3,4,7-Trimethoxy-9,10-dihydrophenanthrene-2,6-diol

Details

• Internal ID: b441a2db-2ffe-4cfa-b817-85b4e30c0414
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 3,4,7-trimethoxy-9,10-dihydrophenanthrene-2,6-diol
• SMILES (Canonical): COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)OC)OC)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)OC)OC)O)O
• InChI: InChI=1S/C17H18O5/c1-20-14-7-9-4-5-10-6-13(19)16(21-2)17(22-3)15(10)11(9)8-12(14)18/h6-8,18-19H,4-5H2,1-3H3
• InChI Key: NHSFHLQEGHKRNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• DTXSID70701471
• 3,4,7-trimethoxy-9,10-dihydrophenanthrene-2,6-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	+	0.8605	86.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5696	56.96%
P-glycoprotein inhibitior	-	0.9017	90.17%
P-glycoprotein substrate	-	0.9142	91.42%
CYP3A4 substrate	+	0.5228	52.28%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.8317	83.17%
CYP2C9 inhibition	-	0.6767	67.67%
CYP2C19 inhibition	+	0.5652	56.52%
CYP2D6 inhibition	-	0.8292	82.92%
CYP1A2 inhibition	+	0.9310	93.10%
CYP2C8 inhibition	+	0.4777	47.77%
CYP inhibitory promiscuity	+	0.5524	55.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5379	53.79%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.6464	64.64%
Skin irritation	-	0.6648	66.48%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4561	45.61%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8685	86.85%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6946	69.46%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.7660	76.60%
Androgen receptor binding	-	0.6020	60.20%
Thyroid receptor binding	+	0.6890	68.90%
Glucocorticoid receptor binding	+	0.7796	77.96%
Aromatase binding	+	0.6228	62.28%
PPAR gamma	+	0.5851	58.51%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9266	92.66%

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	97.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.22%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.02%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	88.51%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.93%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.61%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.45%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	84.29%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.14%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.58%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.55%	93.99%

Plants that contains it

• Combretum apiculatum
• Combretum molle

Cross-Links

• PubChem: 53438732
• LOTUS: LTS0205687
• wikiData: Q82633135