D-tartaric acid

Identification

Generic Name
D-tartaric acid
DrugBank Accession Number
DB01694
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 150.0868
Monoisotopic: 150.016437924
Chemical Formula
C4H6O6
Synonyms
  • (-)-Tartaric acid
  • (−)-(S,S)-tartaric acid
  • (−)-D-tartaric acid
  • (−)-Weinsäure
  • (2S,3S)-(−)-tartaric acid
  • (2S,3S)-tartaric acid
  • (S,S)-(−)-tartaric acid
  • (S,S)-Tartaric acid
  • D-(−)-tartaric acid
  • D-tartaric acid
  • D-threaric acid
  • Linksweinsäure

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U2,3-diketo-L-gulonate reductaseNot AvailableEscherichia coli (strain K12)
UGalactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 1Not AvailableHumans
UTriggering receptor expressed on myeloid cells 1Not AvailableHumans
UProbable ATP-dependent RNA helicase DDX6Not AvailableHumans
UCytochrome P450Not AvailableThermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
UHypoxia-inducible factor 1-alpha inhibitorNot AvailableHumans
UD-3-phosphoglycerate dehydrogenaseNot AvailableMycobacterium tuberculosis
UAcyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferaseNot AvailableHelicobacter pylori (strain ATCC 700392 / 26695)
UV-type proton ATPase subunit C 1Not AvailableHumans
UdTDP-4-dehydrorhamnose 3,5-epimeraseNot AvailablePseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
UPutative uncharacterized proteinNot AvailableVibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)
UPhosphonoacetate hydrolaseNot AvailablePseudomonas fluorescens
UPutative uncharacterized proteinNot AvailableStreptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
RRX6A4PL3C
CAS number
147-71-7
InChI Key
FEWJPZIEWOKRBE-LWMBPPNESA-N
InChI
InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1
IUPAC Name
(2S,3S)-2,3-dihydroxybutanedioic acid
SMILES
O[C@@H]([C@H](O)C(O)=O)C(O)=O

References

Synthesis Reference

Eiji Sato, Akira Yanai, "Method for preparing d-tartaric acid." U.S. Patent US3957579, issued February, 1961.

US3957579
General References
Not Available
Human Metabolome Database
HMDB0029878
KEGG Compound
C02107
PubChem Compound
447315
PubChem Substance
46508249
ChemSpider
388726
BindingDB
50427212
RxNav
1371315
ChEBI
15672
ChEMBL
CHEMBL1200861
ZINC
ZINC000000895296
PDBe Ligand
TAR
Wikipedia
Tartaric_acid
PDB Entries
1cb7 / 1ccw / 1em2 / 1hvv / 1jz8 / 1mze / 1rpa / 1wqs / 2c1l / 2cdq
show 156 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentGeneralized Anxiety1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)172.5 °CPhysProp
water solubility1E+006 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
Predicted Properties
PropertyValueSource
Water Solubility161.0 mg/mLALOGPS
logP-1.3ALOGPS
logP-1.8Chemaxon
logS0.03ALOGPS
pKa (Strongest Acidic)2.72Chemaxon
pKa (Strongest Basic)-4.3Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area115.06 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity26.21 m3·mol-1Chemaxon
Polarizability11.61 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.532
Blood Brain Barrier+0.8035
Caco-2 permeable-0.8783
P-glycoprotein substrateNon-substrate0.7685
P-glycoprotein inhibitor INon-inhibitor0.9789
P-glycoprotein inhibitor IINon-inhibitor0.9739
Renal organic cation transporterNon-inhibitor0.9633
CYP450 2C9 substrateNon-substrate0.8684
CYP450 2D6 substrateNon-substrate0.9168
CYP450 3A4 substrateNon-substrate0.7763
CYP450 1A2 substrateNon-inhibitor0.9357
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9544
CYP450 2C19 inhibitorNon-inhibitor0.9695
CYP450 3A4 inhibitorNon-inhibitor0.8884
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9877
Ames testNon AMES toxic0.9289
CarcinogenicityNon-carcinogens0.6841
BiodegradationReady biodegradable0.9397
Rat acute toxicity1.4627 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9914
hERG inhibition (predictor II)Non-inhibitor0.9749
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00dl-9100000000-8bde7767994dfa024f04
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000b-7900000000-726ac5a26ac0040576be
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0api-5900000000-318c61138dc9aa4b5e37
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-9400000000-e2f449177384116cda35
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-9100000000-e6b1e7d2300a6f04d999
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9100000000-1801ae8ce2b776b8fdc4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-08fu-9000000000-2b43ac636f9561f482de
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-2081c15b682120880d17
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-126.1229803
predicted
DarkChem Lite v0.1.0
[M-H]-125.8115803
predicted
DarkChem Lite v0.1.0
[M-H]-128.0832803
predicted
DarkChem Lite v0.1.0
[M-H]-123.60757
predicted
DeepCCS 1.0 (2019)
[M+H]+128.1871803
predicted
DarkChem Lite v0.1.0
[M+H]+127.0226803
predicted
DarkChem Lite v0.1.0
[M+H]+128.8330803
predicted
DarkChem Lite v0.1.0
[M+H]+126.2256
predicted
DeepCCS 1.0 (2019)
[M+Na]+126.2440803
predicted
DarkChem Lite v0.1.0
[M+Na]+126.0354803
predicted
DarkChem Lite v0.1.0
[M+Na]+127.0094803
predicted
DarkChem Lite v0.1.0
[M+Na]+134.78288
predicted
DeepCCS 1.0 (2019)

Targets

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insights and accelerate drug research.
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Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Oxidoreductase activity, acting on the ch-oh group of donors, nad or nadp as acceptor
Specific Function
Catalyzes the reduction of 2,3-diketo-L-gulonate in the presence of NADH, to form 3-keto-L-gulonate.
Gene Name
dlgD
Uniprot ID
P37672
Uniprot Name
2,3-diketo-L-gulonate reductase
Molecular Weight
36572.395 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Udp-galactose:beta-n-acetylglucosamine beta-1,3-galactosyltransferase activity
Specific Function
Involved in the biosynthesis of L2/HNK-1 carbohydrate epitope on glycoproteins. Can also play a role in glycosaminoglycan biosynthesis. Substrates include asialo-orosomucoid (ASOR), asialo-fetuin, ...
Gene Name
B3GAT1
Uniprot ID
Q9P2W7
Uniprot Name
Galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 1
Molecular Weight
38255.675 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Scaffold protein binding
Specific Function
Stimulates neutrophil and monocyte-mediated inflammatory responses. Triggers release of pro-inflammatory chemokines and cytokines, as well as increased surface expression of cell activation markers...
Gene Name
TREM1
Uniprot ID
Q9NP99
Uniprot Name
Triggering receptor expressed on myeloid cells 1
Molecular Weight
26386.385 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Rna helicase activity
Specific Function
In the process of mRNA degradation, may play a role in mRNA decapping.
Gene Name
DDX6
Uniprot ID
P26196
Uniprot Name
Probable ATP-dependent RNA helicase DDX6
Molecular Weight
54416.42 Da
Kind
Protein
Organism
Thermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
Pharmacological action
Unknown
General Function
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q746J6
Uniprot Name
Cytochrome P450
Molecular Weight
44255.71 Da
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Hydroxylates HIF-1 alpha at 'Asp-803' in the C-terminal transactivation domain (CAD). Functions as an oxygen sensor and, under normoxic conditions, the hydroxylation prevents interaction of HIF-1 w...
Gene Name
HIF1AN
Uniprot ID
Q9NWT6
Uniprot Name
Hypoxia-inducible factor 1-alpha inhibitor
Molecular Weight
40285.25 Da
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Catalyzes the reversible oxidation of 3-phospho-D-glycerate to 3-phosphonooxypyruvate, the first step of the phosphorylated L-serine biosynthesis pathway. Also catalyzes the reversible oxidation of 2-hydroxyglutarate to 2-oxoglutarate.
Specific Function
Nad binding
Gene Name
serA
Uniprot ID
P9WNX3
Uniprot Name
D-3-phosphoglycerate dehydrogenase
Molecular Weight
54553.635 Da
Kind
Protein
Organism
Helicobacter pylori (strain ATCC 700392 / 26695)
Pharmacological action
Unknown
General Function
Acyl-[acyl-carrier-protein]-udp-n-acetylglucosamine o-acyltransferase activity
Specific Function
Involved in the biosynthesis of lipid A, a phosphorylated glycolipid that anchors the lipopolysaccharide to the outer membrane of the cell.
Gene Name
lpxA
Uniprot ID
O25927
Uniprot Name
Acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase
Molecular Weight
29855.195 Da
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transporter activity
Specific Function
Subunit of the peripheral V1 complex of vacuolar ATPase. Subunit C is necessary for the assembly of the catalytic sector of the enzyme and is likely to have a specific function in its catalytic act...
Gene Name
ATP6V1C1
Uniprot ID
P21283
Uniprot Name
V-type proton ATPase subunit C 1
Molecular Weight
43941.245 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pharmacological action
Unknown
General Function
Dtdp-4-dehydrorhamnose 3,5-epimerase activity
Specific Function
Catalyzes the epimerization of the C3' and C5'positions of dTDP-6-deoxy-D-xylo-4-hexulose, forming dTDP-6-deoxy-L-lyxo-4-hexulose.
Gene Name
rmlC
Uniprot ID
Q9HU21
Uniprot Name
dTDP-4-dehydrorhamnose 3,5-epimerase
Molecular Weight
20766.29 Da
Kind
Protein
Organism
Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q9KVB4
Uniprot Name
Uncharacterized protein
Molecular Weight
14647.545 Da
Kind
Protein
Organism
Pseudomonas fluorescens
Pharmacological action
Unknown
General Function
Phosphonoacetate hydrolase activity
Specific Function
Specifically hydrolyzes phosphonoacetate. Does not have activity on other organophosphonates or acetates.
Gene Name
phnA
Uniprot ID
Q51782
Uniprot Name
Phosphonoacetate hydrolase
Molecular Weight
44239.04 Da
Kind
Protein
Organism
Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Oxidoreductase activity
Gene Name
Not Available
Uniprot ID
A0A0H2URW2
Uniprot Name
Uncharacterized protein
Molecular Weight
27147.305 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51