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Details

Stereochemistry ACHIRAL
Molecular Formula C18H12O3
Molecular Weight 276.2867
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TANSHINONE I

SMILES

Cc1cccc2c1ccc-3c2C(=O)C(=O)c4c(C)coc34

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 276.2867
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Tanshinone I suppresses growth and invasion of human breast cancer cells, MDA-MB-231, through regulation of adhesion molecules.
2008 Oct
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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 Sat Jun 26 16:28:30 UTC 2021
Edited
by admin
on Sat Jun 26 16:28:30 UTC 2021
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
EVMPD
SUB33494
Created by admin on Sat Jun 26 16:28:30 UTC 2021 , Edited by admin on Sat Jun 26 16:28:30 UTC 2021
PRIMARY
FDA UNII
03UUH3J385
Created by admin on Sat Jun 26 16:28:30 UTC 2021 , Edited by admin on Sat Jun 26 16:28:30 UTC 2021
PRIMARY
CAS
568-73-0
Created by admin on Sat Jun 26 16:28:30 UTC 2021 , Edited by admin on Sat Jun 26 16:28:30 UTC 2021
PRIMARY
PUBCHEM
114917
Created by admin on Sat Jun 26 16:28:30 UTC 2021 , Edited by admin on Sat Jun 26 16:28:30 UTC 2021
PRIMARY
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