Compound Summary
Compound Information
vinpocetine
Compound Name: | vinpocetine |
Compound CID: | 443955 |
Synonyms: | vinpocetine 42971-09-5 Cavinton Ceractin Apovincaminic acid ethyl ester More... |
Iupac Name: | ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate |
InChI: | InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1 |
InChIKey: | DDNCQMVWWZOMLN-IRLDBZIGSA-N |
Canonical Smiles: | CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC |
Isomeric Smiles: | CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC |
Molecular Weight: | 350.5 |
Molecular Formula: | C22H26N2O2 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
vinpocetine
Molecular Weight: | 350.5 |
Molecular Formula: | C22H26N2O2 |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 3 |
Rotatable Bond Count: | 4 |
Heavy Atom Count: | 26 |
Complexity: | 617 |
Synonyms
vinpocetine
| vinpocetine | vinpocetine |
|---|---|
vinpocetine |
42971-09-5 |
Cavinton |
Ceractin |
Apovincaminic acid ethyl ester |
Ethyl apovincamin-22-oate |
TCV-3B |
Ethyl (+)-apovincaminate |
RGH-4405 |
cis-Apovincaminic acid ethyl ester |
RGH 4405 |
(+)-Apovincaminic acid ethyl ester |
Ethyl (+)-cis-apovincaminate |
(+)-cis-Apovincaminic acid ethyl ester |
AY 27,255 |
Ethyl apovincaminate |
UNII-543512OBTC |
3-alpha,16-alpha-Apovincaminic acid ethyl ester |
Eburnamenine-14-carboxylic acid ethyl ester |
CHEMBL71752 |
MLS000069635 |
543512OBTC |
MFCD00211233 |
(41S,13aS)-ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo3,2,1-depyrido3,2,1-ij1,5naphthyridine-12-carboxylate |
NCGC00018204-09 |
Vinpocetinum |
Bravinton |
C22H26N2O2 |
SMR000058241 |
AY-27,255 |
Eburnamenine-14-carboxylic acid, ethyl ester, (3alpha,16alpha)- |
DSSTox_CID_3740 |
DSSTox_RID_77176 |
DSSTox_GSID_23740 |
ethyl (41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo3,2,1-depyrido3,2,1-ij1,5naphthyridine-12-carboxylate |
Vinpocetinum INN-Latin |
Eburnamenine-14-carboxylic acid, ethyl ester, (3a,16a)- |
Apovincaminate dethyle" |
Apovincaminate dethyle French |
Ultra-Vinca |
1H-Indolo3,2,1-depyrido3,2,1-ij1,5naphthyridine, eburnamenine-14-carboxylic acid deriv. |
SR-01000075633 |
EINECS 256-028-0 |
TCV 3B |
BRN 0900803 |
Vinpocetin |
Vinpocetine (JAN/USAN/INN) |
Vinpocetine-ethyl apovincaminate |
3A,16A-Apovincaminic acid ethyl ester |
NCGC00016854-03 |
Vinpocetine USAN:INN:BAN:JAN |
Prestwick_963 |
Vinpocetin- Bio-X |
CAS-42971-09-5 |
Spectrum_001400 |
Vinpocetine (Cavinton) |
AY 27255 |
SpecPlus_000327 |
Opera_ID_1325 |
Prestwick0_000268 |
Prestwick1_000268 |
Prestwick2_000268 |
Prestwick3_000268 |
Spectrum2_001529 |
Spectrum3_000961 |
Spectrum4_001075 |
Spectrum5_000966 |
V 6383 |
Lopac0_001257 |
SCHEMBL50081 |
BSPBio_000116 |
BSPBio_002561 |
KBioGR_001430 |
KBioSS_001880 |
MLS001076294 |
ARONIS24464 |
DivK1c_006423 |
SPECTRUM1503115 |
Vinpocetine, >=98%, solid |
ethyl (3alpha,16alpha)-eburnamenine-14-carboxylate |
SPBio_001318 |
SPBio_002335 |
BPBio1_000128 |
cid_443955 |
GTPL5285 |
Vinpocetine, analytical standard |
DTXSID5023740 |
REGID_for_CID_443955 |
CHEBI:32297 |
KBio1_001367 |
KBio2_001880 |
KBio2_004448 |
KBio2_007016 |
KBio3_001781 |
HMS1568F18 |
HMS1922G05 |
HMS2090J22 |
HMS2092L06 |
HMS2095F18 |
HMS3263L16 |
HMS3402D12 |
HMS3411H11 |
HMS3675H11 |
HMS3712F18 |
HMS3887E17 |
Pharmakon1600-01503115 |
(3alpha, 16alpha)-Eburnamenine-14-carboxylic acid ethyl ester |
68780-77-8 |
AMY39087 |
BCP04123 |
Tox21_110648 |
Tox21_110839 |
Tox21_501257 |
BDBM50059033 |
CCG-39307 |
Eburnamenine-14-carboxylic acid, ethyl ester, (3-alpha,16-alpha)- |
NSC760093 |
PD-185 |
s2110 |
ZINC19796031 |
AKOS015896480 |
Tox21_110648_1 |
CS-0545 |
DB12131 |
LP01257 |
NSC 760093 |
NSC-760093 |
SDCCGSBI-0051224.P003 |
Vinpocetine 1.0 mg/ml in Acetonitrile |
(3S,16S)-apovincaminic acid ethylester |
NCGC00018204-05 |
NCGC00018204-06 |
NCGC00018204-07 |
NCGC00018204-08 |
NCGC00018204-10 |
NCGC00018204-11 |
NCGC00018204-13 |
NCGC00021727-04 |
NCGC00021727-05 |
NCGC00021727-06 |
NCGC00021727-07 |
NCGC00168782-01 |
NCGC00261942-01 |
NCGC00263865-01 |
NCGC00263865-04 |
AC-22612 |
AS-13868 |
AY-27255 |
BV164528 |
HY-13295 |
ST056350 |
Eburnamenine-14-carboxylic acid ethyl ester; |
EU-0101257 |
D01371 |
J10479 |
AB00052317_02 |
971V095 |
Q420288 |
SR-01000000118 |
SR-01000000118-3 |
SR-01000075633-1 |
SR-01000075633-3 |
SR-01000075633-4 |
W-202748 |
BRD-K53318339-001-05-8 |
(3?,16?)-Eburnamenine-14-carboxylic acid ethyl ester |
Vinpocetine, European Pharmacopoeia (EP) Reference Standard |
(3alpha,16alpha)-Eburnamenine-14-carboxylic acid ethyl ester |
Vinpocetine, United States Pharmacopeia (USP) Reference Standard |
(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzocdfluoranthene-10-carboxylic acid ethyl ester |
(3aS,11bS)-3a-ethyl-1,2,3,3a,10,11b-hexahydro-11H-5a,11a-diaza-benzocdfluoranthene-5-carboxylic acid ethyl ester |
115986-87-3 |
11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzocdfluoranthene-10-carboxylic acid 2-nitrooxy-ethyl ester(Vinpocetine) |
ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo9.6.2.0^{2,7}.0^{8,18}.0^{15,19}nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate |
ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo9.6.2.02,7.08,18.015,19nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate |
Experimental Data
vinpocetine
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 33 | umol/L | 15 | S | N2 | 24134630 | Active | ||||||
| Caenorhabditis elegans | 33 | umol/L | 15 | S | N2 | 33683565 | Active |
Experimental Data Visualization
vinpocetine
Statistics Data
vinpocetine
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 15 | 2 | 2 |
Statistics Data Visualization
vinpocetine
