Np mrd loader

Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-08-09 22:32:59 UTC
NP-MRD IDNP0000311
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3-Dihydroxyvaleric acid
Description2,3-Dihydroxyvaleric acid (DHVA) belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. This compound has been detected in extracts from the purple carrot (https://Doi.Org/10.3390/App10238493). It is likely a hydroxylation derivative of the more common 2-hydroxyvaleric acid (an algal metabolite derived from a valeric acid) or 3-hydroxyvaleric acid (a 5-carbon ketone body made from odd carbon fatty acids in the liver). Very little is known about the origin of this particular hydroxy fatty acid.
Structure
Thumb
Synonyms
ValueSource
2,3-DihydroxyvalerateGenerator
2,3-Dihydroxy-valerateHMDB
2,3-Dihydroxy-valeric acidHMDB
Chemical FormulaC5H10O4
Average Mass134.1305 Da
Monoisotopic Mass134.05791 Da
IUPAC Name2,3-dihydroxypentanoic acid
Traditional Name2,3-dihydroxyvaleric acid
CAS Registry Number26386-47-0
SMILES
CCC(O)C(O)C(O)=O
InChI Identifier
InChI=1S/C5H10O4/c1-2-3(6)4(7)5(8)9/h3-4,6-7H,2H2,1H3,(H,8,9)
InChI KeyCJXCLBPFKGZXJP-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)Varshavi.d262021-08-11View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Branched fatty acid
  • Hydroxy fatty acid
  • Short-chain hydroxy acid
  • Methyl-branched fatty acid
  • Monosaccharide
  • Hydroxy acid
  • Alpha-hydroxy acid
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility349 g/LALOGPS
logP-0.87ALOGPS
logP-0.58ChemAxon
logS0.42ALOGPS
pKa (Strongest Acidic)3.8ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity29.33 m³·mol⁻¹ChemAxon
Polarizability12.72 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000421
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022035
KNApSAcK IDNot Available
Chemspider ID13451358
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5410
PubChem Compound20848966
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Holmes E, Foxall PJ, Spraul M, Farrant RD, Nicholson JK, Lindon JC: 750 MHz 1H NMR spectroscopy characterisation of the complex metabolic pattern of urine from patients with inborn errors of metabolism: 2-hydroxyglutaric aciduria and maple syrup urine disease. J Pharm Biomed Anal. 1997 Jul;15(11):1647-59. [PubMed:9260660 ]
  2. Yu H, Gild P, Pompe RS, Vetterlein MW, Ludwig TA, Soave A, Kolker M, Maurer V, Marks P, Becker A, Punke MA, Fisch M, Rink M, Dahlem R, Meyer CP: Anesthetic Technique (Spinal vs. General Anesthesia) in Holmium Laser Enucleation of the Prostate: Retrospective Analysis of Procedural and Functional Outcomes among 1,159 Patients. Urol Int. 2021 Aug 17:1-8. doi: 10.1159/000517542. [PubMed:34404060 ]
  3. Enwemeka CS, Bumah VV, Mokili JL: Pulsed blue light inactivates two strains of human coronavirus. J Photochem Photobiol B. 2021 Aug 8;222:112282. doi: 10.1016/j.jphotobiol.2021.112282. [PubMed:34404018 ]
  4. Amgoud Y, Senbel A, Bouhadoun A, Abdelazeem H, Ozen G, Savane I, Manikpurage HD, Mani S, Tran-Dinh A, Castier Y, Guyard A, Longrois D, Silverstein AM, Norel X: In search of pulmonary hypertension treatments: Effect of 17beta-estradiol on PGI2 pathway in human pulmonary artery. Prostaglandins Leukot Essent Fatty Acids. 2021 Aug 9;172:102321. doi: 10.1016/j.plefa.2021.102321. [PubMed:34403986 ]
  5. Serdan TDA, Masi LN, Pereira JNB, Rodrigues LE, Alecrim AL, Scervino MVM, Diniz VLS, Dos Santos AAC, Filho CPBS, Alba-Loureiro TC, Marzuca-Nassr GN, Bazotte RB, Gorjao R, Pithon-Curi TC, Curi R, Hirabara SM: Impaired brown adipose tissue is differentially modulated in insulin-resistant obese wistar and type 2 diabetic Goto-Kakizaki rats. Biomed Pharmacother. 2021 Aug 14;142:112019. doi: 10.1016/j.biopha.2021.112019. [PubMed:34403962 ]
  6. Wang Y, Xu Y, Sun G, Liang X, Sun Y, Wang L, Huang Q: Comparative effects of Tagetes patula L. extraction, mercapto-palygorskite immobilisation, and the combination thereof on Cd accumulation by wheat in Cd-contaminated soil. Ecotoxicol Environ Saf. 2021 Aug 13;224:112639. doi: 10.1016/j.ecoenv.2021.112639. [PubMed:34403947 ]
  7. Bashir B, Shahid W, Ashraf M, Saleem M, Aziz-Ur-Rehman, Muzaffar S, Imran M, Amjad H, Bhattarai K, Riaz N: Identification of phenylcarbamoylazinane-1,3,4-oxadiazole amides as lipoxygenase inhibitors with expression analysis and in silico studies. Bioorg Chem. 2021 Aug 4;115:105243. doi: 10.1016/j.bioorg.2021.105243. [PubMed:34403937 ]
  8. Laiton-Donato K, Franco-Munoz C, Alvarez-Diaz DA, Ruiz-Moreno HA, Usme-Ciro JA, Prada DA, Reales-Gonzalez J, Corchuelo S, Herrera-Sepulveda MT, Naizaque J, Santamaria G, Rivera J, Rojas P, Ortiz JH, Cardona A, Malo D, Prieto-Alvarado F, Gomez FR, Wiesner M, Martinez MLO, Mercado-Reyes M: Characterization of the emerging B.1.621 variant of interest of SARS-CoV-2. Infect Genet Evol. 2021 Aug 14:105038. doi: 10.1016/j.meegid.2021.105038. [PubMed:34403832 ]
  9. Shiratori M, Ozawa T, Ito N, Awazu K, Tsuruta D: Open study of photodynamic therapy for skin ulcers infected with MRSA and Pseudomonas aeruginosa. Photodiagnosis Photodyn Ther. 2021 Aug 14:102484. doi: 10.1016/j.pdpdt.2021.102484. [PubMed:34403825 ]
  10. Xue X, Deng Y, Wang J, Zhou M, Liao L, Wang C, Peng C, Li Y: Hydroxysafflor yellow A, a natural compound from Carthamus tinctorius L with good effect of alleviating atherosclerosis. Phytomedicine. 2021 Aug 4;91:153694. doi: 10.1016/j.phymed.2021.153694. [PubMed:34403879 ]
  11. Zhang D, Hamdoun S, Chen R, Yang L, Ip CK, Qu Y, Li R, Jiang H, Yang Z, Chung SK, Liu L, Wong VKW: Identification of Natural Compounds as SARS-CoV-2 Entry Inhibitors by Molecular Docking-based Virtual Screening with Bio-layer Interferometry. Pharmacol Res. 2021 Aug 14:105820. doi: 10.1016/j.phrs.2021.105820. [PubMed:34403732 ]
  12. Kim Y, Kim H, Kim K, Eom HH, Su X, Lee JW: Electrosorption of cadmium ions in aqueous solutions using a copper-gallate metal-organic framework. Chemosphere. 2021 Aug 10;286(Pt 3):131853. doi: 10.1016/j.chemosphere.2021.131853. [PubMed:34403904 ]
  13. Hu Z, Duan H, Wang Z, Zhao J, Ye L, Yuan Z, Zheng M, Hu S: Centralized iron-dosing into returned sludge brings multifaceted benefits to wastewater management. Water Res. 2021 Sep 15;203:117536. doi: 10.1016/j.watres.2021.117536. Epub 2021 Aug 11. [PubMed:34403845 ]