2,4,7-Trimethoxyphenanthrene-3,6-diol

Details

• Internal ID: 973b71a6-a7cc-4929-80fd-3f0f8b3aa9d6
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2,4,7-trimethoxyphenanthrene-3,6-diol
• SMILES (Canonical): COC1=C(C=C2C(=C1)C=CC3=CC(=C(C(=C32)OC)O)OC)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C=CC3=CC(=C(C(=C32)OC)O)OC)O
• InChI: InChI=1S/C17H16O5/c1-20-13-6-9-4-5-10-7-14(21-2)16(19)17(22-3)15(10)11(9)8-12(13)18/h4-8,18-19H,1-3H3
• InChI Key: AUBKSTFKLTVQCK-UHFFFAOYSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.7983	79.83%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6073	60.73%
P-glycoprotein inhibitior	-	0.7792	77.92%
P-glycoprotein substrate	-	0.8354	83.54%
CYP3A4 substrate	-	0.5825	58.25%
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	+	0.6520	65.20%
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	+	0.8900	89.00%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6315	63.15%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8758	87.58%
Acute Oral Toxicity (c)	III	0.4932	49.32%
Estrogen receptor binding	+	0.8227	82.27%
Androgen receptor binding	+	0.5740	57.40%
Thyroid receptor binding	+	0.8371	83.71%
Glucocorticoid receptor binding	+	0.7835	78.35%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.6187	61.87%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.8500	85.00%
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	98.50%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.65%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.05%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.07%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.27%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.00%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.96%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.73%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.93%	92.68%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.52%	92.62%
CHEMBL4208	P20618	Proteasome component C5	81.19%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.10%	92.94%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.58%	80.78%

Plants that contains it

• Combretum hereroense

Cross-Links

• PubChem: 163089608
• LOTUS: LTS0205715
• wikiData: Q104918824