CYLINDROSPERMOPSIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H21N5O7S
Molecular Weight	415.422
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CNC3=N[C@]([H])(C[C@@]([H])(C[C@H](OS(O)(=O)=O)[C@@H]1C)N23)[C@@H](O)C4=CC(=O)NC(=O)N4

InChI

InChIKey=LHJPHMKIGRLKDR-VDPNAHCISA-N

InChI=1S/C15H21N5O7S/c1-6-10-5-16-14-17-8(13(22)9-4-12(21)19-15(23)18-9)2-7(20(10)14)3-11(6)27-28(24,25)26/h4,6-8,10-11,13,22H,2-3,5H2,1H3,(H,16,17)(H,24,25,26)(H2,18,19,21,23)/t6-,7+,8-,10-,11+,13-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H21N5O7S
Molecular Weight	415.422
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Cylindrospermopsin-induced protein synthesis inhibition and its dissociation from acute toxicity in mouse hepatocytes.	2003 Aug	12900943
Cylindrospermopsin genotoxicity and cytotoxicity: role of cytochrome P-450 and oxidative stress.	2005 May 14	16020200
Genotoxic effects of the cyanobacterial hepatotoxin cylindrospermopsin in the HepG2 cell line.	2011 Dec	21607682
Cylindrospermopsin, a blue-green algal toxin, inhibited human luteinised granulosa cell protein synthesis in vitro.	2012 Aug	22429990
Cylindrospermopsin induced transcriptional responses in human hepatoma HepG2 cells.	2013 Sep	23726867
Modulation of chromatin remodelling induced by the freshwater cyanotoxin cylindrospermopsin in human intestinal caco-2 cells.	2014	24921660
The role of the enzymatic antioxidant system in cylindrospermopsin-induced toxicity in human lymphocytes.	2015 Aug	25863213

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:40:10 GMT 2023` Edited by `admin` on `Fri Dec 15 19:40:10 GMT 2023`
Record UNII	2JIZ556BA3
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CYLINDROSPERMOPSIN

Common Name

English

CYLINDROSPERMOPSIN [HSDB]

Common Name

English

2,4(1H,3H)-PYRIMIDINEDIONE, 6-((R)-HYDROXY((2AS,3R,4S,5AS,7R)-2,2A,3,4,5,5A,6,7-OCTAHYDRO-3-METHYL-4-(SULFOOXY)-1H-1,8,8B-TRIAZAACENAPHTHYLEN-7-YL)METHYL)-

Systematic Name

English

CYLINDROSPERMOPSINE

Common Name

English

Code System Code Type Description

HSDB

7752