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CHEBI:66139 - kansuiphorin B

ChEBI IDCHEBI:66139
ChEBI Namekansuiphorin B
Stars
DefinitionA tetracyclic diterpenoid that is 6,7-epoxy-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
FormulaC54H90O10
Net Charge0
Average Mass899.304
Monoisotopic Mass898.65340
SMILES[H][C@]12O[C@@]1(COC(=O)CCCCCCCCCCCCCCC)[C@@H](O)[C@]1(O)[C@@H](OC(=O)C(C)C(C)C)C(C)=C[C@]13C(=O)[C@]2([H])[C@]1([H])C(C)(C)[C@]1(OC(=O)CCCCCCCCCCC)C[C@H]3C
InChIInChI=1S/C54H90O10/c1-10-12-14-16-18-20-21-22-23-25-26-28-30-32-41(55)61-36-52-47(64-52)43-44-50(8,9)53(44,63-42(56)33-31-29-27-24-19-17-15-13-11-2)35-39(6)51(45(43)57)34-38(5)46(54(51,60)49(52)59)62-48(58)40(7)37(3)4/h34,37,39-40,43-44,46-47,49,59-60H,10-33,35-36H2,1-9H3/t39-,40?,43+,44-,46+,47-,49-,51+,52-,53+,54-/m1/s1
InChIKeyDQVMDPSQAAGKSN-LZYXWQDISA-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 B (CHEBI:66139) has functional parent 2,3-dimethylbutyric acid (CHEBI:38650)
kansuiphorin B (CHEBI:66139) has functional parent dodecanoic acid (CHEBI:30805)
kansuiphorin B (CHEBI:66139) has functional parent hexadecanoic acid (CHEBI:15756)
kansuiphorin B (CHEBI:66139) has functional parent ingenol (CHEBI:5922)
kansuiphorin B (CHEBI:66139) has role antineoplastic agent (CHEBI:35610)
kansuiphorin B (CHEBI:66139) has role metabolite (CHEBI:25212)
kansuiphorin B (CHEBI:66139) is a cyclic terpene ketone (CHEBI:36130)
kansuiphorin B (CHEBI:66139) is a dodecanoate ester (CHEBI:87659)
kansuiphorin B (CHEBI:66139) is a fatty acid ester (CHEBI:35748)
kansuiphorin B (CHEBI:66139) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name 
[(1aR,2R,2aR,3aS,5R,5aS,8S,8aS,9S,9aS)-8-[(2,3-dimethylbutanoyl)oxy]-3a-(dodecanoyloxy)-8a,9-dihydroxy-3,3,5,7-tetramethyl-10-oxo-2,2a,3,3a,4,5,8a,9-octahydro-1aH-2,5a-methanocyclopenta[4,5]cyclopropa[8,9]cyclodeca[1,2-b]oxiren-9a(8H)-yl]methyl hexadecanoate
Synonyms  Source
6,7-epoxy-13-hydroxyingenol-3-(2,3-dimethylbutanoate)-13-dodecanoate-20-hexadecanoateChEBI
Hexadecanoic acid,(8-(2,3-dimethyl-1-oxobutoxy)- 1a,2,2a,3a,4,5,8a,9-octahydro-8a,9-dihydroxy-3,3,5,7- tetramethyl-10-oxo-3a-((1-oxododecyl)oxy)-3H-2,5a- methanocyclopenta(4,5)cyclopropa(8,9)cyclodec(1,2-b)oxiren- 9a(8H)-yl)methyl esterChemIDplus
Registry NumbersSources
Reaxys:8306034Reaxys
CAS:135928-39-1ChemIDplus
Citations