2-[4-(3-Hydroxypropyl)-2-methoxyphenoxy]-1,3-propanediol

Details

• Internal ID: 9110f4d9-e864-4871-a550-f0746aec4ef2
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol
• SMILES (Canonical): COC1=C(C=CC(=C1)CCCO)OC(CO)CO
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCCO)OC(CO)CO
• InChI: InChI=1S/C13H20O5/c1-17-13-7-10(3-2-6-14)4-5-12(13)18-11(8-15)9-16/h4-5,7,11,14-16H,2-3,6,8-9H2,1H3
• InChI Key: WAPGRPJEBCULTQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₅
• Molecular Weight: 256.29 g/mol
• Exact Mass: 256.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propane-1,3-diol
• 71046-09-8
• DTXSID90437588
• CHEBI:174363
• 1,3-Propanediol, 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-
• 2-[2-Methoxy-4-(3-hydroxypropyl)phenoxy]-1,3-propanediol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9246	92.46%
Caco-2	+	0.7316	73.16%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7668	76.68%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7560	75.60%
P-glycoprotein inhibitior	-	0.9156	91.56%
P-glycoprotein substrate	+	0.5120	51.20%
CYP3A4 substrate	+	0.5184	51.84%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	+	0.4534	45.34%
CYP3A4 inhibition	-	0.9128	91.28%
CYP2C9 inhibition	-	0.8301	83.01%
CYP2C19 inhibition	-	0.8974	89.74%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.5412	54.12%
CYP2C8 inhibition	+	0.7208	72.08%
CYP inhibitory promiscuity	-	0.8704	87.04%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7066	70.66%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.7441	74.41%
Skin irritation	-	0.6293	62.93%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3849	38.49%
Micronuclear	-	0.8282	82.82%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	+	0.4880	48.80%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.8531	85.31%
Estrogen receptor binding	-	0.6124	61.24%
Androgen receptor binding	-	0.5585	55.85%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	-	0.7435	74.35%
Aromatase binding	-	0.6887	68.87%
PPAR gamma	+	0.5241	52.41%
Honey bee toxicity	-	0.9083	90.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	-	0.8647	86.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.39%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	91.69%	90.20%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.04%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.34%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.63%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.37%	95.50%

Plants that contains it

• Acorus calamus var. angustatus
• Acorus gramineus
• Croton lechleri
• Juniperus communis

Cross-Links

• PubChem: 10264377
• NPASS: NPC192671
• LOTUS: LTS0117980
• wikiData: Q82253115