CHEBI:64287 - 17-hydroxylupanine

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ChEBI Name 17-hydroxylupanine
ChEBI ID CHEBI:64287
Definition A quinolizidine alkaloid that is lupanine bearing a hydroxy substituent at position 17.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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Formula C15H24N2O2
Net Charge 0
Average Mass 264.36330
Monoisotopic Mass 264.18378
InChI InChI=1S/C15H24N2O2/c18-14-6-3-5-13-11-8-10(9-17(13)14)12-4-1-2-7-16(12)15(11)19/h10-13,15,19H,1-9H2/t10-,11+,12-,13+,15?/m0/s1
InChIKey LCORZQTZVFOPGT-IZADBBIGSA-N
SMILES [H][C@@]12CN3C(=O)CCC[C@]3([H])[C@@]([H])(C1)C(O)N1CCCC[C@@]21[H]
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 17-hydroxylupanine (CHEBI:64287) has functional parent lupanine (CHEBI:28193)
17-hydroxylupanine (CHEBI:64287) is a hemiaminal (CHEBI:73080)
17-hydroxylupanine (CHEBI:64287) is a quinolizidine alkaloid (CHEBI:26515)
17-hydroxylupanine (CHEBI:64287) is conjugate base of 17-hydroxylupanine(1+) (CHEBI:64262)
Incoming 17-hydroxylupanine(1+) (CHEBI:64262) is conjugate acid of 17-hydroxylupanine (CHEBI:64287)
IUPAC Name
17-hydroxyspartein-2-one
Manual Xref Database
CPD-13928 MetaCyc
View more database links
Registry Numbers Types Sources
15043-17-1 CAS Registry Number ChemIDplus
5959682 Reaxys Registry Number Reaxys
Citations
Hopper DJ, Rogozinski J, Toczko M (1991)
Lupanine hydroxylase, a quinocytochrome c from an alkaloid-degrading Pseudomonas sp.
The Biochemical journal 279 ( Pt 1), 105-109 [PubMed:1656935]
[show Abstract]
Mazur M, Polakowski P, Szadowska A (1966)
[Pharmacologic studies on 17-oxolupanine, lupanine aminooxide and 17-hydroxylupanine].
Acta physiologica Polonica 17, 311-320 [PubMed:5945524]
Last Modified
02 April 2013