RIDDELLINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H23NO6
Molecular Weight	349.3783
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CCN3CC=C(COC(=O)[C@@](O)(CO)C(=C)C\C(=C\C)C(=O)O1)[C@]23[H]

InChI

InChIKey=SVCNNZDUGWLODJ-RAYFHMIRSA-N

InChI=1S/C18H23NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C18H23NO6
Molecular Weight	349.3783
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	1
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
NTP technical report on the toxicity studies of Riddelliine (CAS No. 23246-96-0) Administered by Gavage to F344 Rats and B6C3F1 Mice.	1993 Dec	12209179
The hepatic endothelial carcinogen riddelliine induces endothelial apoptosis, mitosis, S phase, and p53 and hepatocytic vascular endothelial growth factor expression after short-term exposure.	2002 Nov 1	12460743
Differential mutagenicity of riddelliine in liver endothelial and parenchymal cells of transgenic big blue rats.	2004 Nov 25	15488633
Gene expression changes induced by the tumorigenic pyrrolizidine alkaloid riddelliine in liver of Big Blue rats.	2007 Nov 1	18047727

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:51:41 GMT 2023` Edited by `admin` on `Sat Dec 16 08:51:41 GMT 2023`
Record UNII	81YO8GX9J8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RIDDELLINE

Common Name

English

SENECIONAN-11,16-DIONE, 13,19-DIDEHYDRO-12,18-DIHYDROXY-

Systematic Name

English

(1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-2,7-DIONE, 3- ETHYLIDENE-3,4,5,6,9,11,13,14,14A,14B-DECAHYDRO-6-HYDROXY-6- (HYDROXYMETHYL)-5-METHYLENE-, (3Z,6S,14AR,14BR)-

Systematic Name

English

RIDDELIIN

Common Name

English

13,19-DIDEHYDRO-12,18-DIHYDROXYSENECIONAN-11,16-DIONE

Systematic Name

English

(1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-2,7-DIONE, 3-ETHYLIDENE-3,4,5,6,9,11,13,14,14A,14B-DECAHYDRO-6-HYDROXY-6-(HYDROXYMETHYL)-5-METHYLENE-, (6S-(3Z,6R*,14AS*,14BS*))-

Systematic Name

English

RIDDELLINE [HSDB]

Common Name

English

RIDDELINE

Common Name

English

Code System Code Type Description

WIKIPEDIA

Riddelline