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

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ChEBI Name 12-deoxyphorbol-13-(3E,5E-decadienoate)
ChEBI ID CHEBI:65747
ChEBI ASCII Name 12-deoxyphorbol-13-(3E,5E-decadienoate)
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H42O6
Net Charge 0
Average Mass 498.65090
Monoisotopic Mass 498.29814
InChI InChI=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
InChIKey AZEXNJIEBDRVJS-OSHOESKRSA-N
SMILES [H][C@@]12C=C(CO)C[C@]3(O)C(=O)C(C)=C[C@@]3([H])[C@@]1(O)[C@H](C)C[C@]1(OC(=O)C\C=C\C=C\CCCC)[C@@]2([H])C1(C)C
Metabolite of Species Details
Excoecaria agallocha (NCBI:txid241838) Found in twig (BTO:0001411). See: PubMed
Excoecaria agallocha (NCBI:txid241838) Found in leaf (BTO:0000713). See: PubMed
Excoecaria agallocha (NCBI:txid241838) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α-hydroxy ketone (CHEBI:139592)
12-deoxyphorbol-13-(3E,5E-decadienoate) (CHEBI:65747) is a tertiary alcohol (CHEBI:26878)
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
Citation Waiting for Citations Type Source
7623051 PubMed citation Europe PMC
Last Modified
06 February 2018