KHELLOSIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H20O10
Molecular Weight	408.3561
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C2C=COC2=CC3=C1C(=O)C=C(CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)O3

InChI

InChIKey=SJRACCTZSAUMGO-WIMVFMHDSA-N

InChI=1S/C19H20O10/c1-25-18-9-2-3-26-11(9)5-12-14(18)10(21)4-8(28-12)7-27-19-17(24)16(23)15(22)13(6-20)29-19/h2-5,13,15-17,19-20,22-24H,6-7H2,1H3/t13-,15-,16+,17-,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C19H20O10
Molecular Weight	408.3561
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25111086
Curator's Comment: description was created based on several sources, including DOI: 10.1002/aoc.151, p 339, Retrived from https://books.google.es/books?id=vVCGAwAAQBAJ&pg=PA339&lpg=PA339&dq=angina+pectoris+khellol+glucoside&source=bl&ots=4XAYnaL5Bb&sig=12nesrI70kvyvT4dPdGlhXvoZJ4&hl=ru&sa=X&ved=0ahUKEwicjLjsjbPQAhVo6IMKHV6aBMgQ6AEILDAD#v=onepage&q=angina%20pectoris%20khellol%20glucoside&f=false

Khelloside is a component of Ammi visnaga L. fruits extract, a medicine which is used in Egypt as remedy for the treatment of kidney stones. Khelloside itself exhibits a wide variety of biological activities including anti-anginal, antiatherosclerotic, lipid altering, antipyretic and spasmolytic. It was clinically tested for asthma, angina pectoris and skin disease, however its develoment seems to be discontinued.

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Angina pectoris 106 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13436895	Palliative	Phase I 428	Unknown Approved Use Unknown
Hypercholesterolemia 47 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3865654	Primary	Preclinical	Unknown Approved Use Unknown
Asthma 241 Sources: DOI: 10.1002/aoc.169 Fugmann, B. et al. (2014) RÖMPP Encyclopedia Natural Products, 1st Edition, 2000, page 339, retrieved from: https://books.google.es/books?id=vVCGAwAAQBAJ	Palliative	Phase I 428	Unknown Approved Use Unknown
Skin diseases 10 Sources: DOI: 10.1002/aoc.169 Fugmann, B. et al. (2014) RÖMPP Encyclopedia Natural Products, 1st Edition, 2000, page 339, retrieved from: https://books.google.es/books?id=vVCGAwAAQBAJ	Curative	Phase I 428	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AnalytiCon Discovery NP	NP-000843
BOC Sciences	17226-75-4	http://www.bocsci.com/description.asp?cas=17226-75-4
Compound Cloud	441966
Indofine	06-048	https://indofinechemical.com/details.aspx?Sku=06-048
MolPort	MolPort-001-740-502	https://www.molport.com/shop/molecule-link/MolPort-001-740-502
Tetrahedron	TS81355	http://www.thsci.com/search.do?q=TS81355
eMolecules	29910072	https://orderbb.emolecules.com/search/#?query=29910072

PubMed

Title	Date	PubMed
[Clinical use of khellol-glucoside].	1954 Aug 15	13190260
[Treatment of angina pectoris with khellol-glucoside].	1957 Apr 21	13436895
Hypocholesterolemic effect of khellin and khelloside in female cynomolgus monkeys.	1985	3865654

Sample Use Guides

In Vivo Use Guide

The oral dose of 20 mg/kg was given once daily.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:08:39 GMT 2023` Edited by `admin` on `Fri Dec 15 15:08:39 GMT 2023`
Record UNII	ZX4FRZ5WJP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

KHELLOSIDE

Official Name

English

NSC-82907

Code

English

khelloside [INN]

Common Name

English

KHELLENIN

Common Name

English

KHELLOLGLUCOSIDE

Common Name

English

KHELLOL GLUCOSIDE [MI]

Common Name

English

7-HYDROXYMETHYL-4-METHOXY-5H-FURO(3,2-G)(1)BENZOPYRAN-5-ONE GLUCOSIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29703