| Identification | Back Directory | [Name]
(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester | [CAS]
2671-32-1 | [Synonyms]
Picraline
(16R)-17-(Acetoxy)-2α,5α-epoxy-1,2-dihydroakuammilan-16-carboxylic acid methyl ester
2H,12H-6,12a-Epoxy-2,7a-methanoindolo[2,3-a]quinolizine-14-carboxylic acid, 14-[(acetyloxy)methyl]-3-ethylidene-1,3,4,6,7,12b-hexahydro-, methyl ester, (2S,3E,6S,7aS,12aR,12bS,14R)- | [Molecular Formula]
C23H26N2O5 | [MDL Number]
MFCD26406067 | [MOL File]
2671-32-1.mol | [Molecular Weight]
410.46 |
| Chemical Properties | Back Directory | [Melting point ]
160-162 °C | [Boiling point ]
548.0±50.0 °C(Predicted) | [density ]
1.38±0.1 g/cm3(Predicted) | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
3.89±0.40(Predicted) |
| Hazard Information | Back Directory | [Description]
This alkaloid which structurally resembles the Alstonia bases, is found in Picralima Klaineana and forms clusters of colourless needles from C6H6-pentane. It
has [α]25D - 124° (EtOH) and is characterized as the picrate, yellow prisms when
recrystallized from MeOH, m.p. 162-4°C. | [Uses]
Picraline is a natural alkaloid that targets opioid receptors with binding affinities with Ki values of 132 μM, 2.38 μM and 98.8 μM for μOR, κOR and δOR, respectively[1]. | [target]
SGLT | [IC 50]
μ Opioid Receptor/MOR: 132 μM (Ki); κ Opioid Receptor/KOR: 2.38 μM (Ki); δ Opioid Receptor/DOR: 98.8 μM (Ki) | [References]
Olivieretal., Ann. Pharm., 20,361 (1962)
Olivier et al., Bull. Soc. Chim. Fr., 646 (1963)
Britten, Smith., 1. Chem. Soc., 3856 (1963)
Britten, Smith, Spiteller., Chem. & Ind., 1492 (1963) |
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