CHEBI:141667 - (−)-noscapine hemiacetal

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (−)-noscapine hemiacetal
ChEBI ID CHEBI:141667
ChEBI ASCII Name (-)-noscapine hemiacetal
Definition A lactol that is (−)-noscapine [which is also known as (−)-α-narcotine] in which the carbonyl group of the lactone moiety has been reduced to give the corresponding lactol. It is the biosynthetic precursor of (−)-noscapine.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C22H25NO7
Net Charge 0
Average Mass 415.437
Monoisotopic Mass 415.16310
InChI InChI=1S/C22H25NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18,22,24H,7-8,10H2,1-4H3/t17-,18+,22?/m1/s1
InChIKey TZNFGVJRQISOHK-HVHHGIHYSA-N
SMILES C1N([C@@](C2=C(C1)C=C3OCOC3=C2OC)([H])[C@@]4(C=5C=CC(=C(C5C(O4)O)OC)OC)[H])C
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 (−)-noscapine hemiacetal (CHEBI:141667) is a 2-benzofurans (CHEBI:38831)
(−)-noscapine hemiacetal (CHEBI:141667) is a aromatic ether (CHEBI:35618)
(−)-noscapine hemiacetal (CHEBI:141667) is a benzylisoquinoline alkaloid (CHEBI:22750)
(−)-noscapine hemiacetal (CHEBI:141667) is a cyclic acetal (CHEBI:59770)
(−)-noscapine hemiacetal (CHEBI:141667) is a lactol (CHEBI:38131)
(−)-noscapine hemiacetal (CHEBI:141667) is a organic heterobicyclic compound (CHEBI:27171)
(−)-noscapine hemiacetal (CHEBI:141667) is a organic heterotricyclic compound (CHEBI:26979)
(−)-noscapine hemiacetal (CHEBI:141667) is a tertiary amino compound (CHEBI:50996)
Incoming (−)-noscapine (CHEBI:73237) has functional parent (−)-noscapine hemiacetal (CHEBI:141667)
IUPAC Name
(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-ol
Synonyms Sources
(−)-α-narcotine hemiacetal ChEBI
(−)-narcotine hemiacetal ChEBI
narcotine hemiacetal UniProt
noscapine hemiacetal ChEBI
Manual Xrefs Databases
C20297 KEGG COMPOUND
CPD-14833 MetaCyc
View more database links
Registry Number Type Source
6547265 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
25485687 PubMed citation SUBMITTER
26369413 PubMed citation Europe PMC
27634038 PubMed citation Europe PMC
29723437 PubMed citation SUBMITTER
Last Modified
20 August 2018