4-[2-Hydroxy-3-(4-hydroxyphenyl)propyl]benzene-1,3-diol

Details

• Internal ID: 0a2d51d3-e5b8-4b4e-8a9e-3f06394f369e
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 4-[2-hydroxy-3-(4-hydroxyphenyl)propyl]benzene-1,3-diol
• InChI: InChI=1S/C15H16O4/c16-12-4-1-10(2-5-12)7-14(18)8-11-3-6-13(17)9-15(11)19/h1-6,9,14,16-19H,7-8H2
• InChI Key: HBFNWMJHTGIQRB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9621	96.21%
Caco-2	+	0.7127	71.27%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7660	76.60%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.8468	84.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6420	64.20%
P-glycoprotein inhibitior	-	0.8887	88.87%
P-glycoprotein substrate	-	0.8770	87.70%
CYP3A4 substrate	-	0.6820	68.20%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.4565	45.65%
CYP3A4 inhibition	-	0.7041	70.41%
CYP2C9 inhibition	-	0.6528	65.28%
CYP2C19 inhibition	+	0.5132	51.32%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.5233	52.33%
CYP2C8 inhibition	-	0.6161	61.61%
CYP inhibitory promiscuity	+	0.5341	53.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8022	80.22%
Carcinogenicity (trinary)	Non-required	0.6887	68.87%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.9759	97.59%
Skin irritation	-	0.5368	53.68%
Skin corrosion	-	0.9035	90.35%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4919	49.19%
Micronuclear	+	0.5818	58.18%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.7092	70.92%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8318	83.18%
Acute Oral Toxicity (c)	III	0.8167	81.67%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.7803	78.03%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.6194	61.94%
Aromatase binding	+	0.8337	83.37%
PPAR gamma	+	0.7886	78.86%
Honey bee toxicity	-	0.8142	81.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9105	91.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	91.24%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.67%	93.99%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.07%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.43%	99.15%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.96%	97.23%
CHEMBL2535	P11166	Glucose transporter	83.56%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.34%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.33%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.68%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.01%	90.24%

Plants that contains it

• Oxytropis falcata
• Pterocarpus marsupium

Cross-Links

• PubChem: 21722173
• LOTUS: LTS0043525
• wikiData: Q105025264