4,7-Dihydroxy-2,3-dimethoxy phenanthrene

Details

• Internal ID: 81eb5691-1e0c-4cec-a094-3525a2a02bbd
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 6,7-dimethoxyphenanthrene-2,5-diol
• InChI: InChI=1S/C16H14O4/c1-19-13-8-10-4-3-9-7-11(17)5-6-12(9)14(10)15(18)16(13)20-2/h3-8,17-18H,1-2H3
• InChI Key: YQCHQMQSSOKCIR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7002	70.02%
P-glycoprotein inhibitior	-	0.8223	82.23%
P-glycoprotein substrate	-	0.6347	63.47%
CYP3A4 substrate	-	0.5677	56.77%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.7576	75.76%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	+	0.6612	66.12%
CYP2D6 inhibition	-	0.7451	74.51%
CYP1A2 inhibition	+	0.9474	94.74%
CYP2C8 inhibition	+	0.8523	85.23%
CYP inhibitory promiscuity	+	0.6410	64.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.4930	49.30%
Eye corrosion	-	0.9756	97.56%
Eye irritation	+	0.9445	94.45%
Skin irritation	-	0.5481	54.81%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4858	48.58%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7934	79.34%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8601	86.01%
Acute Oral Toxicity (c)	III	0.5042	50.42%
Estrogen receptor binding	+	0.8561	85.61%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	+	0.7643	76.43%
Glucocorticoid receptor binding	+	0.7378	73.78%
Aromatase binding	+	0.7440	74.40%
PPAR gamma	+	0.5641	56.41%
Honey bee toxicity	-	0.9235	92.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7051	70.51%
Fish aquatic toxicity	+	0.9532	95.32%

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	97.48%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	92.80%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.60%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.08%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.24%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.67%	92.68%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	82.42%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.64%	99.15%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.43%	95.56%

Plants that contains it

• Dendrobium xantholeucum

Cross-Links

• PubChem: 15060023
• NPASS: NPC171261
• LOTUS: LTS0168597
• wikiData: Q105352138