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Compound Summary

vinpocetine

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	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Control(Max days)	Treatment(Max days)	Max Lifespan Change(%)	Significant	Strain	Gender	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	33.000000000000000	umol/L			15.000000000000000				S	N2		24134630	Active
Caenorhabditis elegans	33.000000000000000	umol/L			15.000000000000000				S	N2		33683565	Active

Experimental Data Visualization

vinpocetine

Statistics Data

vinpocetine

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	15.000000000000000		2	2

Statistics Data Visualization

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

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

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

42971-09-5

Cavinton

Ceractin

Apovincaminic acid ethyl ester

More...