5-Methoxy-9,10-dihydrophenanthren-4-ol

Details

• Internal ID: eeda5684-d60b-4a5e-aa33-2bcb17ac5ce9
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 5-methoxy-9,10-dihydrophenanthren-4-ol
• SMILES (Canonical): COC1=CC=CC2=C1C3=C(CC2)C=CC=C3O
• SMILES (Isomeric): COC1=CC=CC2=C1C3=C(CC2)C=CC=C3O
• InChI: InChI=1S/C15H14O2/c1-17-13-7-3-5-11-9-8-10-4-2-6-12(16)14(10)15(11)13/h2-7,16H,8-9H2,1H3
• InChI Key: YVXUYBZMALZYLO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7151	71.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8003	80.03%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9615	96.15%
OATP1B3 inhibitior	+	0.9803	98.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5907	59.07%
P-glycoprotein inhibitior	-	0.8217	82.17%
P-glycoprotein substrate	-	0.9286	92.86%
CYP3A4 substrate	-	0.5232	52.32%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	+	0.6002	60.02%
CYP2C19 inhibition	+	0.7238	72.38%
CYP2D6 inhibition	-	0.8704	87.04%
CYP1A2 inhibition	+	0.9797	97.97%
CYP2C8 inhibition	-	0.7425	74.25%
CYP inhibitory promiscuity	-	0.5491	54.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7132	71.32%
Carcinogenicity (trinary)	Warning	0.4209	42.09%
Eye corrosion	-	0.9629	96.29%
Eye irritation	+	0.8234	82.34%
Skin irritation	-	0.5519	55.19%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4413	44.13%
Micronuclear	-	0.7133	71.33%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6245	62.45%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6007	60.07%
Acute Oral Toxicity (c)	III	0.7553	75.53%
Estrogen receptor binding	+	0.8795	87.95%
Androgen receptor binding	+	0.5221	52.21%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.6173	61.73%
Aromatase binding	-	0.6475	64.75%
PPAR gamma	+	0.6248	62.48%
Honey bee toxicity	-	0.9685	96.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7825	78.25%

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	96.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.00%	93.99%
CHEMBL2535	P11166	Glucose transporter	91.00%	98.75%
CHEMBL2581	P07339	Cathepsin D	90.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.36%	91.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	82.43%	91.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.79%	94.03%

Plants that contains it

• Dendrobium loddigesii

Cross-Links

• PubChem: 162932788
• LOTUS: LTS0118914
• wikiData: Q105366273