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CHEBI:66504 - zhankuic acid B

ChEBI IDCHEBI:66504
ChEBI Namezhankuic acid B
Stars
DefinitionA steroid acid that is ergosta-8,24(28)-dien-26-oic acid substituted by a hydroxy group at position 3, a methyl group at position 4 and oxo groups at positions 7 and 11 (the 3α,4α,5α stereoisomer). Isolated from Antrodia cinnamomea and Antrodia camphorata, it exhibits cytotoxic, anticholinergic and antiserotonergic activities.
Last Modified5 December 2013
DownloadsMolfile
FormulaC29H42O5
Net Charge0
Average Mass470.650
Monoisotopic Mass470.30322
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCC(=C)C(C)C(=O)O)[C@@]1(C)CC(=O)C1=C2C(=O)C[C@@]2([H])[C@H](C)[C@H](O)CC[C@]12C
InChIInChI=1S/C29H42O5/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/h16-22,30H,1,7-14H2,2-6H3,(H,33,34)/t16-,17?,18+,19-,20+,21+,22-,28+,29-/m1/s1
InChIKeyTXEJUZMIQVTZHO-JNXQNPAGSA-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 Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
ChEBI Ontology
Outgoing Relation(s)
zhankuic acid B (CHEBI:66504) has role antineoplastic agent (CHEBI:35610)
zhankuic acid B (CHEBI:66504) has role cholinergic antagonist (CHEBI:48873)
zhankuic acid B (CHEBI:66504) has role metabolite (CHEBI:25212)
zhankuic acid B (CHEBI:66504) has role serotonergic antagonist (CHEBI:48279)
zhankuic acid B (CHEBI:66504) is a 11-oxo steroid (CHEBI:47787)
zhankuic acid B (CHEBI:66504) is a 3α-hydroxy steroid (CHEBI:36835)
zhankuic acid B (CHEBI:66504) is a 7-oxo steroid (CHEBI:47789)
zhankuic acid B (CHEBI:66504) is a monocarboxylic acid (CHEBI:25384)
zhankuic acid B (CHEBI:66504) is a steroid acid (CHEBI:47891)
IUPAC Name 
(3α,4α,5α)-3-hydroxy-4-methyl-7,11-dioxoergosta-8,24(28)-dien-26-oic acid
Synonym  Source
3α-hydroxy-4alpha-methylergosta-8,24(28)-dien-7,11-dione-26-oic acidChEBI
Registry NumbersSources
Reaxys:9825705Reaxys
Citations