Nylidrin (CED0017017)

Record Information

Version

1.0

Creation Date

2016-05-22 03:44:33 UTC

Update Date

2026-08-20 03:57:40 UTC

SynCED ID

CED0017017

Secondary Accession Numbers

CHEM016816

Identification

Common Name

Nylidrin

Class

Small Molecule

Description

Nylidrin is an organic compound with the formula C19H25NO2 and an average molecular weight of 299.41 g/mol. Nylidrin belongs to the phenylpropanes, a subclass of benzene and substituted derivatives within the organic compounds. This compound is found in or released from two recorded sources: pharmaceuticals & veterinary products, specifically as gynecologicals and peripheral vasodilators. The recorded route of exposure is oral. Nylidrin acts on two recorded protein targets: the interferon alpha/beta receptor 2 (IFNAR2) and the voltage-dependent T-type calcium channel subunit alpha-1I (CACNA1I), where it functions as both an agonist and an antagonist.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Buphenine	ChEMBL, MeSH
Dilatol	MeSH
Aventis brand OF buphenine hydrochloride	MeSH
Nylidrin hydrochloride	MeSH
Nylidrin	MeSH
Hydrochloride, nylidrin	MeSH
Buphenin	MeSH
Arlidin	MeSH
Bufenine	MeSH
Fardi brand OF buphenine hydrochloride	MeSH

Chemical Formula

C₁₉H₂₅NO₂

Average Molecular Mass

299.414 g/mol

Monoisotopic Mass

299.189 g/mol

CAS Registry Number

447-41-6

IUPAC Name

4-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]propyl}phenol

Traditional Name

nylidrin

SMILES

CC(CCC1=CC=CC=C1)NC(C)C(O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C19H25NO2/c1-14(8-9-16-6-4-3-5-7-16)20-15(2)19(22)17-10-12-18(21)13-11-17/h3-7,10-15,19-22H,8-9H2,1-2H3

InChI Key

PTGXAUBQBSGPKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic 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	0.02 g/L	ALOGPS
logP	2.73	ALOGPS
logP	3.05	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.25	ChemAxon
pKa (Strongest Basic)	10.11	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.06 m³·mol⁻¹	ChemAxon
Polarizability	34.56 Å³	ChemAxon
Number of Rings	2	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	splash10-00dl-4910000000-4cd17eb531edd28cb3a9	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	splash10-0f89-0293000000-f142968bcdf49a548f10	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-9700000000-3155725d252c08ccd22a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f6x-5900000000-86247a84b7fcad693d76	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-0198000000-74731dd8c6a5f171ed99	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f89-0293000000-732af6e5e27da809b20b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9600000000-0f08ddfe4734856c0f4a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-9700000000-4d428ff1df8ad94d734a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-0198000000-327cbeec5329b00dd210	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f89-1691000000-fea819b3c7163f6c31f4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-8900000000-cff51059692e6d8c95fc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-3968000000-14c1c23d6065d6e47e9c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-1490000000-87a22c3bf1702bac4f42	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-9800000000-42416a0d8a9cb41507a0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-0198000000-ced3d3b14df05194c9fe	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f7o-4900000000-fc055100bf15ee14417c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f6x-5900000000-6d284bb7376a0c8010ce	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udl-4900000000-a3b614a66617f1e61a28	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-0198000000-9de405340b3d0a2309a6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9400000000-4f727777987f254c8636	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f89-0391000000-bbf71491a3d117757164	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f6x-6900000000-4d736f0c18791ea96d5d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-7900000000-520f0421110c76ec7ecf	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0039000000-40d10fa4cf630abc87d6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9700000000-94f0a16a998e0d16c1f8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9600000000-d30233ef5e0470e7ad32	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f7o-7910000000-50aef3aeb2ba433b60a3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uec-4931000000-569051c938262aba3d14	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014l-9100000000-9fa1436a6e60978a4d3b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9500000000-8c56b78f64478be0e2a7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f6x-6900000000-086eb036f7a1b9cbbe52	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9500000000-82c32404a9c145e4595e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9400000000-6b0a5cd71e89b1b76297	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9600000000-263a0c5f412964b44a13	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uec-6932000000-88d6b4abbd2b0d6d96c9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-2940000000-e06b8795fc5f3cd1c672	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9200000000-e552b617b978f9ac8cb6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9100000000-e36cce3c9c31153a0622	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9300000000-1c2020cc4be4544f2de0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9300000000-1f368b11690a2cb726a5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udl-3910000000-2fdd3203878841f0bfbc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-9800000000-15bf31df3029a2b2ab2d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9400000000-af5b250806caeb5036f5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uec-4931000000-8cea6ec983a194a8de97	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9600000000-35dcdcbec3509cb9ff42	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9500000000-ee1a499372a900461c69	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9300000000-ba63de683ddf85b639a8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014l-9000000000-9fa1436a6e60978a4d3b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f89-1691000000-be5cfdc3666c678c0891	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f89-0396000000-3b710de6ac4d07a8176a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-2951000000-785765dae76d274a3d06	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9500000000-4896467b5d1e29279075	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0190000000-64e391cf00c522402936	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000t-0690000000-7e41cea3e0e9ae697ff3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-4900000000-b74f7591389f48287c86	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1080.0 Log mg/kg [610:1900]	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	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	Not Available
CEDs000291	Peripheral vasodilators?Peripheral vasodilators are synthetic chemicals that promote the widening of blood vessels, enhancing blood flow to extremities.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000316	Gynecologicals?Gynecologicals encompass a range of synthetic chemicals used in the treatment of various women's health issues, including hormonal therapies, contraceptives, and antifungal agents.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	Not Available
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	Not Available
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	Not Available
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	Not Available

Pathways

2 pathwaysPathway Source: PathBank

Nylidrin Action Pathway

Nylidrin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.462 Applicability Domain 0.571 Statistical Significance 0.0044 Supporting Reference Compounds 562 E-value 34.3315
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.429 Applicability Domain 0.455 Statistical Significance 0.0056 Supporting Reference Compounds 686 E-value 43.6734
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.423 Applicability Domain 0.423 Statistical Significance 0.005 Supporting Reference Compounds 229 E-value 39.0025
Click to view 3D structure	Glutamate receptor ionotropic, NMDA 2B	Q13224	Humans	Predicted (SEA)	Prediction Confidence Score 0.423 Applicability Domain 0.423 Statistical Significance 6.40e-04 Supporting Reference Compounds 54 E-value 4.98235
Click to view 3D structure	Sigma intracellular receptor 2	Q5U3Y7	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.423 Applicability Domain 0.423 Statistical Significance 0.002 Supporting Reference Compounds 110 E-value 15.8034
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.421 Applicability Domain 0.571 Statistical Significance 0.0036 Supporting Reference Compounds 451 E-value 27.7143
Click to view 3D structure	Beta-2 adrenergic receptor	P10608	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.405 Applicability Domain 0.585 Statistical Significance 2.50e-04 Supporting Reference Compounds 24 E-value 1.94623
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.401 Applicability Domain 0.423 Statistical Significance 0.0056 Supporting Reference Compounds 487 E-value 43.2842
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.423 Statistical Significance 0.0127 Supporting Reference Compounds 823 E-value 99.1799
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.423 Statistical Significance 0.0187 Supporting Reference Compounds 955 E-value 145.578
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.423 Statistical Significance 0.0114 Supporting Reference Compounds 565 E-value 88.5924
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.423 Statistical Significance 0.0078 Supporting Reference Compounds 376 E-value 60.411
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.392 Applicability Domain 0.423 Statistical Significance 0.0098 Supporting Reference Compounds 536 E-value 76.2922
Click to view 3D structure	Beta-3 adrenergic receptor	P26255	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.387 Applicability Domain 0.585 Statistical Significance 1.50e-04 Supporting Reference Compounds 16 E-value 1.16774
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.386 Applicability Domain 0.423 Statistical Significance 0.0199 Supporting Reference Compounds 953 E-value 155.076
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.385 Applicability Domain 0.571 Statistical Significance 0.0129 Supporting Reference Compounds 593 E-value 100.815
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	Prediction Confidence Score 0.384 Applicability Domain 0.455 Statistical Significance 0.0032 Supporting Reference Compounds 258 E-value 25.301
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.376 Applicability Domain 0.571 Statistical Significance 0.0281 Supporting Reference Compounds 527 E-value 218.756
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	Prediction Confidence Score 0.375 Applicability Domain 0.571 Statistical Significance 0.0018 Supporting Reference Compounds 145 E-value 14.4021
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	Prediction Confidence Score 0.371 Applicability Domain 0.455 Statistical Significance 0.0028 Supporting Reference Compounds 180 E-value 21.6421
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.361 Applicability Domain 0.455 Statistical Significance 0.0111 Supporting Reference Compounds 506 E-value 86.4905
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.357 Applicability Domain 0.423 Statistical Significance 0.0563 Supporting Reference Compounds 1498 E-value 438.135
Click to view 3D structure	Beta-2 adrenergic receptor	Q8K4Z4	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.351 Applicability Domain 0.455 Statistical Significance 0.0013 Supporting Reference Compounds 48 E-value 10.3539
Click to view 3D structure	Alkaline ceramidase 2	Q5QJU3	Humans	Predicted (SEA)	Prediction Confidence Score 0.346 Applicability Domain 0.346 Statistical Significance 4.70e-04 Supporting Reference Compounds 1 E-value 3.65891
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	Prediction Confidence Score 0.34 Applicability Domain 0.455 Statistical Significance 0.0106 Supporting Reference Compounds 258 E-value 82.2088