NAV

2,4-Dihydroxy-Trans Cinnamic Acid

Identification

Generic Name
2,4-Dihydroxy-Trans Cinnamic Acid
DrugBank Accession Number
DB01704
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 180.1574
Monoisotopic: 180.042258744
Chemical Formula
C9H8O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChymotrypsinogen BNot AvailableHumans
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
Sub Class
Hydroxycinnamic acids and derivatives
Direct Parent
Hydroxycinnamic acids
Alternative Parents
Cinnamic acids / Styrenes / Resorcinols / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Cinnamic acid / Hydrocarbon derivative / Hydroxycinnamic acid
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
U8G3LS2JEX
CAS number
614-86-8
InChI Key
HGEFWFBFQKWVMY-DUXPYHPUSA-N
InChI
InChI=1S/C9H8O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
IUPAC Name
(2E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
SMILES
OC(=O)\C=C\C1=C(O)C=C(O)C=C1

References

General References
Not Available
Human Metabolome Database
HMDB0126377
PubChem Compound
446611
PubChem Substance
46504653
ChemSpider
393925
ChEMBL
CHEMBL1235981
ZINC
ZINC000002043461
PDBe Ligand
SN1
PDB Entries
1k2i

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.59 mg/mLALOGPS
logP1.49ALOGPS
logP1.53Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)3.64Chemaxon
pKa (Strongest Basic)-5.6Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area77.76 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity47.02 m3·mol-1Chemaxon
Polarizability17.11 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9611
Blood Brain Barrier+0.6692
Caco-2 permeable+0.7742
P-glycoprotein substrateNon-substrate0.6896
P-glycoprotein inhibitor INon-inhibitor0.9768
P-glycoprotein inhibitor IINon-inhibitor0.9922
Renal organic cation transporterNon-inhibitor0.9234
CYP450 2C9 substrateNon-substrate0.7758
CYP450 2D6 substrateNon-substrate0.9174
CYP450 3A4 substrateNon-substrate0.7255
CYP450 1A2 substrateNon-inhibitor0.847
CYP450 2C9 inhibitorNon-inhibitor0.5357
CYP450 2D6 inhibitorNon-inhibitor0.969
CYP450 2C19 inhibitorNon-inhibitor0.6149
CYP450 3A4 inhibitorNon-inhibitor0.5707
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7064
Ames testNon AMES toxic0.9761
CarcinogenicityNon-carcinogens0.8844
BiodegradationReady biodegradable0.8092
Rat acute toxicity2.0077 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9542
hERG inhibition (predictor II)Non-inhibitor0.9799
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-MSsplash10-001i-1900000000-3b82ee14dba944ef5a35
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03yr-0900000000-0aa8d0ea3a527d2daa63
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-5ed320dbb1518cf363b8
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014r-1900000000-e9856cd93bf45a898811
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-e135bc3cd617022fb04d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014l-8900000000-7e0663676ea774025df9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-066u-9500000000-272a3316f54f0ae50a82
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]-147.0646277
predicted
DarkChem Lite v0.1.0
[M-H]-146.6676277
predicted
DarkChem Lite v0.1.0
[M-H]-144.64828
predicted
DeepCCS 1.0 (2019)
[M+H]+148.6238277
predicted
DarkChem Lite v0.1.0
[M+H]+149.4745277
predicted
DarkChem Lite v0.1.0
[M+H]+147.04385
predicted
DeepCCS 1.0 (2019)
[M+Na]+147.3958277
predicted
DarkChem Lite v0.1.0
[M+Na]+147.4193277
predicted
DarkChem Lite v0.1.0
[M+Na]+152.95638
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Chymotrypsinogen B
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Not Available
Gene Name
CTRB1
Uniprot ID
P17538
Uniprot Name
Chymotrypsinogen B
Molecular Weight
27869.74 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]

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