VERRUCARIN J

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H32O8
Molecular Weight	484.5382
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@H]3O[C@]4([H])C=C(C)CC[C@]4(COC(=O)\C=C(C)\CCOC(=O)\C=C\C=CC(=O)O1)[C@]2(C)[C@]35CO5

InChI

InChIKey=GXCGYHWSYNQVHU-GYDJLPFWSA-N

InChI=1S/C27H32O8/c1-17-8-10-26-15-32-24(30)13-18(2)9-11-31-22(28)6-4-5-7-23(29)35-19-14-21(34-20(26)12-17)27(16-33-27)25(19,26)3/h4-7,12-13,19-21H,8-11,14-16H2,1-3H3/b6-4+,7-5-,18-13+/t19-,20-,21-,25-,26-,27+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H32O8
Molecular Weight	484.5382
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.freepatentsonline.com/article/Texas-Journal-Science/81138291.html | https://www.ncbi.nlm.nih.gov/pubmed/11277768

One of the most important trichothecene, verrucarin J produced by several genera of fungi that may contaminate foods of both human and animal. Verrucarin J has shown cytotoxic activity in human HL-60 cell line and murine L1210 cell line.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Candida albicans 14 Target ID: CHEMBL366 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26320597	Inhibitor 8297
HL-60 8 Target ID: CHEMBL383 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11277768	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Candida albicans infection 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26320597	Curative		Basic research	Unknown Approved Use Unknown
Acute myeloid leukemia 136 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11277768	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
A new macrocyclic trichothecene, 12,13-deoxyroridin E, produced by the marine-derived fungus Myrothecium roridum collected in Palau.	2001 Mar	11277768
Macrocyclic trichothecenes are undetectable in kudzu (Pueraria montana) plants treated with a high-producing isolate of Myrothecium verrucaria.	2001 Sep	11551550

Patents

Sample Use Guides

In Vivo Use Guide

Two sublethal doses of verrucarin J (0.9 and 0.5 mg/kg body weight) extracted from rice seeds were injected intraperitoneally to male mice for two, four, six and eight weeks (for each dose) and were compared with control groups.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Verrucarin J inhibited HL-60 cells with IC50 2.5 ng/mL

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:46:59 GMT 2023` Edited by `admin` on `Sat Dec 16 09:46:59 GMT 2023`
Record UNII	62UBU5Q68G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VERRUCARIN J

Common Name

English

VERRUCARIN A, 2',3'-DIDEHYDRO-2'-DEOXY-, (2'E)-

Common Name

English

VERRUCARIN J [MI]

Common Name

English

MUCONOMYCIN B

Common Name

English

Code System Code Type Description

MERCK INDEX

m11430