Identification | Back Directory | [Name]
SAMANDARINE | [CAS]
467-51-6 | [Synonyms]
Samandarin SAMANDARINE 1α,4α-Epoxy-3-aza-A-homo-5β-androstan-16β-ol 2,5-Epoxycyclopenta[5,6]naphth[1,2-d]azepin-9-ol, octadecahydro-5a,7a-dimethyl-, (2S,5R,5aS,5bS,7aR,9S,10aS,10bS,12aR)- | [Molecular Formula]
C19H31NO2 | [MDL Number]
MFCD01684375 | [MOL File]
467-51-6.mol | [Molecular Weight]
305.45 |
Chemical Properties | Back Directory | [Melting point ]
187-188° | [alpha ]
D17 +43.3° (acetone) | [Boiling point ]
427.9±40.0 °C(Predicted) | [density ]
1.111±0.06 g/cm3(Predicted) | [pka]
15.26±0.60(Predicted) |
Hazard Information | Back Directory | [Description]
This pentacyclic alkaloid also occurs in the skin secretion of Salamandra species, particularly S. atra and S. maculosa. It forms colourless crystals from a variety of solvents but when crystallized from MeOH contains solvent of crystallization. The solutions are strongly alkaline and the base is dextrorotatory with [α]17D + 43.7°. Two bridge methyl groups, a non-phenolic hydroxyl group and a methylimino group are present in the molecule. Several crystalline derivatives have been prepared including the hydrochloride, m.p. 32l-2°C; the O,N-diacetyl derivative, m.p. l67-8°C; the monoformyl compound, m.p. l48-ISOoC; diformyl derivative, m.p. 2S6-g0C; N-nitroso compound, m.p. 164-5°C and the N-methyl derivative which is characterized as the hydrochloride, m.p. 300-2°C (dec.) and the methiodide, m.p. 27l-2°C. | [Definition]
ChEBI: Samandarine is a steroid alkaloid fundamental parent. | [References]
Schopf, Braun., Annalen., 514,69 (1934)
Schopf, Koch., ibid, 552,62 (1942)
Wolfeletal., Ber., 94, 2361 (1961) |
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