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

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:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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