CHEBI:72442 - sapintoxin D

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sapintoxin D
ChEBI ID CHEBI:72442
Definition A phorbol ester consisting of phorbol that is acylated at positions 12 and 13 by 2-(methylamino)benzoyl and acetyl groups respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Supplier Information
Download Molfile XML SDF
Formula C30H37NO8
Net Charge 0
Average Mass 539.61670
Monoisotopic Mass 539.25192
InChI InChI=1S/C30H37NO8/c1-15-11-22-28(36,24(15)34)13-18(14-32)12-20-23-27(4,5)30(23,39-17(3)33)25(16(2)29(20,22)37)38-26(35)19-9-7-8-10-21(19)31-6/h7-12,16,20,22-23,25,31-32,36-37H,13-14H2,1-6H3/t16-,20+,22-,23-,25-,28-,29-,30-/m1/s1
InChIKey UPAIGGMQTARRMN-CSSCWBSHSA-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@@H](OC(=O)c1ccccc1NC)[C@]1(OC(C)=O)[C@@]2([H])C1(C)C
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.
Application(s): fluorescent probe
A role played by a fluorescent molecular entity used to study the microscopic environment by fluorescence spectroscopy.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sapintoxin D (CHEBI:72442) has role fluorescent probe (CHEBI:39442)
sapintoxin D (CHEBI:72442) has role metabolite (CHEBI:25212)
sapintoxin D (CHEBI:72442) is a phorbol ester (CHEBI:37532)
sapintoxin D (CHEBI:72442) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl 2-(methylamino)benzoate
Synonym Source
phorbol 12-(2-methylamino)benzoate 13-acetate ChEBI
Registry Numbers Types Sources
6553923 Reaxys Registry Number Reaxys
80998-07-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11513612 PubMed citation Europe PMC
15234976 PubMed citation Europe PMC
19512879 PubMed citation Europe PMC
21542090 PubMed citation Europe PMC
2323005 PubMed citation Europe PMC
23352416 PubMed citation SUBMITTER
2385570 PubMed citation Europe PMC
2912580 PubMed citation Europe PMC
7602494 PubMed citation Europe PMC
8425273 PubMed citation Europe PMC
Last Modified
07 February 2018