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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 of GERMINE

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

Molecular Formula C27H43NO8
Molecular Weight 509.6322
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 16 / 16
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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 TargetPharmacologyConditionPotency
47.2 µM [IC50]
24.1 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

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
Substance Class Chemical
Record UNII
TN0Y49N59S
Record Status Validated (UNII)
Record Version