5,6-Dimethoxyphenanthrene-2,3,7-triol

Details

• Internal ID: 27a30283-3e8b-44fe-8e29-68db9aa8fb56
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5,6-dimethoxyphenanthrene-2,3,7-triol
• SMILES (Canonical): COC1=C(C=C2C=CC3=CC(=C(C=C3C2=C1OC)O)O)O
• SMILES (Isomeric): COC1=C(C=C2C=CC3=CC(=C(C=C3C2=C1OC)O)O)O
• InChI: InChI=1S/C16H14O5/c1-20-15-13(19)6-9-4-3-8-5-11(17)12(18)7-10(8)14(9)16(15)21-2/h3-7,17-19H,1-2H3
• InChI Key: ZCUHWXPUUUDIEF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.7772	77.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7263	72.63%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9804	98.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5278	52.78%
P-glycoprotein inhibitior	-	0.8428	84.28%
P-glycoprotein substrate	-	0.9273	92.73%
CYP3A4 substrate	-	0.6404	64.04%
CYP2C9 substrate	-	0.7941	79.41%
CYP2D6 substrate	+	0.4348	43.48%
CYP3A4 inhibition	-	0.8061	80.61%
CYP2C9 inhibition	-	0.7951	79.51%
CYP2C19 inhibition	-	0.6378	63.78%
CYP2D6 inhibition	-	0.8284	82.84%
CYP1A2 inhibition	+	0.9438	94.38%
CYP2C8 inhibition	-	0.6594	65.94%
CYP inhibitory promiscuity	-	0.5498	54.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.4487	44.87%
Eye corrosion	-	0.9774	97.74%
Eye irritation	+	0.8880	88.80%
Skin irritation	-	0.5601	56.01%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5641	56.41%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5395	53.95%
skin sensitisation	-	0.7531	75.31%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7965	79.65%
Acute Oral Toxicity (c)	III	0.5235	52.35%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.6202	62.02%
Thyroid receptor binding	+	0.7786	77.86%
Glucocorticoid receptor binding	+	0.8061	80.61%
Aromatase binding	+	0.7571	75.71%
PPAR gamma	+	0.5928	59.28%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9606	96.06%

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	98.04%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.21%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.57%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.66%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.87%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.66%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.33%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.68%	86.33%
CHEMBL2535	P11166	Glucose transporter	82.40%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.07%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%

Plants that contains it

• Combretum psidioides

Cross-Links

• PubChem: 140299698
• LOTUS: LTS0039087
• wikiData: Q105371550