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.


Price and Availability

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S-8921 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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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


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


Technical Data

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).

Harmonized System Code:
293490


References

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.