5,6,7-Trimethoxy-9,10-dihydrophenanthren-4-ol

Details

• Internal ID: d0b9832a-ea9b-482a-8094-4b6818eea24a
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 5,6,7-trimethoxy-9,10-dihydrophenanthren-4-ol
• SMILES (Canonical): COC1=C(C(=C2C(=C1)CCC3=C2C(=CC=C3)O)OC)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)CCC3=C2C(=CC=C3)O)OC)OC
• InChI: InChI=1S/C17H18O4/c1-19-13-9-11-8-7-10-5-4-6-12(18)14(10)15(11)17(21-3)16(13)20-2/h4-6,9,18H,7-8H2,1-3H3
• InChI Key: YMNWSVJXCUFPQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.9089	90.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7701	77.01%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5637	56.37%
P-glycoprotein inhibitior	-	0.8532	85.32%
P-glycoprotein substrate	-	0.8875	88.75%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.7907	79.07%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	+	0.5434	54.34%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	+	0.9226	92.26%
CYP2C8 inhibition	+	0.6289	62.89%
CYP inhibitory promiscuity	-	0.5602	56.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6464	64.64%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5568	55.68%
Acute Oral Toxicity (c)	III	0.5318	53.18%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	+	0.7326	73.26%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	-	0.5954	59.54%
PPAR gamma	+	0.6030	60.30%
Honey bee toxicity	-	0.9670	96.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.9207	92.07%

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	97.35%	91.11%
CHEMBL2535	P11166	Glucose transporter	94.65%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.57%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.13%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	86.77%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.02%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.39%	95.62%

Plants that contains it

• Empetrum nigrum

Cross-Links

• PubChem: 85670360
• LOTUS: LTS0152570
• wikiData: Q105350653