Isovincamine

HCID 5668CAS 1617-90-9

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Grundinformationen

Standard-SMILES: CCC12CCCN3CCc4c(n(c5ccccc45)C(O)(C(=O)OC)C1)C32
InChIKey: RXPRRQLKFXBCSJ-UHFFFAOYSA-N
Summenformel: C21H26N2O3
Durchschnittliche Molmasse: 354,4 g/mol
Monoisotopische Masse: 354,1943427

Namen und Bezeichner

Bevorzugter Name: Isovincamine
IUPAC: methyl 15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
Lokaler Name: 14,15-Dihydro-14-hydroxy-eburname-nin-14-carboxylsäure-methylester,(3 alpha, 14 beta, 16 alpha),-
Englischer Name: Vincamine
Summenformel: C21H26N2O3
Molmasse: 354.44

Namen und Synonyme

IsovincamineDTXSID90274475RefChem:1087856DTXCID6022595418374-18-0Vinca14-EpivincamineMLS00073821216-EpivincamineNSC91998methyl 15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylateMethyl 14-hydroxy-14,15-dihydroeburnamenine-14-carboxylate

Weitere Namen anzeigen

MinorineVincaminVraapPervalEquipurMonorinNovicetPervone

Methyl (3alpha,14alpha,16alpha)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylateVincachronVincasaunierVinkametrinDecincanDevinkanMinorinVincapan

Datenbank-Bezeichner

CAS: 1617-90-9、18374-18-0、6835-99-0
PubChem CID: 5668
ChEMBL: CHEMBL1604925
ChEBI: CHEBI:107202

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,9
Polarare Oberfläche (TPSA): 54,7 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 3
Schwere Atome: 26
Formalladung: 0
Komplexität: 598

Physikochemische Eigenschaften

Schmelzpunkt: 232 °C · 232 °C (dec.)(lit.)
Siedepunkt: 487.66 °C · 487.66°C (rough estimate)
Dichte: 1.164 · 1.1640 (rough estimate)
Brechungsindex: 1.65 · 1.6500 (estimate)
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit: Chloroform (Slightly), DMSO (Slightly)
Aggregatzustand: Solid
pka: 12.13 · 12.13±0.40(Predicted)
Farbe: White to Off-White
Merck: 14 · 14,9983
Stabilität: Hygroscopic
Major Application: food and beverages
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
InChIKey: RXPRRQLKFXBCSJ-GIVPXCGWSA-N
SMILES: CC[C@@]12CCCN3CCc4c(C13)n(c5ccccc45)[C@](O)(C2)C(=O)OC
LogP: 3.1 · 3.100 (est)
NIST chemische Informationen: Vincamine(1617-90-9)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
hs_code: 29399990
RTECS-Nr.: YY8575000
risk_code: 22
Toxizität: LD50 in mice (mg/kg): 75 i.v.; >1000 s.c. (Szporny, Szász); 1000 orally (Szabo, Nagy)
hazard_code: Xn
safety_code: 36-26
Speicherklasse: 11 - Combustible Solids
Giftige Stoffe Daten: 1617-90-9(Hazardous Substances Data)
Hazard Classifications: Acute Tox. 4 Oral

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungVincamine is an alkaloid extracted from the leaves of the Vinca minor and is a related synthetic ethyl ester of vincaminic acid. It has spasmolytic effects similar to reserpine and can potentially improve blood flow in the brain.

VerwendenVincamine 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.