CALOTROPIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H40O9
Molecular Weight	532.6225
Optical Activity	UNSPECIFIED
Defined Stereocenters	13 / 13
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5)[C@]1(C[C@@]6([H])O[C@@]7(O)[C@@H](O)C[C@@H](C)O[C@@]7([H])O[C@]6([H])C2)C=O

InChI

InChIKey=OWPWFVVPBYFKBG-NYVHBPEFSA-N

InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H40O9
Molecular Weight	532.6225
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	13 / 13
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24644251
Curator's Comment: description was created based on several sources, including: http://www.avpayurveda.com/dmdocuments/AMJ%2090.10.pdf | https://www.ncbi.nlm.nih.gov/pubmed/27498029 | https://www.ncbi.nlm.nih.gov/pubmed/14224519

Calotropin is an pharmacologically active compound isolated from Asclepias curasavica L. Whereas calotropin possesses cytotoxicity against several cancer cells, the mechanisms of action remain unclear. Calotropin inhibits the Wnt signaling pathway by increasing CK1α protein levels.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
negative regulation of Wnt signaling pathway 1 Target ID: GO:0030178 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24644251	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Calotropin was administered through gavage 25 mg/kg body wt. each day for a period of 30 days to male gerbils and rabbits

Route of Administration: Oral

In Vitro Use Guide

The inhibitory effects of Calotropin on the viability of A549 and A549/ CDDP cells were determined by MTT assay. A549/CDDP cells were significantly inhibited by Calotropin in a concentration-dependent manner with an IC50 of 0.33 ± 0.06 uM at 48 h.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:04:19 GMT 2023` Edited by `admin` on `Sat Dec 16 09:04:19 GMT 2023`
Record UNII	3XK21U1BZS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CALOTROPIN

Common Name

English

CARD-20(22)-ENOLIDE, 14-HYDROXY-19-OXO-2,3-(((2S,3S,4S,6R)-TETRAHYDRO-3,4-DIHYDROXY-6-METHYL-2H-PYRAN-3,2-DIYL)BIS(OXY))-, (2.ALPHA.,3.BETA.,5.ALPHA.)-

Systematic Name

English

(2.ALPHA.,3.BETA.,5.ALPHA.)-14-HYDROXY-19-OXO-2,3-(((2S,3S,4S,6R)-TETRAHYDRO-3,4-DIHYDROXY-6-METHYL-2H-PYRAN-3,2-DIYL)BIS(OXY))CARD-20(22)-ENOLIDE

Systematic Name

English

CALOTROPIN [MI]

Common Name

English

NSC-143925

Code

English

PECILOCERIN A

Common Name

English

PEKILOCERIN A

Common Name

English

Code System Code Type Description

HSDB

3470