CHEBI:2992 - barbinine

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ChEBI Name barbinine
ChEBI ID CHEBI:2992
Definition A diterpene alkaloid that is a phytotoxin produced by several Delphinium species.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H46N2O10
Net Charge 0
Average Mass 666.75792
Monoisotopic Mass 666.31525
InChI InChI=1S/C36H46N2O10/c1-6-37-16-33(17-48-31(42)19-9-7-8-10-22(19)38-25(39)13-18(2)30(38)41)12-11-24(46-4)35-21-14-20-23(45-3)15-34(43,26(21)27(20)40)36(44,32(35)37)29(47-5)28(33)35/h7-10,18,20-21,23-24,26,28-29,32,43-44H,6,11-17H2,1-5H3/t18-,20+,21+,23-,24-,26+,28+,29-,32?,33-,34+,35-,36+/m0/s1
InChIKey VBFGMIUWGBSAGV-UCFHPTPSSA-N
SMILES [H][C@]12C[C@]3([H])[C@]([H])(C1=O)[C@](O)(C[C@@H]2OC)[C@@]1(O)[C@@H](OC)[C@]2([H])[C@]4(CC[C@H](OC)[C@@]32C1N(CC)C4)COC(=O)c1ccccc1N1C(=O)C[C@H](C)C1=O
Metabolite of Species Details
Delphinium andersonii (NCBI:txid136314) See: PubMed
Delphinium barbeyi (NCBI:txid136316) See: DOI
Delphinium glaucescens (NCBI:txid136323) See: DOI
Delphinium nuttallianum (NCBI:txid136334) See: PubMed
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): phytotoxin
Any toxin produced by a plant.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing barbinine (CHEBI:2992) has parent hydride aconitane (CHEBI:35911)
barbinine (CHEBI:2992) has role phytotoxin (CHEBI:38231)
barbinine (CHEBI:2992) is a benzoate ester (CHEBI:36054)
barbinine (CHEBI:2992) is a dicarboximide (CHEBI:35356)
barbinine (CHEBI:2992) is a diterpene alkaloid (CHEBI:23847)
barbinine (CHEBI:2992) is a ether (CHEBI:25698)
barbinine (CHEBI:2992) is a organic heteropolycyclic compound (CHEBI:38166)
barbinine (CHEBI:2992) is a pyrrolidinone (CHEBI:38275)
barbinine (CHEBI:2992) is a tertiary alcohol (CHEBI:26878)
barbinine (CHEBI:2992) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(20-ethyl-7,8-dihydroxy-1α,6β,16β-trimethoxy-14-oxoaconitan-4-yl)methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
Synonyms Sources
Aconitan-14-one, 7,8-dihydroxy-20-ethyl-4-(((2-(3-methyl-2,5-dioxo-1-pyrrolidinyl)benzoyl)oxy)methyl)-1,6,16-trimethoxy-, (1-alpha,4(S),6-beta,16-beta)- KEGG COMPOUND
Barbinine KEGG COMPOUND
Manual Xrefs Databases
C00001618 KNApSAcK
C08662 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
10753152 Reaxys Registry Number Reaxys
123497-99-4 CAS Registry Number KEGG COMPOUND
123497-99-4 CAS Registry Number ChemIDplus
8181881 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10525069 PubMed citation Europe PMC
19012276 PubMed citation Europe PMC
Last Modified
12 February 2015