3,4,9-Trimethoxy-2,7-phenanthrenediol

Details

• Internal ID: bb5c9d2d-1a7c-427a-9550-d0e241469c0e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 3,4,9-trimethoxyphenanthrene-2,7-diol
• InChI: InChI=1S/C17H16O5/c1-20-14-7-9-6-13(19)16(21-2)17(22-3)15(9)11-5-4-10(18)8-12(11)14/h4-8,18-19H,1-3H3
• InChI Key: GIVSZLKTIBWYRM-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• U8AQ3SG7TD
• 113476-61-2
• 3,4,9-Trimethoxy-2,7-phenanthrenediol
• DTXSID501031827
• 3,4,9-TRIMETHOXYPHENANTHRENE-2,7-DIOL
• RefChem:910578
• DTXCID201516826
• 2,7-dihydroxy-3,4,9-trimethoxyphenanthrene
• UNII-U8AQ3SG7TD
• 2,7-Phenanthrenediol, 3,4,9-trimethoxy-
• orb2813834
• CHEMBL2208383

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.8734	87.34%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6413	64.13%
P-glycoprotein inhibitior	-	0.8410	84.10%
P-glycoprotein substrate	-	0.7201	72.01%
CYP3A4 substrate	-	0.5420	54.20%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.6087	60.87%
CYP2D6 inhibition	-	0.8156	81.56%
CYP1A2 inhibition	+	0.9131	91.31%
CYP2C8 inhibition	+	0.7525	75.25%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.9087	90.87%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4487	44.87%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5197	51.97%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	+	0.8887	88.87%
Androgen receptor binding	+	0.5861	58.61%
Thyroid receptor binding	+	0.7525	75.25%
Glucocorticoid receptor binding	+	0.7694	76.94%
Aromatase binding	+	0.7743	77.43%
PPAR gamma	+	0.6461	64.61%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6851	68.51%
Fish aquatic toxicity	+	0.9563	95.63%

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	97.37%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.38%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.14%	94.00%
CHEMBL2535	P11166	Glucose transporter	89.03%	98.75%
CHEMBL242	Q92731	Estrogen receptor beta	88.94%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.35%	91.79%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.04%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.97%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.83%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	85.18%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.92%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.86%	83.82%

Plants that contains it

• Sophora tomentosa

Cross-Links

• PubChem: 14505894
• NPASS: NPC308768