CHEBI:66138 - kansuiphorin A

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ChEBI Name kansuiphorin A
ChEBI ID CHEBI:66138
Definition A tetracyclic diterpenoid that is 13-hydroxyingenol in which the hydroxy groups at positions 3, 13 and 20 are esterified by 2,3-dimethylbutyric acid, lauric acid and palmitic acid. Isolated from the roots of Euphorbia kansui, it exhibits anti-cancerous activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C54H90O9
Net Charge 0
Average Mass 883.28700
Monoisotopic Mass 882.65848
InChI InChI=1S/C54H90O9/c1-10-12-14-16-18-20-21-22-23-25-26-28-30-32-44(55)61-37-42-34-43-46-51(8,9)53(46,63-45(56)33-31-29-27-24-19-17-15-13-11-2)36-40(6)52(48(43)58)35-39(5)49(54(52,60)47(42)57)62-50(59)41(7)38(3)4/h34-35,38,40-41,43,46-47,49,57,60H,10-33,36-37H2,1-9H3/t40-,41?,43+,46-,47-,49+,52+,53+,54+/m1/s1
InChIKey ILEDHBXLZDJQHK-DIUMXIAZSA-N
SMILES [H][C@]12C=C(COC(=O)CCCCCCCCCCCCCCC)[C@@H](O)[C@]3(O)[C@@H](OC(=O)C(C)C(C)C)C(C)=C[C@]3([C@H](C)C[C@]3(OC(=O)CCCCCCCCCCC)[C@@]1([H])C3(C)C)C2=O
Metabolite of Species Details
Euphorbia kansui (NCBI:txid239687) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing kansuiphorin A (CHEBI:66138) has functional parent 2,3-dimethylbutyric acid (CHEBI:38650)
kansuiphorin A (CHEBI:66138) has functional parent dodecanoic acid (CHEBI:30805)
kansuiphorin A (CHEBI:66138) has functional parent hexadecanoic acid (CHEBI:15756)
kansuiphorin A (CHEBI:66138) has functional parent ingenol (CHEBI:5922)
kansuiphorin A (CHEBI:66138) has role antineoplastic agent (CHEBI:35610)
kansuiphorin A (CHEBI:66138) has role metabolite (CHEBI:25212)
kansuiphorin A (CHEBI:66138) is a cyclic terpene ketone (CHEBI:36130)
kansuiphorin A (CHEBI:66138) is a dodecanoate ester (CHEBI:87659)
kansuiphorin A (CHEBI:66138) is a fatty acid ester (CHEBI:35748)
kansuiphorin A (CHEBI:66138) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name
[(1aR,2S,5R,5aS,6S,8aS,9R,10aS)-6-[(2,3-dimethylbutanoyl)oxy]-10a-(dodecanoyloxy)-5,5a-dihydroxy-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-4-yl]methyl hexadecanoate
Synonyms Sources
13-hydroxyingenol-3-(2,3-dimethylbutanoate)-13-dodecanoate-20-hexadecanoate ChEBI
Hexadecanoic acid,(6-(2,3-dimethyl-1-oxobutoxy)- 1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-1,1,7,9- tetramethyl-11-oxo-10a-((1-oxododecyl)oxy)-1H-2,8a- methanocyclopenta(a)cyclopropa(e)cyclodecen-4-yl)methyl ester ChemIDplus
Registry Numbers Types Sources
135883-24-8 CAS Registry Number ChemIDplus
8305959 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1955882 PubMed citation Europe PMC
23054711 PubMed citation Europe PMC
Last Modified
26 August 2015