Cas no 42971-12-0 ((3R,16R)-Vinpocetine)
(3R,16R)-Vinpocetine is a semisynthetic derivative of the alkaloid vincamine, derived from the periwinkle plant (Vinca minor). It is a stereospecific enantiomer of vinpocetine, characterized by its (3R,16R) configuration, which enhances its pharmacological specificity. This compound exhibits selective cerebral vasodilatory and neuroprotective properties, improving microcirculation and oxygen utilization in brain tissue. It acts as a phosphodiesterase type 1 (PDE1) inhibitor, modulating cyclic nucleotide signaling pathways. (3R,16R)-Vinpocetine is studied for its potential applications in cognitive enhancement and cerebrovascular disorders due to its ability to enhance cerebral metabolism and reduce neuronal oxidative stress. Its stereochemical purity ensures consistent bioactivity, making it valuable for research in neurology and pharmacology.
(3R,16R)-Vinpocetine structure
Product Name:(3R,16R)-Vinpocetine
CAS No:42971-12-0
MF:C22H26N2O2
MW:350.454045772552
CID:928601
PubChem ID:105066
Update Time:2025-05-27
(3R,16R)-Vinpocetine Chemical and Physical Properties
Names and Identifiers
-
- ethyl apovincaminate
- (-)-Ethyl apovincaminate
- (-)-Apovincaminic acid ethyl ester
- C22H26N2O2
- Kavinton
- (-)-Vinpocetine
- (?)-Ethyl apovincaminate
- NCGC0
- F19311
- CAS-42971-09-5
- NCGC00018204-03
- ETHYL (41R,13AR)-13A-ETHYL-2,3,41,5,6,13A-HEXAHYDRO-1H-INDOLO[3,2,1-DE]PYRIDO[3,2,1-IJ][1,5]NAPHTHYRIDINE-12-CARBOXYLATE
- Eburnamenine-14-carboxylic acid, ethyl ester
- NCGC00016085-01
- NCGC00016854-03
- ETHYL(41R,13AR)-13A-ETHYL-2,3,41,5,6,13A-HEXAHYDRO-1H-INDOLO[3,2,1-DE]PYRIDO[3,2,1-IJ][1,5]NAPHTHYRIDINE-12-CARBOXYLATE
- NCGC00018204-01
- NCGC00018204-02
- Tocris-0757
- DTXSID10904848
- ethyl (15R,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
- SCHEMBL160952
- NCGC00016854-01
- (3R,16R)-Vinpocetine
- CHEMBL1360725
- NCGC00021727-02
- Lopac-V-6383
- 42971-12-0
-
- 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+/m0/s1
- InChI Key: DDNCQMVWWZOMLN-RBBKRZOGSA-N
- SMILES: O(CC)C(C1=C[C@@]2(CC)CCCN3CCC4C5C=CC=CC=5N1C=4[C@H]32)=O
Computed Properties
- Exact Mass: 350.199428076g/mol
- Monoisotopic Mass: 350.199428076g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 26
- Rotatable Bond Count: 4
- Complexity: 617
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 34.5
- XLogP3: 4.1
(3R,16R)-Vinpocetine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | V756955-25mg |
(3R,16R)-Vinpocetine |
42971-12-0 | 25mg |
$ 31000.00 | 2023-09-05 | ||
| TRC | V756955-50mg |
(3R,16R)-Vinpocetine |
42971-12-0 | 50mg |
$30268.00 | 2023-05-17 | ||
| TRC | V756955-100mg |
(3R,16R)-Vinpocetine |
42971-12-0 | 100mg |
$54467.00 | 2023-05-17 | ||
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1735854-1g |
Ethyl (4(1)r,13ar)-13a-ethyl-2,3,4(1),5,6,13a-hexahydro-1h-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate |
42971-12-0 | 98% | 1g |
¥7173.00 | 2024-05-14 |
(3R,16R)-Vinpocetine Related Literature
-
Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
-
Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
-
Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480
-
Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
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