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

C[C@@H]1[C@H]2CNC3=N[C@H](C[C@@H](C[C@@H]1OS(O)(=O)=O)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
The role of the enzymatic antioxidant system in cylindrospermopsin-induced toxicity in human lymphocytes.	2015-08	25863213
Modulation of chromatin remodelling induced by the freshwater cyanotoxin cylindrospermopsin in human intestinal caco-2 cells.	2014	24921660
Cylindrospermopsin induced transcriptional responses in human hepatoma HepG2 cells.	2013-09	23726867
Cylindrospermopsin, a blue-green algal toxin, inhibited human luteinised granulosa cell protein synthesis in vitro.	2012-08	22429990
Genotoxic effects of the cyanobacterial hepatotoxin cylindrospermopsin in the HepG2 cell line.	2011-12	21607682
Cylindrospermopsin genotoxicity and cytotoxicity: role of cytochrome P-450 and oxidative stress.	2005-05-14	16020200
Cylindrospermopsin-induced protein synthesis inhibition and its dissociation from acute toxicity in mouse hepatocytes.	2003-08	12900943

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:52:52 GMT 2025` Edited by `admin` on `Mon Mar 31 19:52:52 GMT 2025`
Record UNII	2JIZ556BA3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYLINDROSPERMOPSIN [HSDB]

Preferred Name

English

CYLINDROSPERMOPSIN

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