PAMAQUESIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C39H62O14
Molecular Weight	754.9012
Optical Activity	UNSPECIFIED
Defined Stereocenters	22 / 22
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@H](CC[C@]5(C)[C@@]4([H])C(=O)C[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2)O[C@]7([H])O[C@H](CO)[C@@H](O[C@]8([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O

InChI

InChIKey=VWMZIGBYZQUQOA-QEEMJVPDSA-N

InChI=1S/C39H62O14/c1-17-7-10-39(48-16-17)18(2)27-24(53-39)12-22-21-6-5-19-11-20(8-9-37(19,3)28(21)23(42)13-38(22,27)4)49-35-33(47)31(45)34(26(15-41)51-35)52-36-32(46)30(44)29(43)25(14-40)50-36/h17-22,24-36,40-41,43-47H,5-16H2,1-4H3/t17-,18+,19+,20+,21+,22+,24+,25-,26-,27+,28-,29-,30+,31-,32-,33-,34-,35-,36+,37+,38+,39-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C39H62O14
Molecular Weight	754.9012
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	21 / 22
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8642548 | https://adisinsight.springer.com/drugs/800004370

Pamaqueside, an 11-ketotigogenin cellobioside was developed as a cholesterol absorption inhibitor for the treatment of hypercholesterolemia. This drug participated in phase III clinical trial; however, information about the further development of this drug is not available.

Originator

Approval Year

PubMed

Title	Date	PubMed
11-Ketotigogenin cellobioside (pamaqueside): a potent cholesterol absorption inhibitor in the hamster.	1996 May 10	8642548
Metabolism of pamaqueside, a cholesterol absorption inhibitor, in Long-Evans rat: effect of bile duct cannulation on absorption.	1999 Oct	10574685
Pamaqueside. CP 148623.	2002	12099162

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:33:44 UTC 2023` Edited by `admin` on `Fri Dec 15 15:33:44 UTC 2023`
Record UNII	L1Y3WKM9WU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PAMAQUESIDE

Official Name

English

CP-148,623

Code

English

pamaqueside [INN]

Common Name

English

CP-148623

Code

English

SPIROSTAN-11-ONE, 3-((4-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-, (3.BETA.,5.ALPHA.,25R)-

Common Name

English

Pamaqueside [WHO-DD]

Common Name

English

PAMAQUESIDE [USAN]

Common Name

English

11-OXO-(25R)-5.ALPHA.-SPIROSTAN-3.BETA.-YL 4-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSIDE

Common Name

English

Code System Code Type Description

INN

7440