SOLASODINE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H43NO2
Molecular Weight	413.6358
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CN6)O2

InChI

InChIKey=KWVISVAMQJWJSZ-VKROHFNGSA-N

InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H43NO2
Molecular Weight	413.6358
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 11
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24444441 | https://www.ncbi.nlm.nih.gov/pubmed/28283413 | http://sphinxsai.com/vol3.no2/pharm/pharmpdf/PT=19(732-740)AJ11.pdf

Solasodine is an aglycone of solamargine and solasonine, which are the major solasodine glycosides present in numerous species of the solanaceae family including potato, tomato or garden egg plant etc. In Phase II clinical trial was shown that solasodine glycosides exhibit anticancer activity against skin cancer. The effects of aglycone solasodine on cancer cells have also been investigated. Solasodine inhibits the growth of human colon and liver cancer cell. In addition, solasodine effectively inhibits proliferation of HER2-overexpressing breast cancer cells and inhibits invasion of human lung cancer cells. Solasodine possesses CNS activities such as antipyretic, anticonvulsant and memory enhancing effects. Also, solasodine has been found to possess diuretic, antifungal, hepatoprotective, immunomodulatory, anti-spermatogenetic and antiandrogenic effects.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
response to oxidative stress 20 Target ID: GO:0006979 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24444441	Modulator 828
PI3K-Akt signaling pathway 24 Target ID: map04151 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28283413	Inhibitor 8297
Acetylcholinesterase 207 Target ID: CHEMBL3198 Sources: https://www.scopus.com/record/display.uri?eid=2-s2.0-84856267838&origin=inward&txGid=2BCA0E0F56A2DAD5C651E2446739C464.wsnAw8kcdt7IPYLO0V48gA%3a2	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Ischemic stroke 41 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24444441	Preventing	Preclinical	Unknown Approved Use Unknown
Lung cancer 69 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28283413	Primary	Basic research	Unknown Approved Use Unknown
Amnesia 11 Sources: https://www.scopus.com/record/display.uri?eid=2-s2.0-84856267838&origin=inward&txGid=2BCA0E0F56A2DAD5C651E2446739C464.wsnAw8kcdt7IPYLO0V48gA%3a2	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Solasodine protects rat brain against ischemia/reperfusion injury through its antioxidant activity.	2014 Feb 15	24444441
Solasodine inhibits invasion of human lung cancer cell through downregulation of miR-21 and MMPs expression.	2017 Apr 25	28283413

Patents

Sample Use Guides

In Vivo Use Guide

100 and 200mg/kg

Route of Administration: Oral

In Vitro Use Guide

Solasodine suppresses the invasion of A549 cells across the Matrigel-coated filter in a dose-dependent manner. Treatment with solasodine at doses of 4, 8 and 12 uM inhibit 24.5%, 43.5% and 53.6% of cell invasion, respectively.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:00:56 GMT 2023` Edited by `admin` on `Sat Dec 16 08:00:56 GMT 2023`
Record UNII	L40Y453Y96
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SOLASODINE

Common Name

English

SOLASOD-5-EN-3.BETA.-OL

Common Name

English

SPIROSOL-5-EN-3-OL, (3.BETA.,22.ALPHA.,25R)-

Common Name

English

SOLASADINE

Common Name

English

SOLANEARPIDINE

Common Name

English

SOLASODIN

Common Name

English

SOLANIDINE-S

Common Name

English

NSC-178260

Code

English

SOLANCARPIDINE

Common Name

English

Solasodine [WHO-DD]

Common Name

English

PURAPURIDINE

Common Name

English

(-)-SOLASODINE

Common Name

English

(3.BETA.,22.ALPHA.,25R)-SPIROSOL-5-EN-3-OL

Systematic Name

English

SOLASODINE [MI]

Common Name

English

NSC-179187

Code

English

Code System Code Type Description

CHEBI

145043