2,4,6,7,8-Pentamethoxyphenanthren-3-ol

Details

• Internal ID: 0046e07c-ac5b-4e61-82f6-f271ce4c659b
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 2,4,6,7,8-pentamethoxyphenanthren-3-ol
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C=CC3=C(C(=C(C=C32)OC)OC)OC)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)C=CC3=C(C(=C(C=C32)OC)OC)OC)OC)O
• InChI: InChI=1S/C19H20O6/c1-21-13-8-10-6-7-11-12(15(10)19(25-5)16(13)20)9-14(22-2)18(24-4)17(11)23-3/h6-9,20H,1-5H3
• InChI Key: XDKNUCQYHGFFFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.8934	89.34%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7055	70.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6426	64.26%
P-glycoprotein inhibitior	-	0.6529	65.29%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	-	0.5499	54.99%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.6931	69.31%
CYP2C9 inhibition	-	0.9575	95.75%
CYP2C19 inhibition	-	0.6790	67.90%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	+	0.9154	91.54%
CYP2C8 inhibition	+	0.7389	73.89%
CYP inhibitory promiscuity	-	0.5444	54.44%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9802	98.02%
Eye irritation	+	0.8689	86.89%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6284	62.84%
Micronuclear	+	0.5918	59.18%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8739	87.39%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	+	0.8838	88.38%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.8453	84.53%
Glucocorticoid receptor binding	+	0.7693	76.93%
Aromatase binding	+	0.7088	70.88%
PPAR gamma	+	0.6537	65.37%
Honey bee toxicity	-	0.9229	92.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	+	0.9529	95.29%

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	98.30%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.88%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.27%	89.62%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.22%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.18%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.79%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.21%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.94%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.56%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.51%	96.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.49%	98.11%

Plants that contains it

• Cymbidium aloifolium

Cross-Links

• PubChem: 14861251
• LOTUS: LTS0239362
• wikiData: Q105325786