Showing Compound Card for 3-Hydroxy-3-phenylpropanoic acid (CDB005069)

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Record Information
Version1.0
Created at2020-04-17 19:06:14 UTC
Updated at2020-11-18 16:39:16 UTC
CannabisDB IDCDB005069
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3-Hydroxy-3-phenylpropanoic acid
Description(R)-3-hydroxy-3-phenylpropionic acid belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid (R)-3-hydroxy-3-phenylpropionic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Hydroxy-3-phenylpropanoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-Hydroxy-3-phenylpropanoateGenerator
(R)-3-Hydroxy-3-phenylpropionateHMDB
(3R)-3-Hydroxy-3-phenylpropanoic acidHMDB
(3R)-3-Hydroxy-3-phenylpropionic acidHMDB
(R)-(+)-3-Hydroxy-3-phenylpropanoic acidHMDB
(R)-(+)-3-Hydroxy-3-phenylpropionic acidHMDB
(R)-3-Hydroxy-3-phenylpropanoic acidHMDB
(R)-3-Hydroxy-3-phenylpropanoicacidHMDB
(R)-3-Hydroxy-3-phenylpropionic acidHMDB
(R)-3-Hydroxybenzenepropanoic acidHMDB
(R)-3-Hydroxybenzenepropionic acidHMDB
(BetaR)-beta-hydroxybenzenepropanoic acidHMDB
(BetaR)-beta-hydroxybenzenepropionic acidHMDB
(ΒR)-β-hydroxybenzenepropanoic acidHMDB
(ΒR)-β-hydroxybenzenepropionic acidHMDB
3-Hydroxy-3-phenylpropionic acidHMDB
3-Phenyl-3-hydroxypropanoic acidHMDB
3-Phenyl-3-hydroxypropionic acidHMDB
D(+)-beta-Phenylhydracrylic acidHMDB
D(+)-Β-phenylhydracrylic acidHMDB
beta-Hydroxy-beta-phenylpropanoic acidHMDB
beta-Hydroxy-beta-phenylpropionic acidHMDB
beta-Hydroxybenzenepropanoic acidHMDB
beta-Hydroxybenzenepropionic acidHMDB
beta-Phenylhydracrylic acidHMDB
Β-hydroxy-β-phenylpropanoic acidHMDB
Β-hydroxy-β-phenylpropionic acidHMDB
Β-hydroxybenzenepropanoic acidHMDB
Β-hydroxybenzenepropionic acidHMDB
Β-phenylhydracrylic acidHMDB
3-Hydroxy-3-phenylpropanoic acidHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.18
Monoisotopic Molecular Weight166.063
IUPAC Name(3R)-3-hydroxy-3-phenylpropanoic acid
Traditional Name(3R)-3-hydroxy-3-phenylpropanoic acid
CAS Registry Number2768-42-5
SMILES
O[C@H](CC(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1
InChI KeyAYOLELPCNDVZKZ-MRVPVSSYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • Beta-hydroxy acid
  • Monocyclic benzene moiety
  • Benzenoid
  • Hydroxy acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organooxygen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.75ALOGPS
logP0.98ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)4.37ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.33 m³·mol⁻¹ChemAxon
Polarizability16.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3-Hydroxy-3-phenylpropanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-Hydroxy-3-phenylpropanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-Hydroxy-3-phenylpropanoic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-Hydroxy-3-phenylpropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-68bb504d2fb8d9e9fa962021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ufr-9700000000-ac7a6b743cd5c85df4912021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-9800000000-a42b16fa5f1e750f22ee2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fmi-2900000000-bb272936312950c857992021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-5900000000-582ef1374c5d4a5f9f862021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9200000000-90fce6caffa288cd26a32021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Sulfotransferase family cytosolic 2B member 1SULT2B119q13.3O00204 details
UDP-glucuronosyltransferase 1-1UGT1A12q37P22309 details
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0124925
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB083846
KNApSAcK IDNot Available
Chemspider ID5323741
KEGG Compound IDNot Available
BioCyc IDCPD-12218
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6950815
PDB IDNot Available
ChEBI ID51059
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Sulfotransferase family cytosolic 2B member 1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:
SULT2B1
Uniprot ID:
O00204
Molecular weight:
39598.595
Enzyme Details
2. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91