S-8921

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

MedKoo CAT#: 530132

CAS#: 151165-96-7

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


Chemical Structure

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S-8921
CAS# 151165-96-7

Theoretical Analysis

MedKoo Cat#: 530132
Name: S-8921
CAS#: 151165-96-7
Chemical Formula: C30H36O9
Exact Mass: 540.24
Molecular Weight: 540.61
Elemental Analysis: C, 66.65; H, 6.71; O, 26.63

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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

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

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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.