Alpha-hydroxymetoprolol (CED0017813)

Record Information

Version

1.0

Creation Date

2016-05-25 03:29:33 UTC

Update Date

2026-08-19 12:47:01 UTC

SynCED ID

CED0017813

Secondary Accession Numbers

CHEM021401

Identification

Common Name

Alpha-hydroxymetoprolol

Class

Small Molecule

Description

Alpha-hydroxymetoprolol belongs to the phenol ethers, a class of benzenoids within the organic compounds. This compound has the chemical formula C15H25NO4 and an average molecular weight of 283.36 g/mol.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
a-Hydroxymetoprolol	Generator
Α-hydroxymetoprolol	Generator

Chemical Formula

C₁₅H₂₅NO₄

Average Molecular Mass

283.363 g/mol

Monoisotopic Mass

283.178 g/mol

CAS Registry Number

56392-16-6

IUPAC Name

1-[4-(1-hydroxy-2-methoxyethyl)phenoxy]-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

1-[4-(1-hydroxy-2-methoxyethyl)phenoxy]-3-(isopropylamino)propan-2-ol

SMILES

COCC(O)C1=CC=C(OCC(O)CNC(C)C)C=C1

InChI Identifier

InChI=1S/C15H25NO4/c1-11(2)16-8-13(17)9-20-14-6-4-12(5-7-14)15(18)10-19-3/h4-7,11,13,15-18H,8-10H2,1-3H3

InChI Key

OFRYBPCSEMMZHR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Dialkyl ether
Secondary aliphatic amine
Secondary amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic alcohol
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.43 g/L	ALOGPS
logP	1.32	ALOGPS
logP	0.84	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	70.95 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	77.91 m³·mol⁻¹	ChemAxon
Polarizability	32.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0g4j-9660000000-e1e9172ae97c378b1032	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00di-9412200000-dc0a050c4c5172ee4ee0	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1290000000-c263e920644986985034	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00xr-7590000000-728d839fd2e674e4d5d1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9400000000-2e611da703deefc1f44e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00lr-1690000000-c364da9897e5fbb510cc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-5910000000-ef33561583618bd8d3ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9600000000-f1d438a2ca75b083d463	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0090000000-eb9370b59c0f91e97b69	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00xr-9470000000-3155302725eaaade152c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fr-9200000000-aa52c785182011a5d0b0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0290000000-0465161f5ff9467d5305	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0079-1910000000-e506686ee47d7b59675e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000b-1900000000-851c2b41d16c8197b021	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2462.0 Log mg/kg [1400:4400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000479	Effluent?Effluent refers to liquid waste or sewage that is discharged into the environment, typically resulting from industrial processes, municipal wastewater treatment, or agricultural runoff.	Wastewater, sanitation & biosolids	PMC12693618
CEDs000484	Activated sludge?Activated sludge refers to a mixture of microorganisms and organic matter used in the biological treatment of wastewater.	Wastewater, sanitation & biosolids	PMC12693618

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.458 Statistical Significance 0.0025 Supporting Reference Compounds 154 E-value 19.3066
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.404 Applicability Domain 0.458 Statistical Significance 0.0124 Supporting Reference Compounds 1130 E-value 96.2995
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.404 Applicability Domain 0.458 Statistical Significance 0.01 Supporting Reference Compounds 593 E-value 78.0049
Click to view 3D structure	Taste receptor type 2 member 50	P59544	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 45	P59539	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 42	Q7RTR8	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 41	P59536	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 7	Q9NYW3	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 30	P59541	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 60	P59551	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 19	P59542	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Taste receptor type 2 member 20	P59543	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.4 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Beta-1 adrenergic receptor	B0FL73	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.622 Applicability Domain 0.69 Statistical Significance 8.00e-05 Supporting Reference Compounds 37 E-value 0.622794
Click to view 3D structure	Beta-2 adrenergic receptor	Q8K4Z4	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.608 Applicability Domain 0.69 Statistical Significance 8.00e-05 Supporting Reference Compounds 48 E-value 0.622794
Click to view 3D structure	Beta-1 adrenergic receptor	P18090	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.59 Applicability Domain 0.69 Statistical Significance 9.00e-05 Supporting Reference Compounds 43 E-value 0.700643
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.563 Applicability Domain 0.69 Statistical Significance 0.0022 Supporting Reference Compounds 541 E-value 17.049
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	Prediction Confidence Score 0.553 Applicability Domain 0.69 Statistical Significance 3.80e-04 Supporting Reference Compounds 180 E-value 2.95827
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	Prediction Confidence Score 0.538 Applicability Domain 0.69 Statistical Significance 5.00e-04 Supporting Reference Compounds 258 E-value 3.89246
Click to view 3D structure	Beta-2 adrenergic receptor	Q28044	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.481 Applicability Domain 0.533 Statistical Significance 1.40e-04 Supporting Reference Compounds 16 E-value 1.08989
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.469 Applicability Domain 0.519 Statistical Significance 0.004 Supporting Reference Compounds 562 E-value 31.2954
Click to view 3D structure	Beta-1 adrenergic receptor	P34971	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.462 Applicability Domain 0.69 Statistical Significance 6.00e-05 Supporting Reference Compounds 13 E-value 0.467095
Click to view 3D structure	Beta-2 adrenergic receptor	P54833	Canis lupus familiaris	Predicted (SEA)	Prediction Confidence Score 0.453 Applicability Domain 0.578 Statistical Significance 6.00e-05 Supporting Reference Compounds 19 E-value 0.467095
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	Prediction Confidence Score 0.439 Applicability Domain 0.458 Statistical Significance 0.001 Supporting Reference Compounds 145 E-value 7.94062
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.437 Applicability Domain 0.458 Statistical Significance 0.0119 Supporting Reference Compounds 953 E-value 92.5627
Click to view 3D structure	Beta-2 adrenergic receptor	P10608	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.634 Statistical Significance 1.70e-04 Supporting Reference Compounds 24 E-value 1.32344