O-Demethylmetoprolol (CED0027167)

Record Information

Version

1.0

Creation Date

2016-06-03 11:20:00 UTC

Update Date

2026-08-19 07:34:36 UTC

SynCED ID

CED0027167

Secondary Accession Numbers

CHEM043839

Identification

Common Name

O-Demethylmetoprolol

Class

Small Molecule

Description

O-Demethylmetoprolol (C14H23NO3) is an organic compound with an average molecular weight of 253.34 g/mol. O-Demethylmetoprolol belongs to the tyrosols and derivatives, a subclass of phenols within the organic compounds. It is classified as part of the benzenoids superclass. This compound has been found in or released from one recorded source: drinking water and water supply (drinking water). The recorded exposure route for this substance is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
H105-22, (+-)-Isomer	MeSH

Chemical Formula

C₁₄H₂₃NO₃

Average Molecular Mass

253.342 g/mol

Monoisotopic Mass

253.168 g/mol

CAS Registry Number

62572-94-5

IUPAC Name

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

Traditional Name

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

SMILES

CC(C)NCC(O)COC1=CC=C(CCO)C=C1

InChI Identifier

InChI=1S/C14H23NO3/c1-11(2)15-9-13(17)10-18-14-5-3-12(4-6-14)7-8-16/h3-6,11,13,15-17H,7-10H2,1-2H3

InChI Key

CUKXSBOAIJILRY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols and derivatives

Alternative Parents

Substituents

Tyrosol derivative
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Ether
Secondary aliphatic amine
Organopnictogen compound
Primary alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
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	0.67 g/L	ALOGPS
logP	1.17	ALOGPS
logP	1.12	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	71.95 m³·mol⁻¹	ChemAxon
Polarizability	29.52 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	splash10-059i-7920000000-23117fa3f9d70cb65e85	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fr-6900000000-2efb4c0d326d4a9cb5ef	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0pbd-9600000000-bf796a9e34f6eb2f304d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kor-5910000000-eada6a8fc07fc23d1ce7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fr2-9200000000-eba2d01aefc2791ffb79	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fu-8900000000-128ebe6a353f776313bd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kor-5910000000-0029fbf3ef0abbfbc13f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fr-6900000000-cd0714383b55b9e5834d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kor-5910000000-9e35acc99b49ad465b3a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-1290000000-8205e802d3a4ceb4266d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0090000000-9bc726d13128176915b3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fu-9800000000-0de5050ddc9d36354a72	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fu-9800000000-893993b5f6a69dfd9dfe	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kfy-9500000000-cf22b3e1c106d1650240	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kb-9200000000-e546dab265be6a79140a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052e-9300000000-f92869c6237df88096a3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f79-0390000000-1ee1832fbe3322c8cf58	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-6940000000-d44eeb1769882df1d65d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9500000000-2b7b6b0dfcca9f6d1795	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1490000000-8307200337a9b7694cc0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-0910000000-38ee79fe6a9281d47295	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-2900000000-986892a9160efac046ec	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2178.0 Log mg/kg [1200:3900]	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
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
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	Beta-1 adrenergic receptor	B0FL73	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.687 Applicability Domain 0.75 Statistical Significance 5.00e-05 Supporting Reference Compounds 37 E-value 0.389246
Click to view 3D structure	Beta-1 adrenergic receptor	P18090	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.675 Applicability Domain 0.75 Statistical Significance 5.00e-05 Supporting Reference Compounds 43 E-value 0.389246
Click to view 3D structure	Beta-2 adrenergic receptor	Q8K4Z4	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.658 Applicability Domain 0.75 Statistical Significance 2.00e-05 Supporting Reference Compounds 48 E-value 0.155698
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	Prediction Confidence Score 0.627 Applicability Domain 0.75 Statistical Significance 1.80e-04 Supporting Reference Compounds 180 E-value 1.40129
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.599 Applicability Domain 0.75 Statistical Significance 0.0015 Supporting Reference Compounds 541 E-value 11.8331
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	Prediction Confidence Score 0.592 Applicability Domain 0.75 Statistical Significance 2.10e-04 Supporting Reference Compounds 258 E-value 1.63483
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.498 Applicability Domain 0.625 Statistical Significance 0.0025 Supporting Reference Compounds 562 E-value 19.4623
Click to view 3D structure	Beta-2 adrenergic receptor	Q28044	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.485 Applicability Domain 0.638 Statistical Significance 1.40e-04 Supporting Reference Compounds 16 E-value 1.08989
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	Prediction Confidence Score 0.448 Applicability Domain 0.468 Statistical Significance 9.10e-04 Supporting Reference Compounds 145 E-value 7.08428
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.446 Applicability Domain 0.468 Statistical Significance 0.011 Supporting Reference Compounds 953 E-value 85.4784
Click to view 3D structure	Beta-1 adrenergic receptor	P34971	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.443 Applicability Domain 0.75 Statistical Significance 1.10e-04 Supporting Reference Compounds 13 E-value 0.856341
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.434 Applicability Domain 0.468 Statistical Significance 0.0078 Supporting Reference Compounds 1130 E-value 60.8781
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.434 Applicability Domain 0.468 Statistical Significance 0.0065 Supporting Reference Compounds 593 E-value 50.6798
Click to view 3D structure	Beta-2 adrenergic receptor	P54833	Canis lupus familiaris	Predicted (SEA)	Prediction Confidence Score 0.428 Applicability Domain 0.591 Statistical Significance 1.00e-04 Supporting Reference Compounds 19 E-value 0.778492
Click to view 3D structure	Beta-2 adrenergic receptor	P10608	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.428 Applicability Domain 0.737 Statistical Significance 1.10e-04 Supporting Reference Compounds 24 E-value 0.856341
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.416 Applicability Domain 0.468 Statistical Significance 0.0025 Supporting Reference Compounds 154 E-value 19.1509
Click to view 3D structure	Sigma intracellular receptor 2	Q5BJF2	Humans	Predicted (SEA)	Prediction Confidence Score 0.41 Applicability Domain 0.625 Statistical Significance 0.0034 Supporting Reference Compounds 308 E-value 26.313
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.394 Applicability Domain 0.468 Statistical Significance 0.0135 Supporting Reference Compounds 823 E-value 104.941
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.394 Applicability Domain 0.468 Statistical Significance 0.0195 Supporting Reference Compounds 955 E-value 151.962
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.393 Applicability Domain 0.468 Statistical Significance 0.0094 Supporting Reference Compounds 686 E-value 73.2561
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.391 Applicability Domain 0.468 Statistical Significance 0.01 Supporting Reference Compounds 536 E-value 77.7714
Click to view 3D structure	DNA (cytosine-5)-methyltransferase 1	P13864	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.385 Applicability Domain 0.385 Statistical Significance 1.10e-04 Supporting Reference Compounds 1 E-value 0.856341
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.374 Applicability Domain 0.468 Statistical Significance 0.0434 Supporting Reference Compounds 1498 E-value 338.255
Click to view 3D structure	Extracellular calcium-sensing receptor	P41180	Humans	Predicted (SEA)	Prediction Confidence Score 0.357 Applicability Domain 0.424 Statistical Significance 3.70e-04 Supporting Reference Compounds 18 E-value 2.88042
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Predicted (SEA)	Prediction Confidence Score 0.356 Applicability Domain 0.468 Statistical Significance 0.0091 Supporting Reference Compounds 337 E-value 70.9985