A tanshinone IIA derivative with immunomodulatory activity
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Tanshinone IIA sulfonate (sodium salt)

Item No. 29229

Technical Information
Formal Name
6,7,8,9,10,11-hexahydro-1,6,6-trimethyl-10,11-dioxo-phenanthro[1,2-b]furan-2-sulfonic acid, monosodium salt
CAS Number
69659-80-9
Synonyms
  • Sodium Tanshinone IIA sulfonate
  • Sulfotanshinone sodium II-A
Molecular Formula
C19H17O6S • Na
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
226, 254, 272, 280 nm
SMILES
CC1=C(S([O-])(=O)=O)OC(C2=C3C4=C(C=C2)C(C)(C)CCC4)=C1C(C3=O)=O.[Na+]
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tanshinone IIA sulfonate is a derivative of tanshinone IIA (Item No. 14323) and has immunomodulatory activities.1,2 It reduces secretion of IL-6 and IL-8 induced by cigarette smoke extract (CSE) and prevents CSE-induced decreases in cystic fibrosis transmembrane conductance regulator (CFTR) levels in 16HBE human bronchial epithelial cells.1 Inhalation of tanshinone IIA sulfonate (5 mg/kg) reduces lung function decline, mucus production, bronchial collagen deposition, and airspace enlargement in a mouse model of CS-induced chronic obstructive pulmonary disease (COPD). Tanshinone IIA sulfonate (15 mg/kg) reduces myocardial necrosis and production of TNF-α and IL-6 in a mouse model of sepsis induced by cecal ligation and puncture (CLP).2 It reduces the number of peripheral CD4+ and CD8+ T cells and prolongs allogeneic skin graft survival in a rat transplantation model.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, D., Wang, J., Sun, D., et alTanshinone IIA sulfonate protects against cigarette smoke-induced COPD and down-regulation of CFTR in mice. Sci. Rep. 8(1), 376 (2018).

    2. Meng, Z.J., Wang, C., Meng, L.T., et alSodium tanshinone IIA sulfonate attenuates cardiac dysfunction and improves survival of rats with cecal ligation and puncture-induced sepsis. Chin. J. Nat. Med. 16(11), 846-855 (2018).

    3. Yu, Q., Chen, H., Sheng, L., et alSodium tanshinone IIA sulfonate prolongs the survival of skin allografts by inhibiting inflammatory cell infiltration and T cell proliferation. Int. Immunopharmacol. 22(1), 277-284 (2014).