Pilocereine
Title: Pilocereine
CAS Registry Number: 2552-47-8
Molecular Formula: C45H65N3O6
Molecular Weight: 744.01
Percent Composition: C 72.64%, H 8.81%, N 5.65%, O 12.90%
Literature References: From Pilocereus sargentianus Orcutt, Lophocereus schottii Britt. and Rose, Cactaceae. Isoln: Heyl, Arch. Pharm. 239, 451 (1901); Djerassi et al., J. Am. Chem. Soc. 75, 3632 (1953). Structure: eidem, ibid. 84, 3210 (1962). Biosynthesis: Schütte, Seelig, Ann. 730, 186 (1969); O'Donovan et al., J. Chem. Soc. C 1971, 2398.
Properties: Needles from ethanol, mp 176.5-177°. uv max (abs ethanol): 284 nm (log e 3.72). Sol in alcohol, benzene, chloroform, ether, petr ether. Practically insol in water.
Melting point: mp 176.5-177°
Absorption maximum: uv max (abs ethanol): 284 nm (log e 3.72)
 
Derivative Type: Methyl ether
Molecular Formula: C46H67N3O2
Molecular Weight: 694.04
Percent Composition: C 79.61%, H 9.73%, N 6.05%, O 4.61%
Properties: Crystals from hexane, mp 103- 105°, solidifies and remelts at 153-155°. uv max: 282, 320 nm (log e 3.68, 2.05).
Melting point: mp 103- 105°, solidifies and remelts at 153-155°
Absorption maximum: uv max: 282, 320 nm (log e 3.68, 2.05)
 
Derivative Type: Ethyl ether
Molecular Formula: C47H69N3O6
Molecular Weight: 772.07
Percent Composition: C 73.12%, H 9.01%, N 5.44%, O 12.43%
Properties: Crystals from hexane, mp 90-95°, solidifies and remelts at 152-153°.
Melting point: mp 90-95°, solidifies and remelts at 152-153°
 
Derivative Type: Acetate
Molecular Formula: C47H67N3O7
Molecular Weight: 786.05
Percent Composition: C 71.82%, H 8.59%, N 5.35%, O 14.25%
Properties: Crystals from ether + acetone, mp 186-186.5°. uv max (abs ethanol): 284 nm (log e 3.84).
Melting point: mp 186-186.5°
Absorption maximum: uv max (abs ethanol): 284 nm (log e 3.84)
 
 
Status: This monograph has been retired and is no longer subject to revision or update.

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