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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H21NO3
Molecular Weight 275.3434
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of (S)-2-HYDROXY-RAMELTEON

SMILES

C[C@@]([H])(C(=NCC[C@]1([H])CCc2ccc3c(CCO3)c21)O)O

InChI

InChIKey=FGFNIJYHXMJYJN-JQWIXIFHSA-N
InChI=1S/C16H21NO3/c1-10(18)16(19)17-8-6-12-3-2-11-4-5-14-13(15(11)12)7-9-20-14/h4-5,10,12,18H,2-3,6-9H2,1H3,(H,17,19)/t10-,12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H21NO3
Molecular Weight 275.3434
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 Jun 26 13:37:39 UTC 2021
Edited
by admin
on Sat Jun 26 13:37:39 UTC 2021
Record UNII
P4VWQ9NHF2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(S)-2-HYDROXY-RAMELTEON
Common Name English
RAMELTEON MII METABOLITE (S-ISOMER)
Common Name English
PROPANAMIDE, 2-HYDROXY-N-(2-((8S)-1,6,7,8-TETRAHYDRO-2H-INDENO(5,4-B)FURAN-8-YL)ETHYL)-, (2S)-
Systematic Name English
Code System Code Type Description
FDA UNII
P4VWQ9NHF2
Created by admin on Sat Jun 26 13:37:39 UTC 2021 , Edited by admin on Sat Jun 26 13:37:39 UTC 2021
PRIMARY
PUBCHEM
68501275
Created by admin on Sat Jun 26 13:37:39 UTC 2021 , Edited by admin on Sat Jun 26 13:37:39 UTC 2021
PRIMARY
CAS
1639809-89-4
Created by admin on Sat Jun 26 13:37:39 UTC 2021 , Edited by admin on Sat Jun 26 13:37:39 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
AGONIST
Ki
TARGET -> AGONIST
AGONIST
Ki
Related Record Type Details
PARENT -> METABOLITE ACTIVE
metabolite M-II, has a longer half-life and greater systemic exposure than ramelteon. Hence, M-II may contribute significantly to the hypnotic benefits of ramelteon. S-ISOMER represents 94% of M-II.