KALOPANAXSAPONIN B

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C59H96O26
Molecular Weight	1221.3779
Optical Activity	UNSPECIFIED
Defined Stereocenters	33 / 33
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]%10(O[C@@H]1[C@@H](CO)O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CCC(C)(C)C[C@@]3([H])C5=CC[C@]6([H])[C@@]7(C)CC[C@H](O[C@]8([H])OC[C@H](O)[C@H](O)[C@H]8O[C@]9([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O)[C@@](C)(CO)[C@]7([H])CC[C@@]6(C)[C@]5(C)CC4)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%10O

InChI

InChIKey=RYHDIBJJJRNDSX-MCGLQMIESA-N

InChI=1S/C59H96O26/c1-24-34(63)38(67)42(71)49(78-24)83-46-29(20-60)80-48(45(74)41(46)70)77-22-30-37(66)40(69)44(73)51(81-30)85-53(75)59-17-15-54(3,4)19-27(59)26-9-10-32-55(5)13-12-33(56(6,23-61)31(55)11-14-58(32,8)57(26,7)16-18-59)82-52-47(36(65)28(62)21-76-52)84-50-43(72)39(68)35(64)25(2)79-50/h9,24-25,27-52,60-74H,10-23H2,1-8H3/t24-,25-,27-,28-,29+,30+,31+,32+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42+,43+,44+,45+,46+,47+,48+,49-,50-,51-,52-,55-,56-,57+,58+,59-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C59H96O26
Molecular Weight	1221.3779
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	33 / 33
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23117333
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21928370

Kalopanaxsaponin B is the main component of stem bark of Kalopanax pictus Nakai (KP, family Araliaceae), which has been used for inflammation in Chinese traditional medicine. Kalopanaxsaponin B also exhibits pro-cognitive action in mouse models of memory deficit.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Interleukin-1 receptor-associated kinase 1 4 Target ID: CHEMBL3357 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23117333	Inhibitor 8297
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21928370	Inhibitor 8297		31.3 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Inflammation 102 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23117333	Primary		Basic research	Unknown Approved Use Unknown
Memory deficit 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21928370	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Growth inhibitory activities of kalopanaxsaponins A and I against human pathogenic fungi.	1998 Dec	9868538

Patents

Sample Use Guides

In Vivo Use Guide

Mice were given an oral dose of kalopanaxsaponin B (5 mg/kg).

Route of Administration: Oral

In Vitro Use Guide

Mouse peritoneal macrophages were incubated with FITC-conjugated LPS (10 ug/ml) for 30 min in the presence of 5 or 10 uM of kalopanaxsaponin B at room temperature. Kalopanaxsaponin B inhibited the expression of TNF-alpha, IL-1beta, iNOS and COX-2 and inhibited activation of IRAK1, IKK-beta, NF-kappaB and MAP kinases (ERK, JNK, p-38).

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:52:55 GMT 2023` Edited by `admin` on `Sat Dec 16 05:52:55 GMT 2023`
Record UNII	2608B2L1BQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

KALOPANAXSAPONIN B

Common Name

English

TAUROSIDE H2

Common Name

English

HEDERACOSIDE C

Common Name

English

AKEBOSIDE STH

Common Name

English

AKEBIA SAPONIN PK

Common Name

English

HEDEROSIDE H1

Common Name

English

OLEAN-12-EN-28-OIC ACID, 3- ((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)- .ALPHA.-L-ARABINOPYRANOSYL)OXY)-23-HYDROXY-, O-6-DEOXY-.ALPHA.-L- MANNOPYRANOSYL-(1-4)-O-.BETA.-D-GLUCOPYRANOSYL-(1-6)-.BETA.-D- GLUCOPYRANOSYL ESTER, (3.BETA.,4.ALPHA.)-

Common Name

English

PULSATILLA SAPONIN F

Common Name

English

PERICARSAPONIN PK

Common Name

English

GLYCOSIDE L-H2

Common Name

English

TAUROSIDE ST-H2

Common Name

English

Code System Code Type Description

PUBCHEM

11491905