MedKoo Cat#: 530132 | Name: S-8921

Description:

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

S-8921 is a sodium-bile acid cotransporter inhibitor potentially for the treatment of hyperlipidemia.

Chemical Structure

S-8921
S-8921
CAS#151165-96-7

Theoretical Analysis

MedKoo Cat#: 530132

Name: S-8921

CAS#: 151165-96-7

Chemical Formula: C30H36O9

Exact Mass: 540.2400

Molecular Weight: 540.61

Elemental Analysis: C, 66.65; H, 6.71; O, 26.63

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 #
No Data
Synonym
S-8921; S8921; S 8921
IUPAC/Chemical Name
Methyl 1-(3,4-dimethoxyphenyl)-3-(3-ethyl-1-oxopentyl)-4-hydroxy-6,7,8-trimethoxy-2-naphthalenecarboxylate
InChi Key
QEJQEIIPZKQCNP-UHFFFAOYSA-N
InChi Code
InChI=1S/C30H36O9/c1-9-16(10-2)13-19(31)25-26(30(33)39-8)23(17-11-12-20(34-3)21(14-17)35-4)24-18(27(25)32)15-22(36-5)28(37-6)29(24)38-7/h11-12,14-16,32H,9-10,13H2,1-8H3
SMILES Code
O=C(C1=C(C(CC(CC)CC)=O)C(O)=C2C=C(OC)C(OC)=C(OC)C2=C1C3=CC=C(OC)C(OC)=C3)OC
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
>2 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 540.61 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: Sakamoto S, Kusuhara H, Horie K, Takahashi K, Baba T, Ishizaki J, Sugiyama Y. Identification of the transporters involved in the hepatobiliary transport and intestinal efflux of methyl 1-(3,4-dimethoxyphenyl)-3-(3-ethylvaleryl)-4-hydroxy-6,7,8-trimethoxy-2-naphthoat e (S-8921) glucuronide, a pharmacologically active metabolite of S-8921. Drug Metab Dispos. 2008 Aug;36(8):1553-61. doi: 10.1124/dmd.108.020511. PubMed PMID: 18474677. 2: Sakamoto S, Kusuhara H, Miyata K, Shimaoka H, Kanazu T, Matsuo Y, Nomura K, Okamura N, Hara S, Horie K, Baba T, Sugiyama Y. Glucuronidation converting methyl 1-(3,4-dimethoxyphenyl)-3-(3-ethylvaleryl)-4-hydroxy-6,7,8-trimethoxy-2-naphthoat e (S-8921) to a potent apical sodium-dependent bile acid transporter inhibitor, resulting in a hypocholesterolemic action. J Pharmacol Exp Ther. 2007 Aug;322(2):610-8. PubMed PMID: 17470645. 3: Booker ML. S-8921 (Shionogi). Curr Opin Investig Drugs. 2001 Mar;2(3):393-5. PubMed PMID: 11575711. 4: Ichihashi T. [Hypolipidemic drugs--ileal Na+/bile acid cotransporter inhibitors (S-8921 etc)]. Nihon Rinsho. 2002 Jan;60(1):130-6. Review. Japanese. PubMed PMID: 11808323. 5: Higaki J, Hara S, Takasu N, Tonda K, Miyata K, Shike T, Nagata K, Mizui T. Inhibition of ileal Na+/bile acid cotransporter by S-8921 reduces serum cholesterol and prevents atherosclerosis in rabbits. Arterioscler Thromb Vasc Biol. 1998 Aug;18(8):1304-11. PubMed PMID: 9714138. 6: Yamaguchi T, Nakajima Y, Mizobuchi M, Inazawa K, Kanazu T, Kadono K, Ohkawa T, Iwatani K. Disposition and metabolism of the new hypocholesterolemic compound S-8921 in rats and dogs. Arzneimittelforschung. 1998 Oct;48(10):995-1006. PubMed PMID: 9825117. 7: Kominami G, Ueda A, Sakai K, Misaki A. Radioimmunoassay for a novel lignan-related hypocholesterolemic agent, S-8921, in human plasma after high-performance liquid chromatography purification and in human urine after immunoaffinity extraction. J Chromatogr B Biomed Sci Appl. 1997 Dec 19;704(1-2):243-50. PubMed PMID: 9518156. 8: Ichihashi T, Izawa M, Miyata K, Mizui T, Hirano K, Takagishi Y. Mechanism of hypocholesterolemic action of S-8921 in rats: S-8921 inhibits ileal bile acid absorption. J Pharmacol Exp Ther. 1998 Jan;284(1):43-50. PubMed PMID: 9435159. 9: Hara S, Higaki J, Higashino K, Iwai M, Takasu N, Miyata K, Tonda K, Nagata K, Goh Y, Mizui T. S-8921, an ileal Na+/bile acid cotransporter inhibitor decreases serum cholesterol in hamsters. Life Sci. 1997;60(24):PL 365-70. PubMed PMID: 9188770.