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Eseroline

Eseroline structure

CAS No:
469-22-7
Formula:
C13H18N2O
Chemical Name:
Eseroline
Synonyms:
Pyrrolo[2,3-b]indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-,(3aS,8aR)-;Eseroline;Pyrrolo[2,3-b]indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-,(3aS-cis)-;(3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol;(-)-Eseroline;NIH 10398;MCV 4481
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

ChEBI: A pyrroloindole that is 1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole substituted by methyl groups at positions 1, 3a and 8 and a hydroxy group at position 5. It is a metabolite of physostigmine and causes neuronal cell death by a mechanism invo ving loss of cell ATP.

Eseroline is a pyrroloindole that is 1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole substituted by methyl groups at positions 1, 3a and 8 and a hydroxy group at position 5. It is a metabolite of physostigmine and causes neuronal cell death by a mechanism involving loss of cell ATP. It has a role as an opioid analgesic and a human xenobiotic metabolite. It is a member of phenols and a pyrroloindole.

Eseroline Basic Attributes

Molecular Weight：

218.29

Exact Mass：

218.29

UNII：

Q22H41O18D

Characteristics

PSA：

26.7

XLogP3：

1.76420

Density：

1.16g/cm3

Melting Point：

128 °C

Boiling Point：

366.3ºC at 760mmHg

Flash Point：

189.6ºC

Refractive Index：

1.597

Vapor Pressure：

6.99E-06mmHg at 25°C

Collision Cross Section：

149.1 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Drug Information

MeSH：

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

MeSH Entry Terms：

eseroline

Computed Properties

Molecular Weight:218.29
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:218.141913202
Monoisotopic Mass:218.141913202
Topological Polar Surface Area:26.7
Heavy Atom Count:16
Complexity:296
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes