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CHEBI:10276 - α-ergocryptine

ChEBI IDCHEBI:10276
ChEBI Nameα-ergocryptine
Stars
ASCII Namealpha-ergocryptine
DefinitionErgotaman bearing hydroxy, isopropyl, and 2-methylpropyl groups at the 12', 2' and 5' positions, respectively, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid. Ergocryptine discussed in the literature prior to 1967, when β-ergocryptine was separated from α-ergocryptine, is now referred to as α-ergocryptine.
Last Modified22 February 2017
DownloadsMolfile
FormulaC32H41N5O5
Net Charge0
Average Mass575.710
Monoisotopic Mass575.31077
SMILES[H][C@@]12Cc3cnc4cccc(c34)C1=C[C@@H](C(=O)N[C@]1(C(C)C)O[C@]3(O)N(C1=O)[C@@H](CC(C)C)C(=O)N1CCC[C@]13[H])CN2C
InChIInChI=1S/C32H41N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,13,15,17-18,20,24-26,33,41H,7,10-12,14,16H2,1-5H3,(H,34,38)/t20-,24-,25+,26+,31-,32+/m1/s1
InChIKeyYDOTUXAWKBPQJW-NSLWYYNWSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
α-ergocryptine (CHEBI:10276) has parent hydride ergotaman (CHEBI:36185)
α-ergocryptine (CHEBI:10276) is a ergot alkaloid (CHEBI:23943)
Incoming Relation(s)
dihydro-α-ergocryptine (CHEBI:59919) has functional parent α-ergocryptine (CHEBI:10276)
IUPAC Name 
12'-hydroxy-5'α-(2-methylpropyl)-3',6',18-trioxo-2'-(propan-2-yl)ergotaman
Synonyms  Source
alpha-ErgocryptineKEGG COMPOUND
12'-hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trioneChemIDplus
12'-hydroxy-2'-(1-methylethyl)-5'α-(2-methylpropyl)ergotaman-3',6',18-trioneChemIDplus
Manual XrefsDatabases
C07545KEGG COMPOUND
US2447214Patent
C00001721KNApSAcK
LSM-3664LINCS
885DrugCentral
Registry NumbersSources
Beilstein:78810Beilstein
CAS:511-09-1KEGG COMPOUND
CAS:511-09-1ChemIDplus