CHEBI:69206 - (8R)-3β,8-dihydroxypolypoda-13E,17E,21-triene

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ChEBI Name (8R)-3β,8-dihydroxypolypoda-13E,17E,21-triene
ChEBI ID CHEBI:69206
ChEBI ASCII Name (8R)-3beta,8-dihydroxypolypoda-13E,17E,21-triene
Definition A triterpenoid that is decahydronaphthalene substituted by methyl groups at positions 1, 1, 4a and 6, hydroxy groups at positions 2 and 6 and a (6E,10E)-2,6,10-trimethyltrideca-2,6,10-trien-13-yl group at position 5. Isolated from resinous exudate of Pistacia lentiscus and Commiphora mukul, it exhibits cytotoxicity towards prostrate cancers.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H52O2
Net Charge 0
Average Mass 444.73270
Monoisotopic Mass 444.39673
InChI InChI=1S/C30H52O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-26-29(7)20-19-27(31)28(5,6)25(29)18-21-30(26,8)32/h12,14,16,25-27,31-32H,9-11,13,15,17-21H2,1-8H3/b23-14+,24-16+/t25-,26+,27-,29-,30+/m0/s1
InChIKey QGERZRKJXVVRQA-NJACTVBXSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@H]1[C@](C)(O)CC[C@H]2C(C)(C)[C@@H](O)CC[C@]12C
Metabolite of Species Details
Commiphora mukul (IPNI:127738-1) Found in latex (BTO:0000710). Previous component: resin; Guggulu(gum resin) of Commiphora mukul See: PubMed
Pistacia lentiscus (NCBI:txid371726) Found in latex (BTO:0000710). Previous component: resin; Oleogum resin of Pistacia lentiscus See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (8R)-3β,8-dihydroxypolypoda-13E,17E,21-triene (CHEBI:69206) has role plant metabolite (CHEBI:76924)
(8R)-3β,8-dihydroxypolypoda-13E,17E,21-triene (CHEBI:69206) is a carbobicyclic compound (CHEBI:36785)
(8R)-3β,8-dihydroxypolypoda-13E,17E,21-triene (CHEBI:69206) is a diol (CHEBI:23824)
(8R)-3β,8-dihydroxypolypoda-13E,17E,21-triene (CHEBI:69206) is a triterpenoid (CHEBI:36615)
IUPAC Name
(2S,4aS,5R,6R,8aR)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]decahydronaphthalene-2,6-diol
Synonym Source
(2S,6R)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]decalin-2,6-diol ChEBI
Registry Number Type Source
6232172 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21800858 PubMed citation Europe PMC
Last Modified
27 May 2015