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Details

Stereochemistry ABSOLUTE
Molecular Formula C41H66O13
Molecular Weight 766.9549
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAULOSIDE C

SMILES

CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6OC[C@H](O)[C@H](O)[C@H]6O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O

InChI

InChIKey=RROGHRHLBLVQSG-UUWFFIQNSA-N
InChI=1S/C41H66O13/c1-36(2)13-15-41(35(49)50)16-14-39(5)21(22(41)17-36)7-8-26-37(3)11-10-27(38(4,20-43)25(37)9-12-40(26,39)6)53-34-32(28(45)23(44)19-51-34)54-33-31(48)30(47)29(46)24(18-42)52-33/h7,22-34,42-48H,8-20H2,1-6H3,(H,49,50)/t22-,23-,24+,25+,26+,27-,28-,29+,30-,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1

HIDE SMILES / InChI

Molecular Formula C41H66O13
Molecular Weight 766.9549
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 18 / 18
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/911157 | https://www.ncbi.nlm.nih.gov/pubmed/10216931

Cauloside C isolated from Caulophyllum robustum Maxim. is a naturally occurring carboxyl-containing triterpene glycoside. Cauloside C is water soluble and thermostable compound. It was also isolated from plants such as Akebia quinata Decne. and Caltha sil6estris Worosch. Cauloside C showed cytotoxic activity against HL-60 cells in micromolar range.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Triterpene glycosides from the underground parts of Caulophyllum thalictroides.
2009-06
The effect of pH on biological activity of plant cytotoxin cauloside C.
1999-01
[Effect of triterpene glycosides on RNA biosynthesis in a yeast cell culture of Saccharomyces carlsbergensis].
1977-09
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Cauloside C in concentrations of 7.5 gamma/ml inhibited multiplication of the yeast cells by 65 per cent. Cauloside C showed cytotoxic activity against HL-60 cells with IC50 values of 15.9+/- 0.24 ug/mL
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:21:54 GMT 2025
Edited
by admin
on Mon Mar 31 20:21:54 GMT 2025
Record UNII
909OGZ2782
Record Status Validated (UNII)
Record Version
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Name Type Language
CAULOSIDE C
Common Name English
.ALPHA.-FATSIN
Preferred Name English
AKEBIA SAPONIN C
Common Name English
FATSIASIDE D1
Common Name English
OLEAN-12-EN-28-OIC ACID, 3.BETA.-((2-O-.BETA.-D-GLUCOPYRANOSYL-.ALPHA.-L-ARABINOPYRANOSYL)OXY)-23-HYDROXY-
Common Name English
OLEAN-12-EN-28-OIC ACID, 3-((2-O-.BETA.-D-GLUCOPYRANOSYL-.ALPHA.-L-ARABINOPYRANOSYL)OXY)-23-HYDROXY-, (3.BETA.,4.ALPHA.)-
Common Name English
HEDEROSIDE D2
Common Name English
HEDERAGENIN 3-O-.BETA.-D-GLUCOPYRANOSYL(1->2)-O-.ALPHA.-L-ARABINOPYRANOSID
Common Name English
CALTHOSIDE D
Common Name English
AKEBOSIDE STD
Common Name English
3-((2-0-.BETA.-D-GLUCOPYRANOSYL-.ALPHA.-L-ARABINOPYRANOSYL)OXY)-23-HYDROXYOLEAN-12-EN-28-OIC ACID
Common Name English
Code System Code Type Description
PUBCHEM
13878151
Created by admin on Mon Mar 31 20:21:54 GMT 2025 , Edited by admin on Mon Mar 31 20:21:54 GMT 2025
PRIMARY
EPA CompTox
DTXSID50943110
Created by admin on Mon Mar 31 20:21:54 GMT 2025 , Edited by admin on Mon Mar 31 20:21:54 GMT 2025
PRIMARY
FDA UNII
909OGZ2782
Created by admin on Mon Mar 31 20:21:54 GMT 2025 , Edited by admin on Mon Mar 31 20:21:54 GMT 2025
PRIMARY
CAS
20853-58-1
Created by admin on Mon Mar 31 20:21:54 GMT 2025 , Edited by admin on Mon Mar 31 20:21:54 GMT 2025
PRIMARY
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