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

Details

• Internal ID: f7cfaa0b-832d-410d-853f-23d5db68c637
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 6,7-dimethoxyphenanthrene-2,3,5-triol
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C=CC3=CC(=C(C=C32)O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)C=CC3=CC(=C(C=C32)O)O)O)OC
• InChI: InChI=1S/C16H14O5/c1-20-13-6-9-4-3-8-5-11(17)12(18)7-10(8)14(9)15(19)16(13)21-2/h3-7,17-19H,1-2H3
• InChI Key: REZBGQMUFXXSHZ-UHFFFAOYSA-N
• Popularity: 0 references 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	+	0.7110	71.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7263	72.63%
OATP2B1 inhibitior	-	0.5672	56.72%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9804	98.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6479	64.79%
P-glycoprotein inhibitior	-	0.8242	82.42%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	-	0.5915	59.15%
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	+	0.6749	67.49%
CYP inhibitory promiscuity	-	0.5498	54.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.4487	44.87%
Eye corrosion	-	0.9774	97.74%
Eye irritation	+	0.9100	91.00%
Skin irritation	-	0.5601	56.01%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5548	55.48%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7531	75.31%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8654	86.54%
Acute Oral Toxicity (c)	III	0.5235	52.35%
Estrogen receptor binding	+	0.7926	79.26%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.8133	81.33%
Glucocorticoid receptor binding	+	0.8686	86.86%
Aromatase binding	+	0.7354	73.54%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7051	70.51%
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	98.45%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.06%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.79%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.62%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	88.47%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.32%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.20%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.90%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.63%	89.62%
CHEMBL4208	P20618	Proteasome component C5	84.44%	90.00%
CHEMBL2535	P11166	Glucose transporter	83.36%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.32%	92.94%
CHEMBL1255126	O15151	Protein Mdm4	81.18%	90.20%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.83%	80.78%

Plants that contains it

• Combretum apiculatum
• Combretum molle
• Combretum psidioides

Cross-Links

• PubChem: 22753769
• LOTUS: LTS0041855
• wikiData: Q105235200