8-[(4-Hydroxyphenyl)methyl]-9,10-dihydrophenanthrene-2,5-diol

Details

• Internal ID: b66f7465-5296-47c9-bfa8-deed93c71658
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 8-[(4-hydroxyphenyl)methyl]-9,10-dihydrophenanthrene-2,5-diol
• InChI: InChI=1S/C21H18O3/c22-16-5-1-13(2-6-16)11-14-4-10-20(24)21-18(14)8-3-15-12-17(23)7-9-19(15)21/h1-2,4-7,9-10,12,22-24H,3,8,11H2
• InChI Key: ZRTBJPJCODDVFF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.7887	78.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8249	82.49%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8591	85.91%
P-glycoprotein inhibitior	-	0.7336	73.36%
P-glycoprotein substrate	-	0.7793	77.93%
CYP3A4 substrate	+	0.5387	53.87%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	+	0.5386	53.86%
CYP3A4 inhibition	-	0.7150	71.50%
CYP2C9 inhibition	+	0.7530	75.30%
CYP2C19 inhibition	+	0.7578	75.78%
CYP2D6 inhibition	-	0.8226	82.26%
CYP1A2 inhibition	+	0.7925	79.25%
CYP2C8 inhibition	+	0.7336	73.36%
CYP inhibitory promiscuity	+	0.6932	69.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7211	72.11%
Carcinogenicity (trinary)	Non-required	0.5159	51.59%
Eye corrosion	-	0.9696	96.96%
Eye irritation	+	0.8035	80.35%
Skin irritation	-	0.5444	54.44%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3881	38.81%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5877	58.77%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5327	53.27%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6586	65.86%
Acute Oral Toxicity (c)	III	0.7956	79.56%
Estrogen receptor binding	+	0.9619	96.19%
Androgen receptor binding	+	0.9218	92.18%
Thyroid receptor binding	+	0.7745	77.45%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	+	0.8327	83.27%
PPAR gamma	+	0.9412	94.12%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9820	98.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	98.98%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	98.30%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.74%	91.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.45%	93.40%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.58%	95.17%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	89.35%	83.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.28%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.27%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.58%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.21%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.17%	98.75%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	84.06%	95.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	83.64%	97.90%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	83.57%	95.70%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.07%	96.09%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.57%	97.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.27%	85.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	82.06%	94.01%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.63%	95.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.27%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.99%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.25%	91.71%
CHEMBL206	P03372	Estrogen receptor alpha	80.14%	97.64%
CHEMBL3194	P02766	Transthyretin	80.13%	90.71%

Plants that contains it

• Pleione bulbocodioides

Cross-Links

• PubChem: 101995285
• LOTUS: LTS0187769
• wikiData: Q105382236