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CHEBI:65722 - 20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol

ChEBI IDCHEBI:65722
ChEBI Name20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol
Stars
ASCII Name20(R),22(xi),24(S)-dammar-25(26)-ene-3beta,6alpha,12beta,20,22,24-hexanol
DefinitionA tetracyclic triterpenoid that is dammarane with an exocyclic double bond at C-25 and substituent hydroxy groups at positions 3, 6, 12, 20, 22 and 24 (the 3β,6α,12β,24S stereoisomer). It is isolated from the leaves of Panax ginseng and exhibits cytotoxicity in the human hepatoma cell line, HepG2.
Last Modified21 December 2012
DownloadsMolfile
FormulaC30H52O6
Net Charge0
Average Mass508.740
Monoisotopic Mass508.37639
SMILES[H][C@]12C[C@@H](O)[C@]3([H])[C@@]([H])([C@@](C)(O)C(O)C[C@H](O)C(=C)C)CC[C@@]3(C)[C@]1(C)C[C@H](O)[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
InChIInChI=1S/C30H52O6/c1-16(2)18(31)14-23(35)30(8,36)17-9-12-28(6)24(17)19(32)13-21-27(5)11-10-22(34)26(3,4)25(27)20(33)15-29(21,28)7/h17-25,31-36H,1,9-15H2,2-8H3/t17-,18-,19+,20-,21+,22-,23?,24-,25-,27+,28+,29+,30+/m0/s1
InChIKeyYLRZIFDQYSWFML-ZOFAZQJHSA-N
Species of MetaboliteComponentSourceComments
Panax ginseng (ncbitaxon:4054) leaf (BTO:0000713) PubMed (18409045)
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)
20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol (CHEBI:65722) has parent hydride dammarane (CHEBI:36488)
20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol (CHEBI:65722) has role antineoplastic agent (CHEBI:35610)
20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol (CHEBI:65722) has role metabolite (CHEBI:25212)
20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol (CHEBI:65722) is a hexol (CHEBI:37206)
20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol (CHEBI:65722) is a tertiary alcohol (CHEBI:26878)
20(R),22(ξ),24(S)-dammar-25(26)-ene-3β,6α,12β,20,22,24-hexanol (CHEBI:65722) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(3β,6α,12β,24S)-dammar-25-ene-3,6,12,20,22,24-hexol
Citations