2-Hydroxy-3-methylbutyric acid
- 2-Hydroxy-3-methylbutyric acid
- 4026-18-0
- 2-Hydroxy-3-methylbutanoic acid
- 2-Hydroxyisovaleric acid
- alpha-hydroxyisovaleric acid
- Create:2005-03-26
- Modify:2025-01-18
- 2-hydroxyisovalerate
- 2-hydroxyisovaleric acid
- 2-hydroxyisovaleric acid, (R)-isomer
- 2-hydroxyisovaleric acid, (S)-isomer
- 2-hydroxyisovaleric acid, calcium (2:1) salt
- 2-hydroxyisovaleric acid, monosodium salt, (S)-isomer
- alpha-hydroxyisovaleric acid
- 2-Hydroxy-3-methylbutyric acid
- 4026-18-0
- 2-Hydroxy-3-methylbutanoic acid
- 2-Hydroxyisovaleric acid
- alpha-hydroxyisovaleric acid
- 600-37-3
- 2-Oxyisovaleric acid
- Butanoic acid, 2-hydroxy-3-methyl-
- 3-Methyl-2-hydroxybutyric acid
- DL-2-Hydroxyisovaleric acid
- DL-2-Hydroxy-3-methylbutanoic acid
- 2-Hydroxyisopentanoic acid
- 02X1W97FWN
- 2-Oxyisovalerate
- CHEBI:60645
- D-Valic acid
- L-Valic acid
- 2-Hydroxyisovalerate
- NSC-227884
- (+/-)-2-HYDROXYISOVALERIC ACID
- A-hydroxyisovalerate
- 2-Hydroxyisopentanoate
- alpha-hydroxyisovalerate
- DL-a-hydroxyisovalerate
- DL-2-Hydroxyisovalerate
- DL-alpha-hydroxyisovalerate
- 3-Methyl-2-hydroxybutyrate
- DL-2-Hydroxy-3-methylbutanoate
- NSC 227884
- UNII-02X1W97FWN
- 2-Hydroxy-3-methyl butyric acid
- EINECS 209-994-2
- EINECS 223-697-5
- (1)-2-Hydroxy-3-methylbutyric acid
- MFCD00004242
- NSC227884
- (+/-)-2-Hydroxy-3-methylbutyric acid
- A-hydroxyisovaleric acid
- D-a-Hydroxyisovaleric acid
- L-a-Hydroxyisovaleric acid
- DL-a-hydroxyisovaleric acid
- SCHEMBL43434
- (RS)-2-hydroxyisovaleric acid
- 2-Hydroxy-3-methylbutanoicacid
- DL-alpha-hydroxyisovaleric acid
- CHEMBL1162479
- NGEWQZIDQIYUNV-UHFFFAOYSA-
- DTXSID10863305
- 2-Hydroxy-3-methylbutanoic acid #
- BCP33333
- BCP33335
- LMFA01050478
- s6098
- .ALPHA.-HYDROXYISOVALERIC ACID
- AKOS000278106
- AKOS016182980
- 2-Hydroxy-3-methylbutyric acid, 99%
- AB88448
- CS-W008150
- HY-W008150
- DL-.ALPHA.-HYDROXYISOVALERIC ACID
- AS-12349
- PD099517
- SY041974
- SY066296
- (+/-)-2-HYDROXYISOPENTANOIC ACID
- Butanoic acid,2-hydroxy-3-methyl-,(2R)-
- BUTYRIC ACID, 2-HYDROXY-3-METHYL-
- DB-021168
- DB-293121
- NS00014672
- (+/-)-.ALPHA.-HYDROXYISOVALERIC ACID
- EN300-115018
- F19720
- W-106368
- Q27104874
- (R)-2-Hydroxyisovaleric acid;D-alpha-Hydroxyisovaleric acid
- InChI=1/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)
71.0 100
99.1 1.20
73.0 0.20
59.2 0.20
71.9 0.20
70.940629 100
98.956142 1.03
71 999
99.1 12
59.2 2
71.9 2
73 2
117 999
116 56
- Cytoplasm
- Extracellular
- Membrane
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (97.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
Skin Irrit. 2 (100%)
Eye Irrit. 2 (100%)
STOT SE 3 (97.4%)
The Merck Manual, 17th ed. Mark H. Beers, MD, Robert Berkow, MD, eds. Whitehouse Station, NJ: Merck Research Labs, 1999.
PubMed: 12101068, 10508118, 10472531, 19551947, 11978597, 10234605, 6422161, 23430924, 18088602
MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de)
Peritoneal dialysis in maple-syrup-urine disease: Studies on branched-chain amino and keto acids. Eur J Pediatr (1980) 134: 57. https://doi.org/10.1007/BF00442404
Silke Matysik, Caroline Ivanne Le Roy, Gerhard Liebisch, Sandrine Paule Claus. Metabolomics of fecal samples: A practical consideration. Trends in Food Science & Technology. Vol. 57, Part B, Nov. 2016, p.244-255: http://www.sciencedirect.com/science/article/pii/S0924224416301984
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=NGEWQZIDQIYUNV-UHFFFAOYSA-N
- 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/(±)-2-Hydroxyisovaleric acidhttps://commonchemistry.cas.org/detail?cas_rn=4026-18-0
- ChemIDplus(1)-2-Hydroxy-3-methylbutyric acidhttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=00006003732-Hydroxyisovaleric acidhttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0004026180ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- EPA DSSTox(+/-)-2-Hydroxyisovaleric acidhttps://comptox.epa.gov/dashboard/DTXSID10863305CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice(±)-2-hydroxy-3-methylbutyric acidhttps://echa.europa.eu/substance-information/-/substanceinfo/100.009.0872-hydroxy-3-methylbutyric acidhttps://echa.europa.eu/substance-information/-/substanceinfo/100.021.5442-hydroxy-3-methylbutyric acid (EC: 223-697-5)https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/47784
- 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#linking2-HYDROXYISOVALERIC ACIDhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/02X1W97FWN
- 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/citing2-Hydroxy-3-methylbutyric acidhttp://www.hmdb.ca/metabolites/HMDB0000407HMDB0000407_msms_438672https://hmdb.ca/metabolites/HMDB0000407#spectra
- CCSbaseCCSbase Classificationhttps://ccsbase.net/
- ChEBI2-hydroxy-3-methylbutyric acidhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:60645
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/2-Hydroxy-3-methylbutyric acidhttps://www.wikidata.org/wiki/Q27104874LOTUS Treehttps://lotus.naturalproducts.net/
- Yeast Metabolome Database (YMDB)2-Hydroxy-3-methylbutyric acidhttps://www.ymdb.ca/compounds/YMDB01318
- 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
- FooDBLICENSEFooDB 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 (FooDB) and the original publication.https://foodb.ca/about2-Hydroxy-3-methylbutyric acidhttps://foodb.ca/compounds/FDB022023
- SpectraBase2-Hydroxy-3-methylbutyric acidhttps://spectrabase.com/spectrum/FDC6InDIvGKalpha-HYDROXYISOVALERIC ACIDhttps://spectrabase.com/spectrum/6jY1Y61ubhIBromisoval-Mhttps://spectrabase.com/spectrum/1eYV7yd6n1J2-HYDROXY-3-METHYLBUTYRIC ACIDhttps://spectrabase.com/spectrum/DuT8YEZp7xr2-Hydroxy-3-methyl-butanoic acidhttps://spectrabase.com/spectrum/KOGt7y8oHJy2-Hydroxy-3-methylbutyric acidhttps://spectrabase.com/spectrum/FJRZ20tQfwD2-Hydroxy-3-methylbutyric acidhttps://spectrabase.com/spectrum/6OaDV6QJ0Lw2-Hydroxy-3-methylbutyric acidhttps://spectrabase.com/spectrum/3PeMDvf9N6M
- Japan Chemical Substance Dictionary (Nikkaji)
- LIPID MAPSLipid Classificationhttps://www.lipidmaps.org/
- Natural Product Activity and Species Source (NPASS)2-Hydroxy-3-Methylbutanoatehttps://bidd.group/NPASS/compound.php?compoundID=NPC316217
- MarkerDBLICENSEThis work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.https://markerdb.ca/2-Hydroxy-3-methylbutyric acidhttps://markerdb.ca/chemicals/230
- MassBank Europealpha-Hydroxyisovaleric acidhttps://massbank.eu/MassBank/Result.jsp?inchikey=NGEWQZIDQIYUNV-UHFFFAOYSA-N
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- Metabolomics Workbench2-Hydroxy-3-methylbutyric acidhttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=77494
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawButanoic acid, 2-hydroxy-3-methyl-http://www.nist.gov/srd/nist1a.cfm
- NMRShiftDB
- Springer Nature
- Wikidata(RS)-2-hydroxyisovaleric acidhttps://www.wikidata.org/wiki/Q27104874
- 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.html2-hydroxyisovaleric acidhttps://www.ncbi.nlm.nih.gov/mesh/67035864
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- The Natural Products AtlasLICENSEThe Natural Products Atlas is licensed under a Creative Commons Attribution 4.0 International License.https://www.npatlas.org/termsThe Natural Products Atlas Classificationhttps://www.npatlas.org/
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 388310868https://pubchem.ncbi.nlm.nih.gov/substance/388310868
- NCBI