U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H25N3O
Molecular Weight 323.432
Optical Activity ( + )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYSERGIDE

SMILES

[H][C@@]12CC3=CNC4=C3C(=CC=C4)C1=C[C@H](CN2C)C(=O)N(CC)CC

InChI

InChIKey=VAYOSLLFUXYJDT-RDTXWAMCSA-N
InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H25N3O
Molecular Weight 323.432
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 16:21:01 UTC 2023
Edited
by admin
on Sat Dec 16 16:21:01 UTC 2023
Record UNII
8NA5SWF92O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LYSERGIDE
HSDB   INN   MI   WHO-DD  
INN  
Official Name English
(+)-LYSERGIC ACID DIETHYLAMIDE
Common Name English
9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-ERGOLINE-8B-CARBOXAMIDE
Common Name English
LSD-25
Common Name English
DEXTROLYSERGIC ACID DIETHYLAMIDE
Common Name English
(8.BETA.)-9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYLERGOLINE-8-CARBOXAMIDE
Systematic Name English
ERGOLINE-8-CARBOXAMIDE, 9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-, (5.BETA., 8.BETA.)-
Common Name English
N,N-DIETHYLLYSERGAMIDE
Common Name English
lysergide [INN]
Common Name English
LYSERGIDE [MI]
Common Name English
LYSERGIDE [HSDB]
Common Name English
LYSERGIC ACID DIETHYLAMIDE
Common Name English
Lysergide [WHO-DD]
Common Name English
(6aR,9R)-N,N-diethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
Systematic Name English
LSD
Code English
(+)-LYSERGIDE (INCB:GREEN LIST)
Common Name English
D-LSD
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
CFR 21 CFR 862.3580
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
NCI_THESAURUS C47794
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
WIKIPEDIA TiHKAL
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
DEA NO. 7315
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
Code System Code Type Description
DRUG CENTRAL
1621
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
HSDB
3920
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
CAS
50-37-3
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
INN
729
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
MERCK INDEX
m6965
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY Merck Index
CHEBI
6605
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
WIKIPEDIA
LYSERGIC ACID DIETHYLAMIDE
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
INCB IDS CODE
PL 002
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
EPA CompTox
DTXSID1023231
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
ChEMBL
CHEMBL263881
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-033-2
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
EVMPD
SUB08628MIG
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
DRUG BANK
DB04829
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
NCI_THESAURUS
C76104
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
FDA UNII
8NA5SWF92O
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
PUBCHEM
5761
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
MESH
D008238
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
SMS_ID
100000081735
Created by admin on Sat Dec 16 16:21:04 UTC 2023 , Edited by admin on Sat Dec 16 16:21:04 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Ki
OFF TARGET->LIGAND
BINDING
Ki
TARGET -> AGONIST
Ki
PRECURSOR->PARENT
DERIVATIVE -> PARENT
OFF TARGET->LIGAND
BINDING
Ki
TARGET -> AGONIST
Ki
PRECURSOR->PARENT
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
[3H]ketanserin radioligand
Ki
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Ki
TARGET -> AGONIST
Ki
OFF TARGET->LIGAND
BINDING
Ki
OFF TARGET->LIGAND
BINDING
Ki
PRECURSOR->PARENT
OFF TARGET->LIGAND
BINDING
Ki
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Ki
TARGET -> AGONIST
[125I]DOI was the radioligand.
Ki
TARGET -> AGONIST
Ki
TARGET -> AGONIST
Ki
SALT/SOLVATE -> PARENT
Related Record Type Details
PRODRUG -> METABOLITE ACTIVE
A recent intoxication case involving 1P-LSD indicated formation of LSD in vivo with no detection of the parent molecule.
PRODRUG -> METABOLITE ACTIVE
PRODRUG -> METABOLITE ACTIVE
METABOLITE -> PARENT
URINE
PRODRUG -> METABOLITE ACTIVE
High levels of LSD were detected in the plasma of rats after subcutaneous administration of ALD-52 and 1P-LSD, demonstrating these compounds are rapidly and efficiently deacylated in vivo.
METABOLITE -> PARENT
Related Record Type Details
ACTIVE MOIETY