Phenoxyethanol

Details

• Internal ID: 93c2a330-b03d-4153-a8dc-f1a950151731
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: 2-phenoxyethanol
• SMILES (Canonical): C1=CC=C(C=C1)OCCO
• SMILES (Isomeric): C1=CC=C(C=C1)OCCO
• InChI: InChI=1S/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2
• InChI Key: QCDWFXQBSFUVSP-UHFFFAOYSA-N
• Popularity: 2,469 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16 g/mol
• Exact Mass: 138.068079557 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Phenoxyethanol
• 122-99-6
• Ethylene glycol monophenyl ether
• Phenyl cellosolve
• Phenoxethol
• Phenoxytol
• Ethanol, 2-phenoxy-
• 2-Phenoxyethan-1-Ol
• Ethylene glycol phenyl ether
• 1-Hydroxy-2-phenoxyethane
• Phenoxetol
• Phenoxyethyl alcohol
• Rose ether
• Phenylmonoglycol ether
• Arosol
• Fenyl-cellosolve
• 2-Fenoxyethanol
• Dowanol EP
• 2-Phenoxyethyl alcohol
• Glycol monophenyl ether
• 2-Hydroxyethyl phenyl ether
• Fenylcelosolv
• Phenylglycol
• Dowanol EPH
• 2-Phenoxy-ethanol
• Emery 6705
• Emeressence 1160
• EGMPE
• NSC 1864
• beta-Hydroxyethyl phenyl ether
• Plastiazan-41
• NSC-1864
• MFCD00002857
• PHE-G
• .beta.-Hydroxyethyl phenyl ether
• HSDB 5595
• UNII-HIE492ZZ3T
• EINECS 204-589-7
• HIE492ZZ3T
• BRN 1364011
• CCRIS 9481
• Phenoxyethanol [NF]
• AI3-00752()C
• DTXSID9021976
• CHEBI:64275
• .beta.-Phenoxyethyl alcohol
• 2-Phenoxyethyl--d4 Alcohol
• DTXCID401976
• Ethylene glycol-monophenyl ether
• FEMA NO. 4620
• NSC1864
• EC 204-589-7
• 4-06-00-00571 (Beilstein Handbook Reference)
• Phenoxyethanol (NF)
• NCGC00090731-01
• NCGC00090731-05
• PHENOXYETHANOL (II)
• PHENOXYETHANOL [II]
• PHENOXYETHANOL (MART.)
• PHENOXYETHANOL [MART.]
• PHENOXYETHANOL (USP-RS)
• PHENOXYETHANOL [USP-RS]
• Fenylcelosolv [Czech]
• 2-Fenoxyethanol [Czech]
• Fenyl-cellosolve [Czech]
• PHENOXYETHANOL (EP MONOGRAPH)
• PHENOXYETHANOL [EP MONOGRAPH]
• Plastiazan-41 [Russian]
• beta-Phenoxyethanol
• CAS-122-99-6
• .beta.-Phenoxyethanol
• PHE-S
• 9004-78-8
• phenylcellosolve
• Dalpad A
• 2-phenyloxyethanol
• Newpol EFP
• 2-phenoxy ethanol
• 2-(phenoxy)ethanol
• 2-phenoxy-1-ethanol
• CPAP WIPES
• VAXOL PURI
• beta-phenoxyethylalcohol
• starbld0047047
• 2-Phenoxyethanol, 9CI
• 2-Phenoxyethanol, 99%
• WLN: Q2OR
• SCHEMBL15708
• 2-Phenoxyethanol, >=99%
• PHENOXYETHANOL [HSDB]
• PHENOXYETHANOL [INCI]
• MLS002174254
• ethyleneglycol monophenyl ether
• Euxyl K 400 (Salt/Mix)
• 2-PHENOXYETHANOL [MI]
• Fungal Terminator (veterinary)
• PHENOXYETHANOL [WHO-DD]
• CHEMBL1229846
• AMY9420
• HMS2268A20
• NSC1864NSC 1864
• HY-B1729
• STR04582
• Tox21_111002
• Tox21_113532
• Tox21_202111
• Tox21_300842
• 2-Phenoxyethanol, analytical standard
• Fungal Terminator [veterinary] (TN)
• AKOS000118741
• Tox21_111002_1
• DB11304
• NCGC00090731-02
• NCGC00090731-03
• NCGC00090731-04
• NCGC00090731-06
• NCGC00090731-07
• NCGC00090731-08
• NCGC00254745-01
• NCGC00259660-01
• 56257-90-0
• Ethylene glycol monophenyl ether, >=90%
• SMR000112131
• ETHANOL,2-PHENOXY MFC8 H10 O2
• CS-0013737
• FT-0613280
• P0115
• P1953
• EN300-19339
• 2-Phenoxyethanol, tested according to Ph.Eur.
• D08359
• A805003
• Q418038
• SR-01000838345
• J-510235
• SR-01000838345-2
• F1905-6997
• Z104473570
• Ethylene glycol monophenyl ether, SAJ first grade, >=95.0%
• Phenoxyethanol, European Pharmacopoeia (EP) Reference Standard
• Phenoxyethanol, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H
• 2-Phenoxyethanol, Pharmaceutical Secondary Standard; Certified Reference Material

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.9699	96.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8297	82.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9466	94.66%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9272	92.72%
P-glycoprotein inhibitior	-	0.9924	99.24%
P-glycoprotein substrate	-	0.9843	98.43%
CYP3A4 substrate	-	0.7115	71.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3767	37.67%
CYP3A4 inhibition	-	0.9650	96.50%
CYP2C9 inhibition	-	0.9482	94.82%
CYP2C19 inhibition	-	0.7656	76.56%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.7318	73.18%
CYP2C8 inhibition	+	0.5865	58.65%
CYP inhibitory promiscuity	-	0.8578	85.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.6646	66.46%
Eye irritation	+	0.9967	99.67%
Skin irritation	+	0.7530	75.30%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7017	70.17%
Micronuclear	-	0.9650	96.50%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	+	0.7720	77.20%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8740	87.40%
Estrogen receptor binding	-	0.8310	83.10%
Androgen receptor binding	-	0.5909	59.09%
Thyroid receptor binding	-	0.8483	84.83%
Glucocorticoid receptor binding	-	0.7862	78.62%
Aromatase binding	-	0.8250	82.50%
PPAR gamma	-	0.6674	66.74%
Honey bee toxicity	-	0.9644	96.44%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.9405	94.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.66%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.66%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.13%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.05%	86.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.98%	92.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.04%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	80.22%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Cichorium endivia

Cross-Links

• PubChem: 31236
• LOTUS: LTS0010783
• wikiData: Q418038