4-Hydroxytolbutamide
PubChem CID
3656
Structure
Molecular Formula
Synonyms
- 4-Hydroxytolbutamide
- 5719-85-7
- Hydroxytolbutamide
- Hydroxy Tolbutamide
- hydroxymethyltolbutamide
Molecular Weight
286.35 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-03-25
- Modify:2025-01-25
Description
4-hydroxytolbutamide is a urea that consists of 1-butylurea having a 4-hydroxymethylbenzenesulfonyl group attached at the 3-position. It has a role as a metabolite. It is a sulfonamide, a member of ureas and a member of benzyl alcohols.
4-Hydroxytolbutamide has been reported in Homo sapiens with data available.
Chemical Structure Depiction
1-butyl-3-[4-(hydroxymethyl)phenyl]sulfonylurea
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16)
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
SJRHYONYKZIRPM-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CCCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)CO
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C12H18N2O4S
Computed by PubChem 2.2 (PubChem release 2021.10.14)
1185112-19-9
- 1-butyl-3-(4-hydroxymethylphenyl)sulfonylurea
- hydroxymethyltolbutamide
- methylhydroxytolbutamide
- N-((butylamino)carbonyl)-4-(hydroxymethyl)benzenesulfonamide
- 4-Hydroxytolbutamide
- 5719-85-7
- Hydroxytolbutamide
- Hydroxy Tolbutamide
- hydroxymethyltolbutamide
- Methylhydroxytolbutamide
- 4 hydroxy tolbutamide
- 4-hydroxy Tolbutamide
- 1-Butyl-3-(4-hydroxymethylphenyl)sulfonylurea
- N-(Butylaminocarbonyl)-4-hydroxymethylbenzenesulfonamide
- MFCD00144466
- N-(butylcarbamoyl)-4-(hydroxymethyl)benzenesulfonamide
- 1-butyl-3-[4-(hydroxymethyl)phenyl]sulfonylurea
- 52K8J94779
- Benzenesulfonamide, N-((butylamino)carbonyl)-4-(hydroxymethyl)-
- 4-Hydroxytolbutamide, >=98% (HPLC)
- Hydroxymethylcarbutamide
- Benzenesulfonamide, N-[(butylamino)carbonyl]-4-(hydroxymethyl)-
- UNII-52K8J94779
- 4-hydroxy-tolbutamide
- N-((Butylamino)carbonyl)-4-(hydroxymethyl)benzenesulfonamide
- 1-Butyl-3-(p-hydroxymethylphenyl)sulfonylurea
- CHEMBL3942720
- SCHEMBL14067598
- CHEBI:63799
- DTXSID30205824
- BDBM224813
- HMS3650C22
- US9333197, 4-Hydroxytolbutamide
- AKOS030255842
- s12366
- NCGC00165921-01
- 1ST10603
- AS-57422
- DA-49642
- PD020444
- SY013953
- HY-100641
- CS-0019878
- NS00115887
- 3-butyl-1-[4-(hydroxymethyl)benzenesulfonyl]urea
- SR-01000946271
- 3-butyl-1-{[4-(hydroxymethyl)benzene]sulfonyl}urea
- SR-01000946271-1
- Q27132812
- 1-BUTYL-3-(P-HYDROXYMETHYL) PHENYL SULFONYLUREA
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
286.35 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
1.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
286.09872823 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
286.09872823 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
104 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
19
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
370
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
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)
Solid
NIST Number
1221310
Instrument Type
IT/ion trap
Collision Energy
0
Spectrum Type
MS2
Precursor Type
[M+H]+
Precursor m/z
287.106
Total Peaks
14
m/z Top Peak
188
m/z 2nd Highest
171
m/z 3rd Highest
106.1
Thumbnail
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Same Connectivity Count
Same Parent, Connectivity Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
4-Hydroxytolbutamide is a known human metabolite of tolbutamide.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
- Kidney
- Liver
- Cytoplasm
- Extracellular
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=SJRHYONYKZIRPM-UHFFFAOYSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/Hydroxytolbutamidehttps://commonchemistry.cas.org/detail?cas_rn=5719-85-7
- ChemIDplusHydroxymethyltolbutamidehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0005719857ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxHydroxymethyltolbutamidehttps://comptox.epa.gov/dashboard/DTXSID30205824CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingHYDROXYMETHYLTOLBUTAMIDEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/52K8J94779
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing4-Hydroxy tolbutamidehttp://www.hmdb.ca/metabolites/HMDB0006408
- ChEBI4-hydroxytolbutamidehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:63799
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/4-Hydroxytolbutamidehttps://www.wikidata.org/wiki/Q27132812LOTUS 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.html
- 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.jsphydroxymethyltolbutamidehttps://ctdbase.org/detail.go?type=chem&acc=C031014
- Japan Chemical Substance Dictionary (Nikkaji)
- Metabolomics Workbench4-Hydroxy tolbutamidehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=38884
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-law4-Hydroxytolbutamidehttp://www.nist.gov/srd/nist1a.cfm
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/4-HydroxytolbutamideNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Springer Nature
- Wikidatahydroxymethyltolbutamidehttps://www.wikidata.org/wiki/Q27132812
- Wiley
- 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.htmlhydroxymethyltolbutamidehttps://www.ncbi.nlm.nih.gov/mesh/67031014
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389154477https://pubchem.ncbi.nlm.nih.gov/substance/389154477
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