CHEBI:9947 - veracevine

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ChEBI Name veracevine
ChEBI ID CHEBI:9947
Definition A cyclic hemiketal that is cevane that has an oxygen bridge from the 4α to the 9 position and is substituted by hydroxy groups at the 3β, 4β, 12, 14, 16β, 17, and 20 positions.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C27H43NO8
Net Charge 0
Average Mass 509.63220
Monoisotopic Mass 509.29887
InChI InChI=1S/C27H43NO8/c1-14-4-7-18-22(3,31)26(34)17(12-28(18)11-14)24(33)13-25-16(23(24,32)10-20(26)30)6-5-15-21(25,2)9-8-19(29)27(15,35)36-25/h14-20,29-35H,4-13H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-,21-,22+,23+,24+,25+,26-,27-/m0/s1
InChIKey MZHXYVMEVBEFAL-XXFAKQOHSA-N
SMILES [H][C@@]12CC[C@H](C)CN1C[C@@]1([H])[C@]3(O)C[C@]45O[C@]6(O)[C@@H](O)CC[C@@]4(C)[C@]6([H])CC[C@@]5([H])[C@]3(O)C[C@H](O)[C@]1(O)[C@]2(C)O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing veracevine (CHEBI:9947) has parent hydride cevane (CHEBI:35651)
veracevine (CHEBI:9947) has role insecticide (CHEBI:24852)
veracevine (CHEBI:9947) is a alkaloid (CHEBI:22315)
veracevine (CHEBI:9947) is a cyclic hemiketal (CHEBI:59780)
veracevine (CHEBI:9947) is a heptol (CHEBI:62610)
veracevine (CHEBI:9947) is a secondary alcohol (CHEBI:35681)
veracevine (CHEBI:9947) is a tertiary alcohol (CHEBI:26878)
veracevine (CHEBI:9947) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
4α,9-epoxycevane-3β,4β,12,14,16β,17,20-heptol
Synonyms Sources
4,9-epoxycevane-3β,4β,12,14,16β,17,20-heptol ChemIDplus
Cevane-3-beta,4-beta,12,14,16-beta,17,20-heptol, 4,9-epoxy- KEGG COMPOUND
Protocevin ChemIDplus
Protocevine ChemIDplus
Veracevin ChemIDplus
Veracevine KEGG COMPOUND
Manual Xrefs Databases
C00002269 KNApSAcK
C10828 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
5876-23-3 CAS Registry Number KEGG COMPOUND
5876-23-3 CAS Registry Number ChemIDplus
99117 Beilstein Registry Number Beilstein
99117 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
IND92029567 Agricola citation Europe PMC
Last Modified
28 July 2014
General Comment
2011-07-20 Found in the seeds of Schoenocoulon officinale, veracevine has been used as an insecticide in veterinary medicine.