GLAUCARUBIN

First approved in 1955

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H36O10
Molecular Weight	496.5473
Optical Activity	UNSPECIFIED
Defined Stereocenters	13 / 13
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12[C@@]3(O)OC[C@@]14[C@@]([H])(C[C@@]5([H])C(C)=C[C@H](O)[C@@H](O)[C@]25C)OC(=O)[C@H](OC(=O)[C@@](C)(O)CC)[C@@]4([H])[C@@H](C)[C@H]3O

InChI

InChIKey=LZKVXMYVBSNXER-YZPKDWIXSA-N

InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3/t11-,12+,13+,14-,15-,16-,17-,18-,20-,22+,23-,24+,25+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C25H36O10
Molecular Weight	496.5473
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	11 / 13
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/68005900 | https://www.ncbi.nlm.nih.gov/pubmed/13292450 | http://www.hmdb.ca/metabolites/HMDB0035626

GLAUCARUBIN is a quassinoid isolated from Simaruba glauca, a tropical shrub. It is used as an antiamebic agent.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
intestinal amebiasis 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13942344	Primary		Not Provided 504	Glarubin Approved Use Unknown

Doses

Dose	Population	Adverse events
280 mg 1 times / day multiple, oral Studied dose Dose: 280 mg, 1 times / day Route: oral Route: multiple Dose: 280 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13292450	unhealthy, 63 years n = 1 Health Status: unhealthy Condition: amebiasis Age Group: 63 years Sex: M Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/13292450	Sources: https://pubmed.ncbi.nlm.nih.gov/13292450

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L9BO7
ABI Chem	AC1MOJ8O
Alfa Chemistry	1448-23-3	https://www.alfa-chemistry.com/cas_1448-23-3.htm
ChemIDplus	1448233	https://chem.nlm.nih.gov/chemidplus/id/0001448233
ChemMol	99040826	http://www.chemmol.com/chemmol/99040826.html
Chemieliva Pharmaceutical Co., Ltd	PBCM1188071
Compound Cloud	441794
NovoSeek	441794
Smolecule	S528933	http://www.smolecule.com/products/s528933
THE BioTek	bt-269521	https://www.thebiotek.com/product/inhibitors/bt-269521
ZINC	ZINC000008221332	http://zinc15.docking.org/substances/ZINC000008221332

PubMed

Title	Date	PubMed
Clinical trial of glaucarubin in treatment of amebiasis.	1956 Mar	13292450

Sample Use Guides

In Vivo Use Guide

Treatment by mouth for 10 days with daily doses of 5 mg/kg (maximum daily dose of 300 mg).

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:05:16 GMT 2023` Edited by `admin` on `Fri Dec 15 15:05:16 GMT 2023`
Record UNII	EH6H7VS52J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLAUCARUBIN

Common Name

English

NSC-14975

Code

English

PICRAS-3-EN-16-ONE, 11,20-EPOXY-1,2,11,12-TETRAHYDROXY-15-(2-HYDROXY-2-METHYL-1-OXOBUTOXY)-, (1.BETA.,2.ALPHA.,11.BETA.,12.ALPHA.,15.BETA.(S))-

Systematic Name

English

GLAUCARUBIN [MI]

Common Name

English

GLAUMEBA

Brand Name

English

Code System Code Type Description

CAS

1448-23-3