4-Methoxy-9,10-dihydrophenanthrene-2,3,6,7-tetrol

Details

• Internal ID: 19cdce84-ca24-4c88-88c5-bc406d114241
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 4-methoxy-9,10-dihydrophenanthrene-2,3,6,7-tetrol
• SMILES (Canonical): COC1=C2C(=CC(=C1O)O)CCC3=CC(=C(C=C32)O)O
• SMILES (Isomeric): COC1=C2C(=CC(=C1O)O)CCC3=CC(=C(C=C32)O)O
• InChI: InChI=1S/C15H14O5/c1-20-15-13-8(5-12(18)14(15)19)3-2-7-4-10(16)11(17)6-9(7)13/h4-6,16-19H,2-3H2,1H3
• InChI Key: MEBHAUZZIKALTB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• 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	-	0.6787	67.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	+	0.5717	57.17%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.9885	98.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7454	74.54%
P-glycoprotein inhibitior	-	0.9498	94.98%
P-glycoprotein substrate	-	0.9419	94.19%
CYP3A4 substrate	-	0.5330	53.30%
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	-	0.6700	67.00%
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	+	0.8662	86.62%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8347	83.47%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4826	48.26%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7848	78.48%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	+	0.6883	68.83%
Androgen receptor binding	+	0.5524	55.24%
Thyroid receptor binding	-	0.5072	50.72%
Glucocorticoid receptor binding	+	0.7798	77.98%
Aromatase binding	-	0.5170	51.70%
PPAR gamma	+	0.5277	52.77%
Honey bee toxicity	-	0.9460	94.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
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	99.18%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.25%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.58%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.86%	95.64%
CHEMBL4208	P20618	Proteasome component C5	85.41%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	84.61%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.00%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.81%	98.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.49%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.97%	93.99%

Plants that contains it

• Bulbophyllum vaginatum

Cross-Links

• PubChem: 5319427
• LOTUS: LTS0004941
• wikiData: Q105162116