CHEBI:145195 - (+)-minovincinine

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ChEBI Name (+)-minovincinine
ChEBI ID CHEBI:145195
Definition A monoterpenoid indole alkaloid that is (+)-vincadifformine which carries a hydroxy group at position 19S. A natural product found in several plant species including Alstonia venenata and Catharanthus trichophyllus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H26N2O3
Net Charge 0
Average Mass 354.450
Monoisotopic Mass 354.19434
InChI InChI=1S/C21H26N2O3/c1-13(24)20-8-5-10-23-11-9-21(19(20)23)15-6-3-4-7-16(15)22-17(21)14(12-20)18(25)26-2/h3-4,6-7,13,19,22,24H,5,8-12H2,1-2H3/t13-,19+,20+,21+/m0/s1
InChIKey BKMGDPNQILJWLI-ODVVLEEXSA-N
SMILES C=1(C[C@@]2([C@]3(N(CCC2)CC[C@@]43C5=C(NC41)C=CC=C5)[H])[C@H](C)O)C(=O)OC
Metabolite of Species Details
Catharanthus trichophyllus (NCBI:txid319559) Found in hairy root. See: DOI
Alstonia venenata (NCBI:txid994907) See: Book: Buckingham, J et al. Dictionary of Alkaloids with CD-ROM, 2010, pg 1311
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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 (+)-minovincinine (CHEBI:145195) has role plant metabolite (CHEBI:76924)
(+)-minovincinine (CHEBI:145195) is a Aspidosperma alkaloid (CHEBI:142772)
(+)-minovincinine (CHEBI:145195) is a alkaloid ester (CHEBI:38481)
(+)-minovincinine (CHEBI:145195) is a methyl ester (CHEBI:25248)
(+)-minovincinine (CHEBI:145195) is a monoterpenoid indole alkaloid (CHEBI:65323)
(+)-minovincinine (CHEBI:145195) is a organic heteropentacyclic compound (CHEBI:38164)
(+)-minovincinine (CHEBI:145195) is a secondary alcohol (CHEBI:35681)
(+)-minovincinine (CHEBI:145195) is a secondary amino compound (CHEBI:50995)
(+)-minovincinine (CHEBI:145195) is a tertiary amino compound (CHEBI:50996)
(+)-minovincinine (CHEBI:145195) is conjugate base of (+)-minovincinine(1+) (CHEBI:144371)
(+)-minovincinine (CHEBI:145195) is enantiomer of (−)-minovincinine (CHEBI:6941)
Incoming (+)-minovincinine(1+) (CHEBI:144371) is conjugate acid of (+)-minovincinine (CHEBI:145195)
(−)-minovincinine (CHEBI:6941) is enantiomer of (+)-minovincinine (CHEBI:145195)
IUPAC Name
methyl (20S)-20-hydroxy-2,3-didehydroaspidospermidine-3-carboxylate
Synonym Source
19S-hydroxy-(+)-vincadifformine ChEBI
Manual Xref Database
C00024459 KNApSAcK
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Registry Number Type Source
6801-25-8 CAS Registry Number ChEBI
Citation Waiting for Citations Type Source
31009114 PubMed citation Europe PMC
Last Modified
24 October 2019
General Comment
2019-10-24 Evidence for the hydroxy group to be in the S-configuration is found in Fig. S10 of PMID:31009114.