NAV

Beta-Hydroxytryptophane

Identification

Generic Name
Beta-Hydroxytryptophane
DrugBank Accession Number
DB04159
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 220.2246
Monoisotopic: 220.08479226
Chemical Formula
C11H12N2O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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 indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolyl carboxylic acids and derivatives
Direct Parent
Indolyl carboxylic acids and derivatives
Alternative Parents
3-alkylindoles / L-alpha-amino acids / Aralkylamines / Beta hydroxy acids and derivatives / Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Secondary alcohols / Amino acids / Monocarboxylic acids and derivatives
show 7 more
Substituents
3-alkylindole / Alcohol / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aralkylamine / Aromatic alcohol / Aromatic heteropolycyclic compound
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ITFHGBKXKUVKBW-UWVGGRQHSA-N
InChI
InChI=1S/C11H12N2O3/c12-9(11(15)16)10(14)7-5-13-8-4-2-1-3-6(7)8/h1-5,9-10,13-14H,12H2,(H,15,16)/t9-,10-/m0/s1
IUPAC Name
(2S,3S)-2-amino-3-hydroxy-3-(1H-indol-3-yl)propanoic acid
SMILES
[H][C@@](N)(C(O)=O)[C@@]([H])(O)C1=CNC2=CC=CC=C12

References

General References
Not Available
PubChem Compound
6857734
PubChem Substance
46508787
ChemSpider
5257065
ZINC
ZINC000008381928
PDBe Ligand
HTR
PDB Entries
1b80 / 1qpa / 1rov / 6a6q / 6iss

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 Solubility9.39 mg/mLALOGPS
logP-1.2ALOGPS
logP-2Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.3Chemaxon
pKa (Strongest Basic)8.83Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area99.34 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity57.41 m3·mol-1Chemaxon
Polarizability21.59 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9828
Blood Brain Barrier+0.7961
Caco-2 permeable-0.6814
P-glycoprotein substrateNon-substrate0.7292
P-glycoprotein inhibitor INon-inhibitor0.991
P-glycoprotein inhibitor IINon-inhibitor0.9765
Renal organic cation transporterNon-inhibitor0.9286
CYP450 2C9 substrateNon-substrate0.8599
CYP450 2D6 substrateNon-substrate0.8151
CYP450 3A4 substrateNon-substrate0.8168
CYP450 1A2 substrateNon-inhibitor0.6108
CYP450 2C9 inhibitorNon-inhibitor0.8538
CYP450 2D6 inhibitorNon-inhibitor0.9462
CYP450 2C19 inhibitorNon-inhibitor0.8119
CYP450 3A4 inhibitorNon-inhibitor0.8708
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9393
Ames testNon AMES toxic0.9142
CarcinogenicityNon-carcinogens0.8962
BiodegradationNot ready biodegradable0.7461
Rat acute toxicity2.1125 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9881
hERG inhibition (predictor II)Non-inhibitor0.9314
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-MSsplash10-002g-7910000000-94035dc05c0a6ec3ae77
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fk9-0490000000-47a82fe40395f662d45a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0920000000-3563d133f58b4d12dd84
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-066r-0910000000-c5ef62c1d7ce208e3d67
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0axr-4900000000-77eec2d16459e0fc08e0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-1900000000-d2bd178e1bba19ea56cb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-1900000000-5096caaf5c9d98c66040
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]-144.95668
predicted
DeepCCS 1.0 (2019)
[M+H]+147.35262
predicted
DeepCCS 1.0 (2019)
[M+Na]+153.46593
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52