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CHEBI:65747 - 12-deoxyphorbol-13-(3E,5E-decadienoate)

Default Structure
ChEBI IDCHEBI:65747
ChEBI Name12-deoxyphorbol-13-(3E,5E-decadienoate)
Stars
ASCII Name12-deoxyphorbol-13-(3E,5E-decadienoate)
DefinitionA phorbol ester that consists of 12-deoxyphorbol esterified at position 13 by deca-3,5-dienoic acid (the 3E,5E stereoisomer). It is obtained from the leaves and stems of Excoecaria agallocha and exhibits anti-HIV activity.
Last Modified6 February 2018
DownloadsMolfile
FormulaC30H42O6
Net Charge0
Average Mass498.660
Monoisotopic Mass498.29814
SMILES[H][C@@]12C=C(C)C(=O)[C@@]1(O)CC(CO)=C[C@]1([H])[C@]2(O)[C@H](C)C[C@@]2(OC(=O)C/C=C/C=C/CCCC)C(C)(C)[C@@]12[H]
InChIInChI=1S/C30H42O6/c1-6-7-8-9-10-11-12-13-24(32)36-29-16-20(3)30(35)22(25(29)27(29,4)5)15-21(18-31)17-28(34)23(30)14-19(2)26(28)33/h9-12,14-15,20,22-23,25,31,34-35H,6-8,13,16-18H2,1-5H3/b10-9+,12-11+/t20-,22+,23-,25-,28-,29+,30-/m1/s1
InChIKeyAZEXNJIEBDRVJS-OSHOESKRSA-N
Species of MetaboliteComponentSourceComments
Excoecaria agallocha (ncbitaxon:241838)
twig (BTO:0001411) PubMed (7623051)
leaf (BTO:0000713) PubMed (7623051)
bark (BTO:0001301) PubMed (7623051)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
ChEBI Ontology
Outgoing Relation(s)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) has role anti-HIV agent (CHEBI:64946)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) has role metabolite (CHEBI:25212)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) is a phorbol ester (CHEBI:37532)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) is a primary alcohol (CHEBI:15734)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) is a tertiary alcohol (CHEBI:26878)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(1aR,1bS,4aR,7aS,7bR,8R,9aS)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl (3E,5E)-deca-3,5-dienoate
Citations