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L-Homoserine lactone

HCID 445963
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Basic information

Standard SMILES
N[C@H]1CCOC1=O
InChIKey
QJPWUUJVYOJNMH-VKHMYHEASA-N
Molecular formula
C4H7NO2
Average molar mass
101.1 g/mol

Overview

L-homoserine lactone is the L-enantiomer of homoserine lactone. It is a conjugate base of a L-homoserine lactone(1+). It is an enantiomer of a D-homoserine lactone.

Names & identifiers

Preferred name
L-Homoserine lactone
IUPAC
(3S)-3-aminooxolan-2-one

Names & synonyms

L-homoserine lactone2(3H)-Furanone, 3-aminodihydro-, (3S)-(3R)-3-amino-4,5-dihydrofuran-2(3H)-oneCHEBI:30655L-.alpha.-Amino-.gamma.-butyrolactoneRefChem:151892L-alpha-Amino-gamma-butyrolactone(3R)-3-amino-4,5-dihydrofuran-2(3H)-one;L-homoserine lactoneQJPWUUJVYOJNMH-GSVOUGTGSA-N2185-02-6(S)-3-aminodihydrofuran-2(3H)-one(3S)-3-aminooxolan-2-one
Show more names
MFCD18833624(s)-(-)-alpha-amino-gamma-butyrolactone2br6(3S)-3-aminotetrahydrofuran-2-oneSCHEMBL79968CHEMBL1233424AKOS006239083(3S)-3-aminodihydro-2(3H)-furanone

Database identifiers

PubChem CID
445963
ChEBI
CHEBI:30655
Nikkaji
J93.436D

Properties

Computed structural propertiesFilling in

XLogP
-0.6
Topological polar surface area
52.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
7
Formal charge
0
Complexity
91.7

Related reactions

3 records
New reaction record
HRID 632441 reaction equation
HRID 632441As reactantuspto-grants-2016_04
HRID 927827 reaction equation
HRID 927827As reactantuspto-grants-2016_03
HRID 2069173 reaction equation
HRID 2069173As reactantuspto-grants-2012_10

Compound notes

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