N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamide
PubChem CID
10130163
Structure
Molecular Formula
Synonyms
- 67605-85-0
- (S)-N-(2-Oxotetrahydrofuran-3-yl)butyramide
- N-Butyryl-L-homoserine lactone
- N-butanoyl-L-homoserine lactone
- N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamide
Molecular Weight
171.19 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2006-10-25
- Modify:2025-01-11
Description
(+)-a(S)-butyr-amido-r-butyrolactone is a N-acyl-amino acid.
N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamide has been reported in Lyngbya majuscula with data available.
Chemical Structure Depiction
SVG Image
IUPAC Condensed
butanoyl-Hsl
Sequence
X
HELM
PEPTIDE1{[CCCC(=O)N[C@H]1CCOC1=O]}$$$$
IUPAC
N-butanoyl-L-homoserine lactone
N-[(3S)-2-oxooxolan-3-yl]butanamide
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/C8H13NO3/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
VFFNZZXXTGXBOG-LURJTMIESA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
CCCC(=O)N[C@H]1CCOC1=O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C8H13NO3
Computed by PubChem 2.2 (PubChem release 2024.11.20)
67605-85-0
- BHL-serine
- C(4)-HSL
- C4-HSL
- N-butanoyl-L-homoserine lactone
- N-butyryl-L-homoserine lactone
- N-butyrylhomoserine lactone
- 67605-85-0
- (S)-N-(2-Oxotetrahydrofuran-3-yl)butyramide
- N-Butyryl-L-homoserine lactone
- N-butanoyl-L-homoserine lactone
- N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamide
- N-[(3S)-2-oxooxolan-3-yl]butanamide
- C4-HSL
- CHEMBL207316
- C4-HSL;N-Butyryl-L-homoserine lactone
- HL4
- N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide; N-Butanoyl-L-homoserine lactone; N-Butyryl-L-homoserine lactone; PAI; (S)-N-(Tetrahydro-2-oxo-3-furanyl)-butanamide
- Butanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
- MFCD12912262
- SureCN131906
- Butyryl-L-homoserine lactone
- N-(butyryl)homoserine lactone
- SCHEMBL131906
- DTXSID30435962
- PAI-1-2
- CHEBI:177513
- N-(butyryl)-L-homoserine lactone
- autoinducer 1-2 (P. aeruginosa)
- HMS3650K19
- AKOS015899835
- (+)-a(S)-butyr-amido-r-butyrolactone
- DA-56050
- HY-114816
- N-Butanoyl-L-homoserine lactone (C4-HSL)
- CS-0064384
- D82565
- SR-01000946805
- SR-01000946805-1
- Q27461123
- N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]BUTANAMIDE
- Z203805754
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
171.19 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
0.5
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
171.08954328 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
171.08954328 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
55.4 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
12
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
191
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Fatty Acyls [FA] -> Fatty amides [FA08] -> Fatty acyl homoserine lactones [FA0803]
NIST Number
1213780
Instrument Type
IT/ion trap
Collision Energy
0
Spectrum Type
MS2
Precursor Type
[M+H]+
Precursor m/z
172.0968
Total Peaks
7
m/z Top Peak
102.2
m/z 2nd Highest
154.1
m/z 3rd Highest
144.1
Thumbnail
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=VFFNZZXXTGXBOG-LURJTMIESA-N
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=VFFNZZXXTGXBOG-ZCFIWIBFSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- ChEBI(+)-a(S)-butyr-amido-r-butyrolactonehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:177513
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamidehttps://www.wikidata.org/wiki/Q27461123LOTUS Treehttps://lotus.naturalproducts.net/
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- ChemIDplusN-Butyrylhomoserine lactonehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0067605850ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxN-[(3S)-2-oxooxolan-3-yl]butanamidehttps://comptox.epa.gov/dashboard/DTXSID30435962CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jspN-butyrylhomoserine lactonehttps://ctdbase.org/detail.go?type=chem&acc=C092312
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- KNApSAcK Species-Metabolite DatabaseN-Butanoylhomoserine lactonehttp://www.knapsackfamily.com/knapsack_core/info.php?sname=C_ID&word=C00054042
- The Natural Products AtlasLICENSEThe Natural Products Atlas is licensed under a Creative Commons Attribution 4.0 International License.https://www.npatlas.org/termsN-butyryl-L-homoserine lactonehttps://www.npatlas.org/explore/compounds/NPA027578The Natural Products Atlas Classificationhttps://www.npatlas.org/
- LIPID MAPSN-butanoyl-l-homoserine lactonehttps://lipidmaps.org/databases/lmsd/LMFA08030002Lipid Classificationhttps://www.lipidmaps.org/
- Metabolomics WorkbenchN-Butyryl-L-homoserine lactonehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=70788
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawN-Butyryl-L-homoserine lactonehttp://www.nist.gov/srd/nist1a.cfm
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- SpectraBaseN-BUTANOYL-HOMOSERINE-LACTONEhttps://spectrabase.com/spectrum/7tE8Q51zxMvN-butanoyl-L-homoserine lactonehttps://spectrabase.com/spectrum/3wlYieALsf4N-Butyryl-L-homoserine lactonehttps://spectrabase.com/spectrum/CPALsXqhO6v
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- WikidataN-[(3S)-2-oxotetrahydrofuran-3-yl]butanamidehttps://www.wikidata.org/wiki/Q27461123
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlN-butyrylhomoserine lactonehttps://www.ncbi.nlm.nih.gov/mesh/67092312
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389940763https://pubchem.ncbi.nlm.nih.gov/substance/389940763SID 390827928https://pubchem.ncbi.nlm.nih.gov/substance/390827928
- NCBI
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