GERMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H43NO8
Molecular Weight	509.6322
Optical Activity	UNSPECIFIED
Defined Stereocenters	16 / 16
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1CC[C@@H]2N(C1)C[C@H]3[C@@H]4C[C@@]56O[C@@]7(O)[C@@H](C[C@@H](O)[C@H]5[C@]4(O)[C@@H](O)[C@H](O)[C@@H]3[C@]2(C)O)[C@]6(C)CC[C@@H]7O

InChI

InChIKey=RNPABQVCNAUEIY-GUQYYFCISA-N

InChI=1S/C27H43NO8/c1-12-4-5-17-24(3,33)19-13(11-28(17)10-12)14-9-25-21(26(14,34)22(32)20(19)31)15(29)8-16-23(25,2)7-6-18(30)27(16,35)36-25/h12-22,29-35H,4-11H2,1-3H3/t12-,13-,14-,15+,16-,17-,18-,19+,20+,21+,22-,23-,24+,25+,26-,27-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/dict/germine.html
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/mesh/67100083 https://www.ncbi.nlm.nih.gov/pubmed/18570211

Germine is an alkaloid that occurs in Veratrum and Zygandenus species. The drug, like veratrine and veratridine, induces repetitive discharges in nerve cells, seemingly because of derangements in sodium channel function. Germine may be used medically as an antihypertensive agent. Germine has being shown to have antitumor activity against Hh-dependent lung cancer cell lines, SW1990 and NCI-H249.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
SW1990 1 Target ID: CHEMBL1075592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18570211	Inhibitor 8504		47.2 µM [IC50]
NCI-H249 1 Target ID: NCI-H249 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18570211	Inhibitor 8504		24.1 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Lung cancer 70 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18570211	Primary		Basic research	Unknown Approved Use Unknown
Hypertension 575 Sources: https://www.drugs.com/dict/germine.html	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Antitumor activity of extracts and compounds from the rhizomes of Veratrum dahuricum.	2008-08	18570211
Steroidal Alkaloids and Stilbenoids from Veratrum taliense.	1999-06	17260275

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Germine inhibited SW1990 and NCI-H249 cells, with 100% inhibition ratio at 100 ug/mL, the IC50 values were 47.2 umol/L and 24.1 umol/L, respectively

Name

Type

Language

GERMINE

Systematic Name

English

NSC-23881

Preferred Name

English

CEVANE-3.BETA.,4.BETA.,7.ALPHA.,14,15.ALPHA.,16.BETA.,20-HEPTOL, 4,9-EPOXY-

Common Name

English

GERMINE [MI]

Common Name

English

GERMIN

Systematic Name

English

CEVANE-3,4,7,14,15,16,20-HEPTOL, 4,9-EPOXY-, (3.BETA.,4.ALPHA.,7.ALPHA.,15.ALPHA.,16.BETA.)-

Common Name

English

Code System Code Type Description

CAS

508-65-6