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Methyl (41S,12S,13AS)-13A-ethyl-12-hydroxy-8-methoxy-2,3,41,5,6,12,13,13A-octahydro-1H-indolo[3,2,1-DE]pyrido[3,2,1-IJ][1,5]naphthyridine-12-carboxylate

HCID 178674151
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Basic information

CAS
57430-34-9
Standard SMILES
CC[C@]12CCCN3CCc4c(n(c5ccc(OC)cc45)[C@@](O)(C(=O)OC)C1)[C@@H]32
InChIKey
SJVMPXAVQSPCBQ-HJNYFJLDSA-N
Molecular formula
C22H28N2O4
Average molar mass
384.5 g/mol
Monoisotopic mass
384.20490738

Names & identifiers

Preferred name
Methyl (41S,12S,13AS)-13A-ethyl-12-hydroxy-8-methoxy-2,3,41,5,6,12,13,13A-octahydro-1H-indolo[3,2,1-DE]pyrido[3,2,1-IJ][1,5]naphthyridine-12-carboxylate
IUPAC
methyl (15S,17S,19S)-15-ethyl-17-hydroxy-5-methoxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate
English name
methyl (41S,12S,13aS)-13a-ethyl-12-hydroxy-8-methoxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate
Molecular formula
C22H28N2O4
Molecular weight
384.48

Names & synonyms

57430-34-9METHYL (41S,12S,13AS)-13A-ETHYL-12-HYDROXY-8-METHOXY-2,3,41,5,6,12,13,13A-OCTAHYDRO-1H-INDOLO[3,2,1-DE]PYRIDO[3,2,1-IJ][1,5]NAPHTHYRIDINE-12-CARBOXYLATE(+)-cis-10-MethoxyvincamineVinpocetine Impurity 8(41S,12S,13aS)-methyl 13a-ethyl-12-hydroxy-8-methoxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylateVinpocetine Impurity 14methyl (15S,17S,19S)-15-ethyl-17-hydroxy-5-methoxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylateF19293Vincamine EP Impurity A;<br>10-Methoxyvincamine(+)-cis-10-Methoxyvincamine; Methyl 14-hydroxy-10-methoxyvincane-14ss-carboxylate; 10-Methoxyvincamine; Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-10-methoxy-, methyl ester, (3a,14ss,16a)- (9CI); 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, eburnamenine-14-carbMETHYL(41S,12S,13AS)-13A-ETHYL-12-HYDROXY-8-METHOXY-2,3,41,5,6,12,13,13A-OCTAHYDRO-1H-INDOLO[3,2,1-DE]PYRIDO[3,2,1-IJ][1,5]NAPHTHYRIDINE-12-CARBOXYLATEVinpocetine-15
Show more names
10-MethoxyvincamineVinpocetine ImpuritVinpocetine Impurity 9Vinpocetine impurity OVinpocetine EP Impurity O(41S,12S,13aS)-methyl 13a-ethylEburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-10-methoxy-, methyl ester, (3α,14β,16α)- (9CI)methyl (41S,12S,13aS)-13a-ethyl-12-hydroxy-8-methoxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxyla

Database identifiers

CAS
57430-34-9
PubChem CID
138112384

Properties

Computed structural propertiesFilling in

XLogP
2.8
Topological polar surface area
63.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
28
Formal charge
0
Complexity
644

Physicochemical properties

Boiling point
538.4 · 538.4±50.0 °C(Predicted)
Density
1.36 · 1.36±0.1 g/cm3(Predicted)
pka
11.99 · 11.99±0.40(Predicted)

Chemistry & industry

Applications · 1 item

Uses(+)-cis-10-Methoxyvincamine is an impurity of Vincamine is often used as a nootropic agent to combat the effects of aging, or in conjunction with other nootropics (such as piracetam) for a variety of purposes. Vincamine is a peripheral vasodilator that increases blood flow to the brain.

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