4-[2-Hydroxy-3-(4-hydroxyphenyl)propyl]phenol

Details

• Internal ID: 3203b093-4e3b-4bd5-81c6-d0d6f029e026
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 4-[2-hydroxy-3-(4-hydroxyphenyl)propyl]phenol
• SMILES (Canonical): C1=CC(=CC=C1CC(CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC(CC2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C15H16O3/c16-13-5-1-11(2-6-13)9-15(18)10-12-3-7-14(17)8-4-12/h1-8,15-18H,9-10H2
• InChI Key: CJJQLHLEWQGHMJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 4-[2-hydroxy-3-(4-hydroxyphenyl)propyl]phenol
• 2-Propanol, 1,3-bis(4-hydroxyphenyl)-
• Propterol
• 4-(2-Hydroxy-3-(4-hydroxyphenyl)propyl)phenol
• 1,3-bis(4-hydroxyphenyl)-2-propanol
• 1,3-Bis(4-hydroxyphenyl)propan-2-ol
• SCHEMBL7166607
• DTXSID50238694

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.8933	89.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8659	86.59%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.8122	81.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6116	61.16%
P-glycoprotein inhibitior	-	0.8306	83.06%
P-glycoprotein substrate	-	0.9505	95.05%
CYP3A4 substrate	-	0.7605	76.05%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.4565	45.65%
CYP3A4 inhibition	-	0.8038	80.38%
CYP2C9 inhibition	-	0.7387	73.87%
CYP2C19 inhibition	+	0.7273	72.73%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.5669	56.69%
CYP2C8 inhibition	-	0.8271	82.71%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6165	61.65%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9658	96.58%
Eye irritation	+	0.9922	99.22%
Skin irritation	+	0.4944	49.44%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5561	55.61%
Micronuclear	-	0.5955	59.55%
Hepatotoxicity	-	0.5606	56.06%
skin sensitisation	+	0.8209	82.09%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7235	72.35%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7259	72.59%
Androgen receptor binding	+	0.8011	80.11%
Thyroid receptor binding	-	0.5192	51.92%
Glucocorticoid receptor binding	-	0.5549	55.49%
Aromatase binding	+	0.7720	77.20%
PPAR gamma	+	0.7693	76.93%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8006	80.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	90.18%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.49%	96.09%
CHEMBL1944	P08473	Neprilysin	86.30%	92.63%
CHEMBL301	P24941	Cyclin-dependent kinase 2	86.21%	91.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.28%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.92%	91.71%

Plants that contains it

• Pterocarpus marsupium

Cross-Links

• PubChem: 185124
• LOTUS: LTS0035284
• wikiData: Q83120970