MedKoo Cat#: 585173 | Name: SM 10906

Description:

WARNING: This product is for research use only, not for human or veterinary use.

SM 10906 is a prostacyclin I1 (PGI1) analog.

Chemical Structure

SM 10906
SM 10906
CAS#157318-92-8

Theoretical Analysis

MedKoo Cat#: 585173

Name: SM 10906

CAS#: 157318-92-8

Chemical Formula: C22H38O5

Exact Mass: 382.2719

Molecular Weight: 382.54

Elemental Analysis: C, 69.08; H, 10.01; O, 20.91

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
SM 10906; SM10906; SM-10906
IUPAC/Chemical Name
Acetic acid, (2-(octahydro-5-hydroxy-4-(3-hydroxy-5-methyl-1-nonenyl)-2-pentalenyl)ethoxy)-, (2R-(2alpha,3aalpha,4alpha(1E,3S*,5S*),5beta,6aalpha))-
InChi Key
KCWJAXJEGXEZQC-XTWRSCCHSA-N
InChi Code
InChI=1S/C22H38O5/c1-3-4-5-15(2)10-18(23)6-7-19-20-12-16(8-9-27-14-22(25)26)11-17(20)13-21(19)24/h6-7,15-21,23-24H,3-5,8-14H2,1-2H3,(H,25,26)/b7-6+/t15?,16-,17+,18-,19-,20+,21-/m1/s1
SMILES Code
O=C(O)COCC[C@@H]1C[C@@]2([H])C[C@@H](O)[C@H](/C=C/[C@@H](O)CC(C)CCCC)[C@@]2([H])C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 382.54 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Hiroi T, Maruyama K, Hattori K, Ohnuki T, Nagatomo T, Watanabe K, Yamamoto T, Hara Y. Affinity for [3H]iloprost binding sites and cAMP synthesis activity of a 3-oxa-methano prostaglandin I1 analog, SM-10906, in human platelets and endothelial cells. Jpn J Pharmacol. 1997 May;74(1):37-43. PubMed PMID: 9195295. 2: Zhou LJ, Inoue M, Ono I, Kaneko F. The mode of action of prostaglandin (PG) I1 analog, SM-10906, on fibroblasts of hypertrophic scars is similar to PGE1 in its potential role of preventing scar formation. Exp Dermatol. 1997 Dec;6(6):314-20. PubMed PMID: 9412820. 3: Nishimura T, Yamamoto T, Ueda Y, Yamada K, Hara Y. Stable prostaglandin I1 analog SM-10906 modulates productions of tumor necrosis factor-alpha, interleukin-1 and interleukin-6 in mouse macrophages. Biol Pharm Bull. 2000 Jun;23(6):708-11. PubMed PMID: 10864020. 4: Kaneko F, Zhang JZ, Maruyama K, Nihei Y, Ono I, Iwatsuki K, Yamamoto T. Prostaglandin I1 analogues, SM-10902 and SM-10906, affect human keratinocytes and fibroblasts in vitro in a manner similar to PGE1: therapeutic potential for wound healing. Arch Dermatol Res. 1995;287(6):539-45. PubMed PMID: 7487139. 5: Nishimura T, Yamamoto T, Komuro Y, Hara Y. Antiplatelet functions of a stable prostacyclin analog, SM-10906 are exerted by its inhibitory effect on inositol 1,4,5-trisphosphate production and cytosolic Ca++ increase in rat platelets stimulated by thrombin. Thromb Res. 1995 Aug 1;79(3):307-17. PubMed PMID: 8533126. 6: Yamamoto T, Satoh K, Nishimura T, Horikawa N, Mine T, Hirohashi T, Hara Y. Pharmacological properties of the new stable prostacyclin analogue 3-Oxa-methano-prostaglandin I. Arzneimittelforschung. 1994 Apr;44(4):483-90. PubMed PMID: 8011001. 7: Nishimura T, Yamamoto S, Yamamoto T, Kaneko M, Hara Y. Antithrombotic effect of topically applied 3-oxa-methano-prostaglandin I1 in the microcirculation and antiplatelet functions of its active form. Prostaglandins. 1996 Feb;51(2):149-59. Erratum in: Prostaglandins 1996 Aug;52(2):141. PubMed PMID: 8711136. 8: Oka M, Negishi M, Yamamoto T, Satoh K, Hirohashi T, Ichikawa A. Prostacyclin (PGI) receptor binding and cyclic AMP synthesis activities of PGI1 analogues, SM-10906 and its methyl ester, SM-10902, in mastocytoma P-815 cells. Biol Pharm Bull. 1994 Jan;17(1):74-7. Erratum in: Biol Pharm Bull 1994 Jun;17(6):874. PubMed PMID: 7511960. 9: Oh-ishi S, Utsunomiya I, Yamamoto T, Komuro Y, Hara Y. Effects of prostaglandins and cyclic AMP on cytokine production in rat leukocytes. Eur J Pharmacol. 1996 Apr 11;300(3):255-9. PubMed PMID: 8739216.