TANSHINONE I

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H12O3
Molecular Weight	276.2861
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C)C=CC=C34

InChI

InChIKey=AIGAZQPHXLWMOJ-UHFFFAOYSA-N

InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C18H12O3
Molecular Weight	276.2861
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27848206
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18586687| https://www.ncbi.nlm.nih.gov/pubmed/27100736

Tanshinone I derived from the traditional herbal medicine, Salvia miltiorrhiza Bunge, is structurally similar to tanshinone IIA and may possess similar cytotoxic effects on tumor cells. It was discovered, that tanshinone I may serve as an effective drug for the treatment of breast cancer. In addition, it induced apoptosis and pro-survival autophagy via inhibiting Bcl-2 expression on gastric cancer, and the combination of chloroquine and Tanshinone I could inhibit tumor growth more efficiently than monotherapy, which might be considered as an effective strategy for the treatment for gastric cancer. Tanshinone I showed in vivo anti-inflammatory activity via inhibition of type IIA human recombinant sPLA2 (phospholipase A (2)).

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Breast cancer 434 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18586687	Primary		Basic research	Unknown Approved Use Unknown
Gastric cancer 53 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27100736	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Effects of tanshinone I isolated from Salvia miltiorrhiza bunge on arachidonic acid metabolism and in vivo inflammatory responses.	2002 Nov	12410540
Tanshinone I suppresses growth and invasion of human breast cancer cells, MDA-MB-231, through regulation of adhesion molecules.	2008 Oct	18586687

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

It was investigated the effect of tanshinone I on cancer growth, invasion and angiogenesis on human breast cancer cells MDA-MB-231, both in vitro and in vivo. Tanshinone I dose dependently inhibited ICAM-1 and VCAM-1 expressions in human umbilical vein endothelial cells (HUVECs) that were stimulated with TNF-alpha for 6 h. Pretreatment with tanshinone I significantly reduced adhesion of monocyte either U937 or MDA-MB-231 cells to HUVECs.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:52:47 GMT 2023` Edited by `admin` on `Fri Dec 15 19:52:47 GMT 2023`
Record UNII	03UUH3J385
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

TANSHINONE I

Common Name

English

TANSHINONE I (CONSTITUENT OF CHINESE SALVIA) [DSC]

Common Name

English

1,6-DIMETHYL-PHENANTHRO(1,2-B)FURAN-10,11-DIONE

Systematic Name

English

TANSHINONE A

Common Name

English

TANSHINON I

Common Name

English

Code System Code Type Description

SMS_ID

100000127468