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Vincamine information


Vincamine
Clinical data
Trade namesOxybral SR
AHFS/Drugs.comInternational Drug Names
Routes of
administration		Oral
ATC code
  • C04AX07 (WHO)
Identifiers
IUPAC name
  • (3α,14β,16α)-14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester
    or
    Methyl (15R,17S,19R)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate
CAS Number
  • 1617-90-9 checkY
PubChem CID
  • 15376
IUPHAR/BPS
  • 349
DrugBank
  • DB13374 checkY
ChemSpider
  • 14635 ☒N
UNII
  • 996XVD0JHT
KEGG
  • D08677 checkY
ChEMBL
  • ChEMBL1165342 ☒N
CompTox Dashboard (EPA)
  • DTXSID9040134 Edit this at Wikidata
ECHA InfoCard100.015.070 Edit this at Wikidata
Chemical and physical data
FormulaC21H26N2O3
Molar mass354.450 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(OC)[C@]3(O)n1c4c(c2ccccc12)CCN5CCC[C@](C3)(CC)[C@@H]45
InChI
  • InChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1 ☒N
  • Key:RXPRRQLKFXBCSJ-GIVPXCGWSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Vincamine is a monoterpenoid indole alkaloid found in the leaves of Vinca minor (lesser periwinkle), comprising about 25–65% of its indole alkaloids by weight. It can also be synthesized from related alkaloids.[1]

  1. ^ "Indole Alkaloids". Ullmann's Encyclopedia of Industrial Chemistry (Fifth ed.). Wiley-VCH. 1985. p. 393. ISBN 3-527-20100-9.

and 27 Related for: Vincamine information

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Vincamine

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Vincamine is a monoterpenoid indole alkaloid found in the leaves of Vinca minor (lesser periwinkle), comprising about 25–65% of its indole alkaloids by...

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Vinpocetine

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(ethyl apovincaminate) is a synthetic derivative of the vinca alkaloid vincamine, differing by the removal of a hydroxyl group and by being the ethyl rather...

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Vinca minor

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'Ralph Shugert' Vinca minor contains more than 50 alkaloids, including vincamine. Other alkaloids include reserpine, rescinnamine, akuammicine, majdine...

Word Count : 974

Vinburnine

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vinca alkaloid and a metabolite of vincamine. Vereczkey L, Tamás J, Czira G, Szporny L (1980). "Metabolism of vincamine in the rat in vivo and in vitro"...

Word Count : 48

Alkaloid

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homoharringtonine), cholinomimetic (e.g. galantamine), vasodilatory (e.g. vincamine), antiarrhythmic (e.g. quinidine), analgesic (e.g. morphine), antibacterial...

Word Count : 5401

Vinca

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alkaloids vindoline and catharanthine. In addition, the nootropic agent vincamine is derived from Vinca minor. Vinorelbine, a newer semi-synthetic chemotherapeutic...

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Plant secondary metabolism

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Morphine, Berberine, Vincristine, Reserpine, Galantamine, Atropine, Vincamine, Quinidine, Ephedrine, Quinine Non-protein amino acids (NPAAs) Nitrogen-containing...

Word Count : 2992

Phytochemistry

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reserpine (Rauvolfia serpentina), quinidine and quinine (Cinchona), vincamine (Vinca minor), and vincristine (Catharanthus roseus). The opium poppy...

Word Count : 1239

Indole alkaloid

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yohimbine, reserpine, sarpagin, mitragynine Iboga Ibogaine, ibogamine Voacangine, catharanthine Aspidosperma Eburnamin Tabersonine, vindolin, vincamine...

Word Count : 3376

Medicinal plants

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reserpine (Rauvolfia serpentina), quinidine and quinine (Cinchona), vincamine (Vinca minor), and vincristine (Catharanthus roseus). The opium poppy...

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Indapamide

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erythromycin, halofantrine, pentamidine, sultopride, terfenadine, and vincamine). Symptoms of over dosage would be those associated with a diuretic effect...

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Vinca alkaloid

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vineridine, and vinburnine. Vinpocetine is a semi-synthetic derivative of vincamine (sometimes described as "a synthetic ethyl ester of apovincamine"). Minor...

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List of withdrawn drugs

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failure Valdecoxib (Bextra) 2004 US Risk of heart attack and stroke. Vincamine 1987 Germany Hematologic toxicity. Xenazoic acid 1965 France Hepatotoxicity...

Word Count : 1956

List of psychoactive plants

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allosteric modulator, and a 5-HT5A receptor partial agonist. Vincamine Vinca minor Vincamine. Voacangine Voacanga africana Voacangine is similar in structure...

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Tabernaemontana corymbosa

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Thomas NF, Lim SH, Low YY, Kam TS (May 2016). "Ibogan, Aspidosperman, Vincamine, and Bisindole Alkaloids from a Malayan Tabernaemontana corymbosa: Iboga...

Word Count : 313

C22H26N2O2

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anthraquinone dye Vinpocetine, a synthetic derivative of the vinca alkaloid vincamine This set index page lists chemical structure articles associated with...

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ATC code C04

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Kallidinogenase C04AX01 Cyclandelate C04AX02 Phenoxybenzamine C04AX07 Vincamine C04AX10 Moxisylyte C04AX11 Bencyclane C04AX17 Vinburnine C04AX19 Sulcotidil...

Word Count : 265

Lochnericine

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epoxidation of carbons 6 and 7 of tabersonine. Pericine Pervine Tabersonine Vincamine Carqueijeiro I, Brown S, Chung K, Dang TT, Walia M, Besseau S, et al....

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C21H26N2O3

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Corynanthine Dregamine Rauwolscine Rhazine Stemmadenine Tabernaemontanine Vincamine Yohimbine This set index page lists chemical structure articles associated...

Word Count : 50

Tabernamine

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Siew-Huah; Low, Yun-Yee; Kam, Toh-Seok (2016). "Ibogan, aspidosperman, vincamine, and bisindole alkaloids from a Malayan Tabernaemontana corymbosa: Iboga...

Word Count : 96

Voacamine

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joined with vobasine unit. Voacamine can cause hypertension in high dose. Vincamine Vobtusine "Voacamine". DrugBank. Canadian Institutes of Health Research...

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List of compounds with carbon number 21

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sulforidazine 14759-06-9 C21H26N2O3 epivincamine 6835-99-0 C21H26N2O3 vincamine 1617-90-9 C21H26N2O3 yohimbine 146-48-5 C21H26O2 cannabinol 521-35-7 C21H26O2...

Word Count : 28

Ivan Addae Mensah

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Constituents Of Hexalobus Crispiflorus (1983) 12-Methoxy-17,18-dehydro-vincamine and 16-epi-isositsirikine, alkaloids from Tabernaemontana psorocarpa (1982)...

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Vinconate

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Vinconate is a synthetic vincamine analog used as a nootropic. Brimble MA, Levi MS (2010). "A Review of Neuroprotective Agents". In Atta-ur-Rahman, Reitz...

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Vincaminol

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medically useful Vinca alkaloids. Vincaminol is used in to synthesize vincamine.[citation needed] PubChem. "Vincaminol". pubchem.ncbi.nlm.nih.gov. Retrieved...

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Dregamine

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not been developed as a drug and is known to be cardiotoxic. Conodurine Vincamine Neuss, N.; Cone, Nancy J. (1959). "Alkaloids of apocynaceae IV. Dregamine...

Word Count : 886

Cerebroprotectant

Last Update:

Vasodilator, Sodium blocker; synthetic derivative of the vinca alkaloid vincamine, an extract from the lesser periwinkle plant. 42 1 Results of Phase III...

Word Count : 6036
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