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CHEBI:66138 - kansuiphorin A

ChEBI IDCHEBI:66138
ChEBI Namekansuiphorin A
Stars
DefinitionA 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.
Last Modified26 August 2015
DownloadsMolfile
FormulaC54H90O9
Net Charge0
Average Mass883.305
Monoisotopic Mass882.65848
SMILES[H][C@@]12C(C)(C)[C@]1(OC(=O)CCCCCCCCCCC)C[C@@H](C)[C@]13C=C(C)[C@H](OC(=O)C(C)C(C)C)[C@@]1(O)[C@H](O)C(COC(=O)CCCCCCCCCCCCCCC)=C[C@]2([H])C3=O
InChIInChI=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
InChIKeyILEDHBXLZDJQHK-DIUMXIAZSA-N
Species of MetaboliteComponentSourceComments
Euphorbia kansui (ncbitaxon:239687) root (BTO:0001188) PubMed (1955882)
Roles Classification
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)
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  Source
13-hydroxyingenol-3-(2,3-dimethylbutanoate)-13-dodecanoate-20-hexadecanoateChEBI
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 esterChemIDplus
Registry NumbersSources
Reaxys:8305959Reaxys
CAS:135883-24-8ChemIDplus
Citations