2,8-Dihydroxy-3,4,7-trimethoxyphenanthrene

Details

• Internal ID: 7d61bc66-a23e-4c16-97a5-9b3421d3e821
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2,5,6-trimethoxyphenanthrene-1,7-diol
• InChI: InChI=1S/C17H16O5/c1-20-13-7-6-10-11(15(13)19)5-4-9-8-12(18)16(21-2)17(22-3)14(9)10/h4-8,18-19H,1-3H3
• InChI Key: QRWFGIYPPNJHCO-UHFFFAOYSA-N
• Popularity: 4 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

• CHEMBL254598
• SCHEMBL23203427

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.8373	83.73%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8149	81.49%
P-glycoprotein substrate	-	0.8386	83.86%
CYP3A4 substrate	-	0.5660	56.60%
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	+	0.7213	72.13%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8453	84.53%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6079	60.79%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.6695	66.95%
Thyroid receptor binding	+	0.8233	82.33%
Glucocorticoid receptor binding	+	0.8047	80.47%
Aromatase binding	+	0.7605	76.05%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.9360	93.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6451	64.51%
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	96.55%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.23%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	92.54%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.15%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.93%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.22%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.34%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.11%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.63%	98.11%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.92%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.57%	93.99%

Plants that contains it

• Dendrobium nobile

Cross-Links

• PubChem: 24762423
• NPASS: NPC275061
• LOTUS: LTS0066999
• wikiData: Q105226700