1-[(4-Hydroxyphenyl)methyl]-4-methoxyphenanthrene-2,7-diol

Details

• Internal ID: 30a64734-87b5-40d3-81a6-a6eefe95c02c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 1-[(4-hydroxyphenyl)methyl]-4-methoxyphenanthrene-2,7-diol
• SMILES (Canonical): COC1=C2C3=C(C=CC2=C(C(=C1)O)CC4=CC=C(C=C4)O)C=C(C=C3)O
• SMILES (Isomeric): COC1=C2C3=C(C=CC2=C(C(=C1)O)CC4=CC=C(C=C4)O)C=C(C=C3)O
• InChI: InChI=1S/C22H18O4/c1-26-21-12-20(25)19(10-13-2-5-15(23)6-3-13)18-8-4-14-11-16(24)7-9-17(14)22(18)21/h2-9,11-12,23-25H,10H2,1H3
• InChI Key: XCJSWJPRPDMYLS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₄
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.12050905 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 1-[(4-HYDROXYPHENYL)METHYL]-4-METHOXYPHENANTHRENE-2,7-DIOL
• BChE-IN-11
• 2,7-Phenanthrenediol, 1-[(4-hydroxyphenyl)methyl]-4-methoxy-
• SCHEMBL1974055
• CHEMBL3901635
• DTXSID40562399
• HY-N10488
• CS-0567391
• D85199
• 1-(4-hydroxybenzyl)-4-methoxyphenanthrene-2,7-diol
• 1-(4-HYDROXYBENZYL)-4-METHOXYPENANTHRENE-2,7-DIOL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.6367	63.67%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8329	83.29%
OATP2B1 inhibitior	-	0.5670	56.70%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8868	88.68%
P-glycoprotein inhibitior	-	0.5473	54.73%
P-glycoprotein substrate	-	0.5064	50.64%
CYP3A4 substrate	-	0.5128	51.28%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.8253	82.53%
CYP2C9 inhibition	+	0.6421	64.21%
CYP2C19 inhibition	+	0.8341	83.41%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	+	0.9493	94.93%
CYP2C8 inhibition	+	0.8859	88.59%
CYP inhibitory promiscuity	+	0.7242	72.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7355	73.55%
Carcinogenicity (trinary)	Non-required	0.5226	52.26%
Eye corrosion	-	0.9780	97.80%
Eye irritation	+	0.6639	66.39%
Skin irritation	-	0.6245	62.45%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6594	65.94%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8499	84.99%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8169	81.69%
Acute Oral Toxicity (c)	III	0.5310	53.10%
Estrogen receptor binding	+	0.9340	93.40%
Androgen receptor binding	+	0.8215	82.15%
Thyroid receptor binding	+	0.7355	73.55%
Glucocorticoid receptor binding	+	0.8836	88.36%
Aromatase binding	+	0.7653	76.53%
PPAR gamma	+	0.8906	89.06%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9614	96.14%

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	96.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	93.68%	90.20%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.45%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.48%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.07%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.30%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.35%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.67%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.98%	91.79%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.94%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	82.80%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	82.49%	98.35%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.37%	86.92%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.24%	92.68%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.09%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.07%	92.94%

Plants that contains it

• Bletilla formosana
• Bletilla striata
• Gymnadenia conopsea
• Syzygium aromaticum

Cross-Links

• PubChem: 14630664
• NPASS: NPC253622
• LOTUS: LTS0271237
• wikiData: Q82446535