?-Nicotyrine dipicrate

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H10N2.2C6H3N3O7
Molecular Weight	616.4076
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C=CC=C1C2=CN=CC=C2.OC3=C(C=C(C=C3[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O.OC4=C(C=C(C=C4[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O

InChI

InChIKey=HELAHJDQQYICFO-UHFFFAOYSA-N

InChI=1S/C10H10N2.2C6H3N3O7/c1-12-7-3-5-10(12)9-4-2-6-11-8-9;2*10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h2-8H,1H3;2*1-2,10H

HIDE SMILES / InChI

Description
Sources: https://www.thevespiary.org/library/Files_Uploaded_by_Users/hex/Nicotine.pdf | https://www.ncbi.nlm.nih.gov/pubmed/22486895 | https://www.ncbi.nlm.nih.gov/pubmed/14757175

1-methyl-4-(3-pyridinyl) pyrrole (β-nicotyrine) is a tobacco alkaloid. It is a potent inhibitor of cytochrome P450 CYP2A13 and a mechanism-based inactivator of cytochrome P450 CYP2A6.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 2A13 3 Target ID: CHEMBL3542436 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22486895	Inhibitor 8504		0.17 µM [Ki]
Cytochrome P450 2A6 16 Target ID: CHEMBL5282 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22486895 \| https://www.ncbi.nlm.nih.gov/pubmed/14757175	Inhibitor 8504		0.37 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
On-Line Chemical Composition Analysis of Refillable Electronic Cigarette Aerosol-Measurement of Nicotine and Nicotyrine.	2015-10	25542921
Electronic cigarettes: The nicotyrine hypothesis.	2015-09	26100465
Nicotine, cotinine, and b-nicotyrine inhibit NNK-induced DNA-strand break in the hepatic cell line HepaRG.	2014-10	25221795
Inhibition and inactivation of cytochrome P450 2A6 and cytochrome P450 2A13 by menthofuran, β-nicotyrine and menthol.	2012-05-30	22486895
Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6.	2004-02-15	14757175
Studies on the in vivo biotransformation of the tobacco alkaloid beta-nicotyrine.	2000-05	10813649
Studies on the pyrrolinone metabolites derived from the tobacco alkaloid 1-methyl-2-(3-pyridinyl)pyrrole (beta-nicotyrine).	1999-06	10368313
Liver and lung microsomal metabolism of the tobacco alkaloid beta-nicotyrine.	1989-09-01	2519819
Nicotyrine inhibits in vivo metabolism of nicotine without increasing its toxicity.	1982-09-30	7157369

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

3-(1-Methyl-1H-pyrrol-2-yl)pyridine, compound with picric acid (1:2)

Preferred Name

English

?-Nicotyrine dipicrate

Common Name

English

Pyridine, 3-(1-methyl-1H-pyrrol-2-yl)-, compd. with 2,4,6-trinitrophenol (1:2)

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

252-639-1