2,3-Dimethoxy-7-hydroxyphenanthrene

Details

• Internal ID: e773d289-da2c-4af3-94fc-7cb2bb68e8bb
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 6,7-dimethoxyphenanthren-2-ol
• SMILES (Canonical): COC1=C(C=C2C(=C1)C=CC3=C2C=CC(=C3)O)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C=CC3=C2C=CC(=C3)O)OC
• InChI: InChI=1S/C16H14O3/c1-18-15-8-11-4-3-10-7-12(17)5-6-13(10)14(11)9-16(15)19-2/h3-9,17H,1-2H3
• InChI Key: MXKHHHIAZOCPEQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9500	95.00%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8062	80.62%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9779	97.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5803	58.03%
P-glycoprotein inhibitior	-	0.8845	88.45%
P-glycoprotein substrate	-	0.6936	69.36%
CYP3A4 substrate	-	0.6149	61.49%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.7478	74.78%
CYP2C9 inhibition	-	0.6643	66.43%
CYP2C19 inhibition	+	0.6476	64.76%
CYP2D6 inhibition	-	0.8573	85.73%
CYP1A2 inhibition	+	0.9310	93.10%
CYP2C8 inhibition	+	0.7056	70.56%
CYP inhibitory promiscuity	+	0.5086	50.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8238	82.38%
Carcinogenicity (trinary)	Warning	0.4824	48.24%
Eye corrosion	-	0.9560	95.60%
Eye irritation	+	0.9461	94.61%
Skin irritation	+	0.5638	56.38%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4137	41.37%
Micronuclear	+	0.5918	59.18%
Hepatotoxicity	+	0.5072	50.72%
skin sensitisation	-	0.6779	67.79%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6918	69.18%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	+	0.8880	88.80%
Androgen receptor binding	+	0.8234	82.34%
Thyroid receptor binding	+	0.7336	73.36%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	+	0.7819	78.19%
PPAR gamma	+	0.5327	53.27%
Honey bee toxicity	-	0.9568	95.68%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7051	70.51%
Fish aquatic toxicity	+	0.9437	94.37%

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	93.37%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.06%	89.62%
CHEMBL2535	P11166	Glucose transporter	89.08%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.07%	92.94%
CHEMBL242	Q92731	Estrogen receptor beta	87.65%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.61%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.60%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.42%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.99%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.82%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.73%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.62%	91.79%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 85912242
• LOTUS: LTS0024046
• wikiData: Q105174249