VOACANGINE
VOACANGINE Basic information
- Product Name:
- VOACANGINE
- Synonyms:
-
- VOACANGINE
- 12-Methoxyibogamine-18-carboxylic acid methyl ester
- Carbomethoxyibogaine
- Ibogamine-18-carboxylic acid, 12-methoxy-, methyl ester
- (-)-Voacangine
- CAS:
- 510-22-5
- MF:
- C22H28N2O3
- MW:
- 368.47
- Mol File:
- 510-22-5.mol
VOACANGINE Chemical Properties
- Melting point:
- 223-224℃ (dec.)
- Density
- 1.25±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Store at -20°C,protect from light
- solubility
- DMF: 16 mg/ml; DMSO: 16 mg/ml; DMSO:PBS(pH 7.2) (1:3): 0.33 mg/ml
- form
- A crystalline solid
- color
- White to off-white
VOACANGINE Usage And Synthesis
Description
This alkaloid is of widespread occurrence, being found in Stemmadenia species and also is Vocanga africana, v. dregii and V. obtusa. It forms colourless needles when crystallized from MeOH and has [0'10 - 42° (c 1.0, CHCI3). It sublimes under vacuum at 135°CjO.01 mm and is readily soluble in CHC13 or Me2CO, but only sparingly so in EtOH or MeOH. Hydrolysis with KOH followed by acidification with HCl yields Ibogaine (q.v.).
Uses
(-)-Voacangine is a bisindole alkaloid with ether-?a-?go-?go-?related gene channel blocker activity in vitro. hERG channel blocker.
Definition
ChEBI: (-)-voacangine is a monoterpenoid indole alkaloid with formula C22H28N2O3, isolated from several plant species. It has a role as an angiogenesis inhibitor, an antineoplastic agent and a plant metabolite. It is a monoterpenoid indole alkaloid, a tertiary amino compound, a methyl ester, an organic heteropentacyclic compound and an alkaloid ester. It is a conjugate base of a (-)-voacangine(1+).
References
lanot, Goutarel., Compt. rend., 241,986 (1955) Stauffacher, Seebeck., Helv. Chim. Acta, 41,169 (1958) Watts, Collera, Sandoval., Tetrahedron, 2, 173 (1958) Schuler, Verbeck, Warren.,J. Chern. Soc., 4776 (1958) Bartlett, Dickel, Taylor.,J. Amer. Chern. Soc., 80, 126 (1958) Renner, Prins, Stoll., Helv. Chim. Acta, 42,1572 (1959) Budzikiewicz etal., Bull. Soc. Chim. Fr., 1899 (1963)
VOACANGINESupplier
- Tel
- 1-631-485-4226; 16314854226
- info@bocsci.com
- Tel
- 702-983-3769
- sales@albtechnology.com
- Tel
- 18607101326 15172504745
- aileen@chemfaces.com
- Tel
- 888-539-0666
- info@emmx.com
- Tel
- 16314854226
- info@bocsci.com
VOACANGINE(510-22-5)Related Product Information
- 3-(2-methylaminoethyl)-1H-indol-5-ol
- N,N-Dimethyl-5-methoxytryptamine
- 2-TERT-BUTYL-1H-INDOLE
- 3,5-Dimethylpiperidine
- METHYL BETA-(DIMETHYLAMINO)ISOBUTYRATE
- Methyl piperidine-3-carboxylate
- (R)-Methyl nipecotate
- 2-Piperidineethanol
- Bufotenine
- 1-METHYL-1-CYCLOHEXANECARBOXYLIC ACID
- N,N-DIPROPYLTRYPTAMINE
- INDOLE-2-ACETIC ACID
- CHEMBRDG-BB 5569568
- 5-METHOXY-N,N-DIETHYLTRYPTAMINE(5-MEO-DET)
- VOACANGINE
- 2,6-DIMETHYLCYCLOHEXYLAMINE
- 3-AMINO-HEPTANOIC ACID
- 5-Methoxy-N,N-dipropyltryptamine