CHEBI:67302 - 23-epivepaol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 23-epivepaol
ChEBI ID CHEBI:67302
Definition A limonoid that is the C-23 epimer of vepaol. It has been isolated from Azadirachta indica.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C36H48O17
Net Charge 0
Average Mass 752.75610
Monoisotopic Mass 752.28915
InChI InChI=1S/C36H48O17/c1-9-15(2)25(39)50-18-11-19(49-16(3)37)33(27(40)45-7)13-47-22-23(33)32(18)14-48-35(43,28(41)46-8)26(32)30(4,24(22)38)36-20-10-17(31(36,5)53-36)34(42)12-21(44-6)52-29(34)51-20/h9,17-24,26,29,38,42-43H,10-14H2,1-8H3/b15-9+/t17-,18+,19-,20+,21-,22-,23-,24-,26+,29-,30-,31+,32+,33+,34+,35+,36+/m1/s1
InChIKey HAIAPLNAMFKNPR-QYMXIDFGSA-N
SMILES CO[C@H]1C[C@@]2(O)[C@@H](O1)O[C@H]1C[C@@H]2[C@]2(C)O[C@]12[C@@]1(C)[C@@H]2[C@](O)(OC[C@]22[C@H]3[C@@H](OC[C@@]3([C@@H](C[C@@H]2OC(=O)C(\C)=C\C)OC(C)=O)C(=O)OC)[C@H]1O)C(=O)OC
Metabolite of Species Details
Azadirachta indica (NCBI:txid124943) Found in seed (BTO:0001226). Defatted MeOH extract of seeds 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.
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 23-epivepaol (CHEBI:67302) has functional parent tiglic acid (CHEBI:9592)
23-epivepaol (CHEBI:67302) has role metabolite (CHEBI:25212)
23-epivepaol (CHEBI:67302) has role plant metabolite (CHEBI:76924)
23-epivepaol (CHEBI:67302) is a acetate ester (CHEBI:47622)
23-epivepaol (CHEBI:67302) is a epoxide (CHEBI:32955)
23-epivepaol (CHEBI:67302) is a limonoid (CHEBI:39434)
23-epivepaol (CHEBI:67302) is a methyl ester (CHEBI:25248)
23-epivepaol (CHEBI:67302) is a secondary alcohol (CHEBI:35681)
23-epivepaol (CHEBI:67302) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
dimethyl (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-10-(acetyloxy)-3,5-dihydroxy-4-[(1aR,2S,3aR,5R,6aS,7S,7aS)-6a-hydroxy-5-methoxy-7a-methylhexahydro-2,7-methanofuro[2,3-b]oxireno[e]oxepin-1a(2H)-yl]-4-methyl-8-{[(2E)-2-methylbut-2-enoyl]oxy}octahydro-1H-naphtho[1,8a-c:4,5-bʼcʼ]difuran-5,10a(8H)-dicarboxylate
Synonym Source
Isovepaol ChEBI
Registry Number Type Source
11303121 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21381696 PubMed citation Europe PMC
Last Modified
03 March 2015