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> Main
CHEBI:6604 - lysergic acid
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ChEBI Ontology
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ChEBI Name
lysergic acid
ChEBI ID
CHEBI:6604
Definition
An ergoline alkaloid comprising 6-methylergoline having additional unsaturation at the 9,10-position and a carboxy group at the 8-position.
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This entity has been manually annotated by the ChEBI Team.
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Formula
C16H16N2O2
Net Charge
0
Average Mass
268.31052
Monoisotopic Mass
268.12118
InChI
InChI=1S/C16H16N2O2/c1-
18-
8-
10(16(19)
20)
5-
12-
11-
3-
2-
4-
13-
15(11)
9(7-
17-
13)
6-
14(12)
18/h2-
5,7,10,14,17H,6,8H2,1H3,(H,19,20)
/t10-
,14-
/m1/s1
InChIKey
ZAGRKAFMISFKIO-QMTHXVAHSA-N
SMILES
[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(O)=O)c34
Roles Classification
Biological Role
(s):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
alkaloid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
lysergic acid (
CHEBI:6604
)
has parent hydride
6-methylergoline (
CHEBI:2215
)
lysergic acid (
CHEBI:6604
)
is a
ergoline alkaloid (
CHEBI:60529
)
Incoming
6-allyl-8b-Carboxy-ergoline (
CHEBI:174826
)
has functional parent
lysergic acid (
CHEBI:6604
)
6-Methyl-9,10-didehydroergoline-8-carboxylic acid (
CHEBI:182503
)
has functional parent
lysergic acid (
CHEBI:6604
)
IUPAC Name
(8
R
)-9,10-didehydro-6-methylergoline-8-carboxylic acid
Synonyms
Sources
(8β)-9,10-didehydro-6-methylergoline-8-carboxylic acid
ChemIDplus
Lysergic acid
KEGG COMPOUND
Manual Xrefs
Databases
C00011201
KNApSAcK
C07541
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
82-58-6
CAS Registry Number
KEGG COMPOUND
82-58-6
CAS Registry Number
ChemIDplus
90713
Reaxys Registry Number
Reaxys
90713
Beilstein Registry Number
Beilstein
Last Modified
04 August 2014