5-[(1S)-1-hydroxy-2-phenylethyl]-2-methoxybenzene-1,3-diol

Details

• Internal ID: 8d7be1db-6e79-42e0-a9f2-25f7323a0618
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(1S)-1-hydroxy-2-phenylethyl]-2-methoxybenzene-1,3-diol
• InChI: InChI=1S/C15H16O4/c1-19-15-13(17)8-11(9-14(15)18)12(16)7-10-5-3-2-4-6-10/h2-6,8-9,12,16-18H,7H2,1H3/t12-/m0/s1
• InChI Key: FTHOMYLIPCDOMG-LBPRGKRZSA-N
• Popularity: 2 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): 69.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9514	95.14%
Caco-2	-	0.6349	63.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6841	68.41%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7942	79.42%
P-glycoprotein inhibitior	-	0.8643	86.43%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.6270	62.70%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.5082	50.82%
CYP3A4 inhibition	-	0.6877	68.77%
CYP2C9 inhibition	-	0.5704	57.04%
CYP2C19 inhibition	+	0.6435	64.35%
CYP2D6 inhibition	-	0.7561	75.61%
CYP1A2 inhibition	+	0.6504	65.04%
CYP2C8 inhibition	-	0.7904	79.04%
CYP inhibitory promiscuity	+	0.6217	62.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6677	66.77%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.6615	66.15%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.8005	80.05%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5433	54.33%
Micronuclear	+	0.5635	56.35%
Hepatotoxicity	-	0.5985	59.85%
skin sensitisation	-	0.6647	66.47%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9214	92.14%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.6272	62.72%
Androgen receptor binding	-	0.6322	63.22%
Thyroid receptor binding	+	0.6356	63.56%
Glucocorticoid receptor binding	+	0.5835	58.35%
Aromatase binding	+	0.5575	55.75%
PPAR gamma	+	0.7541	75.41%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7794	77.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.53%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	89.92%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.17%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.99%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.96%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.62%	94.62%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.53%	93.81%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.72%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	83.30%	90.17%
CHEMBL4208	P20618	Proteasome component C5	83.29%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162979104
• LOTUS: LTS0054243
• wikiData: Q105001042