5-Methoxy-9,10-dihydrophenanthrene-2,3,7-triol

Details

• Internal ID: 8b4f548b-38eb-45e1-b43d-f5f7aab6983b
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 5-methoxy-9,10-dihydrophenanthrene-2,3,7-triol
• SMILES (Canonical): COC1=CC(=CC2=C1C3=CC(=C(C=C3CC2)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3=CC(=C(C=C3CC2)O)O)O
• InChI: InChI=1S/C15H14O4/c1-19-14-6-10(16)4-9-3-2-8-5-12(17)13(18)7-11(8)15(9)14/h4-7,16-18H,2-3H2,1H3
• InChI Key: PNCLTOJYJHGZNS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9490	94.90%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9885	98.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7967	79.67%
P-glycoprotein inhibitior	-	0.9457	94.57%
P-glycoprotein substrate	-	0.9138	91.38%
CYP3A4 substrate	+	0.5116	51.16%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.5206	52.06%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	+	0.5153	51.53%
CYP2C19 inhibition	+	0.5316	53.16%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	+	0.9580	95.80%
CYP2C8 inhibition	+	0.5651	56.51%
CYP inhibitory promiscuity	-	0.5758	57.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7720	77.20%
Carcinogenicity (trinary)	Non-required	0.4320	43.20%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.8895	88.95%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8347	83.47%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4169	41.69%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5215	52.15%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	+	0.8086	80.86%
Androgen receptor binding	+	0.6009	60.09%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.8388	83.88%
Aromatase binding	+	0.6564	65.64%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9167	91.67%

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	98.14%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.88%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.14%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.40%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.38%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.41%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.40%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.29%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.93%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.77%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.51%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	81.35%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.61%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.29%	82.67%

Plants that contains it

• Bulbophyllum vaginatum

Cross-Links

• PubChem: 5319428
• LOTUS: LTS0221238
• wikiData: Q105211869