Monocrotaline

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Systematic / IUPAC Name: 4,5-Dihydroxy-3,4,5-trimethyl-4,5,8,10,12,13,13a,13b-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione

ID: Reference2394

Other Names: Crotalin;
Crotaline;
Monocrotalin;
Pyrrolizidine alkaloid;
(13-α,14-α)-14,19-Dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dione ; more

Formula: C16H23NO6

Class: Endogenous Metabolites Natural Toxins

Spectral Data

Monocrotaline mass spectral data can be found in a separate interface. The data are manually curated and of the highest quality.

View Mass Spectra

Available MS Data

Used Instruments Orbitrap Elite; Q Exactive Plus Orbitrap
No. of Spectral Trees 2
No. of Spectra 2263
Tandem Spectra MS1, MS2, MS3, MS4, MS5
Ionization Methods ESI; NSI
Analyzers IT; FT
Last Modification 1/16/2017 7:27:55 AM
View Mass Spec Data > >

Identificators

InChI InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1
InChI Key QVCMHGGNRFRMAD-XFGHUUIASA-N
Canonical SMILES CC1C(=O)OC2CCN3C2C(=CC3)COC(=O)C(C1(C)O)(C)O
CAS 315220
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Other Names Crotalin;
Crotaline;
Monocrotalin;
Pyrrolizidine alkaloid;
(13-α,14-α)-14,19-Dihydro-12,13-dihydroxy-20-norcrotalanan-11,15-dione;
(2,3,4-gh)Pyrrolizine-2,6(3H)-dione, (4,5,8,10,12,13,13a,13b)-octahydro-4,5-dihydroxy-3,4,5-trimethyl-2H-(1,6)dioxacycloundecino-;
(3R,4R,5R,13aR,13bR)-4,5-Dihydroxy-3,4,5-trimethyl-4,5,8,10,12,13,13a,13b-octahydro-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione;
(4AR,7R,8R,9R,12BR)-8,9-Dihydroxy-7,8,9-trimethyl-2,3,4,4A,8,9,12,12B-octahydro-7H-5,11-dioxa-2a-aza-cycloundeca[cd]pentalene-6,10-dione ;
12-β,13-β-Dihydroxy-12-α,13-α,14-α-trimethylcrotal-1-enine;
14,19-Dihydro-12,13-dihydroxy(13-α,14-α)-20-norcrotalanan-11,15-dione;
14,19-Dihydro-12,13-dihydroxy-20-norcrotolanan-11,15-dione;
2H-[1,6]Dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione, 4,5,8,10,12,13,13a,13b-octahydro-4,5-dihydroxy-3,4,5-trimethyl-, (3R,4R,5R,13aR,13bR)-;
20-Norcrotalanan-11,15-dione, 14,19-dihydro-12,13-dihydroxy-, (13α,14α)-;
Retronecine cyclic 2,3-dihydroxy-2,3,4-trimethylglutarate;
MCT ;
NSC 28693

In Other Databases

PubChem 9415
ChemSpider 9044
ChEMBL CHEMBL521035
ChEBI CHEBI:6980
KEGG C10350
ChemIDPlus 000315220