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SML2517

Sigma-Aldrich

Tanshinone II-A sodium sulfonate

≥95%

Synonym(s):

6,7,8,9,10,11-hexahydro-1,6,6-Trimethyl-10,11-dioxo-phenanthro[1,2-b]furan-2-sulfonic acid sodium salt, Sodium tanshinone IIA sulfonate, Sulfotanshinone sodium II-A, TIIAS

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About This Item

Empirical Formula (Hill Notation):
C19H17NaO6S
CAS Number:
69659-80-9
Molecular Weight:
396.39
MDL number:
MFCD09028094
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥95%

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CC1(C)CCCC2=C3C(C(OC(S(=O)(O[Na])=O)=C4C)=C4C(C3=O)=O)=CC=C21

InChI

1S/C19H18O6S.Na/c1-9-13-15(20)16(21)14-10-5-4-8-19(2,3)12(10)7-6-11(14)17(13)25-18(9)26(22,23)24;/h6-7H,4-5,8H2,1-3H3,(H,22,23,24);/q;+1/p-1

InChI key

AZEZEAABTDXEHR-UHFFFAOYSA-M

Biochem/physiol Actions

Tanshinone II A sulfonate is a water-soluble derivative of tanshinone II A that exhibits anti-inflammatory properties in rodent models of hepatitis and sepsis. Tanshinone II A sulfonate targets Ca2+-activated potassium channels and carboxylesterase 2. Recent studies indicate that tanshinone II A sulfonate but not tanshinone II A acts as potent negative allosteric modulator of the human purinergic receptor P2X7.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jian Wang et al.
American journal of respiratory cell and molecular biology, 48(1), 125-134 (2012-10-16)
Danshen, the dried root of Salvia miltiorrhiza, is widely used in clinics in China for treating various diseases, including cardiovascular diseases. Sodium tanshinone IIA sulfonate (STS), a water-soluble derivative of tanshinone IIA isolated as the major active component from Danshen
M Kaiser et al.
The Journal of pharmacology and experimental therapeutics, 350(3), 531-542 (2014-06-28)
Tanshinone II A sulfonate (TIIAS) was identified as a potent, selective blocker of purinergic receptor P2X7 in a compound library screen. In this study, a detailed characterization of the pharmacologic effects of TIIAS on P2X7 is provided. Because TIIAS is
Ruijuan Guan et al.
Frontiers in pharmacology, 9, 263-263 (2018-05-17)
Aberrant activation of hypoxia-inducible factor (HIF)-1α is frequently encountered and promotes oxidative stress and inflammation in chronic obstructive pulmonary disease (COPD). The present study investigated whether sodium tanshinone IIA sulfonate (STS), a water-soluble derivative of tanshinone IIA, can mediate its

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