4-Methoxy-9,10-dihydrophenanthrene-2,3,7-triol

Details

• Internal ID: 0da29cf9-0243-4e89-bb0c-99d5d4dee573
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol
• InChI: InChI=1S/C15H14O4/c1-19-15-13-9(7-12(17)14(15)18)3-2-8-6-10(16)4-5-11(8)13/h4-7,16-18H,2-3H2,1H3
• InChI Key: KGVMMLJHKQZZHT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9490	94.90%
Caco-2	-	0.5953	59.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9885	98.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7771	77.71%
P-glycoprotein inhibitior	-	0.9516	95.16%
P-glycoprotein substrate	-	0.8565	85.65%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.5206	52.06%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	+	0.5153	51.53%
CYP2C19 inhibition	+	0.5316	53.16%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	+	0.9580	95.80%
CYP2C8 inhibition	+	0.7251	72.51%
CYP inhibitory promiscuity	-	0.5758	57.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7720	77.20%
Carcinogenicity (trinary)	Non-required	0.4320	43.20%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.8654	86.54%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8347	83.47%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4836	48.36%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7885	78.85%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	+	0.6950	69.50%
Androgen receptor binding	+	0.7844	78.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	-	0.5426	54.26%
PPAR gamma	+	0.5762	57.62%
Honey bee toxicity	-	0.9630	96.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9167	91.67%

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	99.28%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.78%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	97.61%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	91.18%	91.00%
CHEMBL2581	P07339	Cathepsin D	90.81%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.65%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.15%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.87%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.07%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.47%	95.64%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.29%	91.79%
CHEMBL3194	P02766	Transthyretin	81.76%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.34%	92.68%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.76%	82.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.71%	95.89%

Plants that contains it

• Bulbophyllum vaginatum

Cross-Links

• PubChem: 21159093
• LOTUS: LTS0231947
• wikiData: Q105140989