VINCANOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H24N2O
Molecular Weight	296.4067
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12N3CCC[C@@]1(CC)C[C@H](O)N4C5=CC=CC=C5C(CC3)=C24

InChI

InChIKey=HONLKDDLTAZVQV-UHOSZYNNSA-N

InChI=1S/C19H24N2O/c1-2-19-9-5-10-20-11-8-14-13-6-3-4-7-15(13)21(16(22)12-19)17(14)18(19)20/h3-4,6-7,16,18,22H,2,5,8-12H2,1H3/t16-,18+,19-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C19H24N2O
Molecular Weight	296.4067
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8957220 | http://www.google.com.au/patents/US3925393

Vincanol is an alkaloid derived from vinca. The drug possesses hypotensive and vasodilating properties which justify its use in cardiovascular therapy. In vitro studies in rats demonstrated that vincanol may act by blocking voltage-gated Na+ channels.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Voltage-gated Na+ channels 1 Target ID: Voltage-gated Na+ channels Sources: https://www.ncbi.nlm.nih.gov/pubmed/8957220	Blocker 537		40.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cardiovascular diseases 71 Sources: http://www.google.com.au/patents/US3925393	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Vincamine and vincanol are potent blockers of voltage-gated Na+ channels.	1996 Oct 24	8957220
Alkaloids from Melodinus yunnanensis.	2012 Nov	22818523

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Cultured rat cortical neurones were treated with different concentrations of vincanol (10-100 uM) to test the inhibition of Na+ currents.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 14:51:13 GMT 2023` Edited by `admin` on `Sat Dec 16 14:51:13 GMT 2023`
Record UNII	6H6JXC52ME
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VINCANOL

Official Name

English

vincanol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245