankuic acid A (CHEBI:66503) is a ergostanoid (CHEBI:50403)
zhankuic acid A (CHEBI:66503) is a monocarboxylic acid (CHEBI:25384)
zhankuic acid A (CHEBI:66503) is a steroid acid (CHEBI:47891)
Incoming zhankuic acid A methyl ester (CHEBI:70310) has functional parent zhankuic acid A (CHEBI:66503)
IUPAC Name
(4α,5α)-4-methyl-3,7,11-trioxoergosta-8,24(28)-dien-26-oic acid
Synonym Source
4α-methylergosta-8,24(28)-dien-3,7,11-trione-26-oic acid ChEBI
Registry Number Type Source
9824952 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15095145 PubMed citation Europe PMC
21028898 PubMed citation Europe PMC
8594142 PubMed citation Europe PMC
Last Modified
26 May 2015