P-ETHYLPHENOL

Relevant Data

Food Additives Approved by WHO:

Flavouring Substances Approved by European Union:

  • 4-Ethylphenol [show]

General Information

MaintermP-ETHYLPHENOL
Doc TypeASP
CAS Reg.No.(or other ID)123-07-9
Regnum

From www.fda.gov

Computed Descriptors

Download SDF
2D Structure
CID31242
IUPAC Name4-ethylphenol
InChIInChI=1S/C8H10O/c1-2-7-3-5-8(9)6-4-7/h3-6,9H,2H2,1H3
InChI KeyHXDOZKJGKXYMEW-UHFFFAOYSA-N
Canonical SMILESCCC1=CC=C(C=C1)O
Molecular FormulaC8H10O
Wikipedia4-ethylphenol

From Pubchem

Computed Properties

Property Name Property Value
Molecular Weight122.167
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Complexity72.6
CACTVS Substructure Key Fingerprint A A A D c c B w I A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A G g A A C A A A D A S A m A A y B o A A A g C A A i B C A A A C A A A g I A A I i A A G C I g I J i K C E R K A c A A k w B E I m A e A w I A O I A A A A A A A A A B A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area20.2
Monoisotopic Mass122.073
Exact Mass122.073
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count9
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem

Food Additives Biosynthesis/Degradation

ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8857
Human Intestinal AbsorptionHIA+0.9972
Caco-2 PermeabilityCaco2+0.9131
P-glycoprotein SubstrateNon-substrate0.7083
P-glycoprotein InhibitorNon-inhibitor0.9549
Non-inhibitor0.9754
Renal Organic Cation TransporterNon-inhibitor0.8893
Distribution
Subcellular localizationMitochondria0.7339
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7465
CYP450 2D6 SubstrateNon-substrate0.8717
CYP450 3A4 SubstrateNon-substrate0.7343
CYP450 1A2 InhibitorInhibitor0.6966
CYP450 2C9 InhibitorNon-inhibitor0.8569
CYP450 2D6 InhibitorNon-inhibitor0.9623
CYP450 2C19 InhibitorNon-inhibitor0.7314
CYP450 3A4 InhibitorNon-inhibitor0.9220
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7336
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7754
Non-inhibitor0.9461
AMES ToxicityNon AMES toxic0.9596
CarcinogensNon-carcinogens0.6511
Fish ToxicityHigh FHMT0.7855
Tetrahymena Pyriformis ToxicityHigh TPT0.9718
Honey Bee ToxicityHigh HBT0.8275
BiodegradationNot ready biodegradable0.5230
Acute Oral ToxicityIII0.5860
Carcinogenicity (Three-class)Non-required0.5882

From admetSAR

ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-1.3042LogS
Caco-2 Permeability1.5541LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2359LD50, mol/kg
Fish Toxicity1.1418pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.1124pIGC50, ug/L

From admetSAR

Toxicity Profile

Route of ExposureDermal ; inhalation ; oral
Mechanism of ToxicityMetabolized to 1- and 2- phenylethanol .
Metabolism
Toxicity Values
Lethal Dose
Carcinogenicity (IARC Classification)No indication of carcinogenicity (not listed by IARC).
Minimum Risk Level
Health EffectsRespiratory distress, cardiovascular collapse, shock, ventricular tachycardia, and coma in an adult. Liver, lung, central nervous system and renal injury may also occur (T36).
TreatmentConsider activated charcoal. Monitor for respiratory distress in case of inhalation exposure. Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes.
Reference
  1. David DJ, Bourin M, Hascoet M, Colombel MC, Baker GB, Jolliet P: Comparison of antidepressant activity in 4- and 40-week-old male mice in the forced swimming test: involvement of 5-HT1A and 5-HT1B receptors in old mice. Psychopharmacology (Berl). 2001 Feb;153(4):443-9.[11243491 ]

From T3DB

Taxonomic Classification

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenols
Subclass1-hydroxy-2-unsubstituted benzenoids
Intermediate Tree NodesNot available
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
Substituents1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.

From ClassyFire

Targets

Target Details

Estrogen receptor

General Function:
Zinc ion binding
Specific Function:
Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription factors, such as AP-1/c-Jun, c-Fos, ATF-2, Sp1 and Sp3, to mediate ERE-independent signaling. Ligand binding induces a conformational change allowing subsequent or combinatorial association with multiprotein coactivator complexes through LXXLL motifs of their respective components. Mutual transrepression occurs between the estrogen receptor (ER) and NF-kappa-B in a cell-type specific manner. Decreases NF-kappa-B DNA-binding activity and inhibits NF-kappa-B-mediated transcription from the IL6 promoter and displace RELA/p65 and associated coregulators from the promoter. Recruited to the NF-kappa-B response element of the CCL2 and IL8 promoters and can displace CREBBP. Present with NF-kappa-B components RELA/p65 and NFKB1/p50 on ERE sequences. Can also act synergistically with NF-kappa-B to activate transcription involving respective recruitment adjacent response elements; the function involves CREBBP. Can activate the transcriptional activity of TFF1. Also mediates membrane-initiated estrogen signaling involving various kinase cascades. Isoform 3 is involved in activation of NOS3 and endothelial nitric oxide production. Isoforms lacking one or several functional domains are thought to modulate transcriptional activity by competitive ligand or DNA binding and/or heterodimerization with the full length receptor. Essential for MTA1-mediated transcriptional regulation of BRCA1 and BCAS3. Isoform 3 can bind to ERE and inhibit isoform 1.
Gene Name:
ESR1
Uniprot ID:
P03372
Molecular Weight:
66215.45 Da
References
  1. Dang Z: Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications. Toxicol Lett. 2010 Feb 15;192(3):298-315. doi: 10.1016/j.toxlet.2009.11.004. Epub 2009 Nov 12. [19913605 ]
Target Details

Estrogen receptor beta

General Function:
Zinc ion binding
Specific Function:
Nuclear hormone receptor. Binds estrogens with an affinity similar to that of ESR1, and activates expression of reporter genes containing estrogen response elements (ERE) in an estrogen-dependent manner (PubMed:20074560). Isoform beta-cx lacks ligand binding ability and has no or only very low ere binding activity resulting in the loss of ligand-dependent transactivation ability. DNA-binding by ESR1 and ESR2 is rapidly lost at 37 degrees Celsius in the absence of ligand while in the presence of 17 beta-estradiol and 4-hydroxy-tamoxifen loss in DNA-binding at elevated temperature is more gradual.
Gene Name:
ESR2
Uniprot ID:
Q92731
Molecular Weight:
59215.765 Da
References
  1. Dang Z: Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications. Toxicol Lett. 2010 Feb 15;192(3):298-315. doi: 10.1016/j.toxlet.2009.11.004. Epub 2009 Nov 12. [19913605 ]

From T3DB