2,5-Dihydroxy-4,9-dimethoxyphenanthrene

Details

• Internal ID: bca5b172-b0bc-468a-9312-9625aae5f548
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 4,9-dimethoxyphenanthrene-2,5-diol
• InChI: InChI=1S/C16H14O4/c1-19-13-7-9-6-10(17)8-14(20-2)15(9)16-11(13)4-3-5-12(16)18/h3-8,17-18H,1-2H3
• InChI Key: QSFQBDRDJRMLBO-UHFFFAOYSA-N
• Popularity: 7 references 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	+	0.9916	99.16%
Caco-2	+	0.5957	59.57%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7203	72.03%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5623	56.23%
P-glycoprotein inhibitior	-	0.8104	81.04%
P-glycoprotein substrate	-	0.7725	77.25%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	+	0.4916	49.16%
CYP3A4 inhibition	-	0.5340	53.40%
CYP2C9 inhibition	-	0.7274	72.74%
CYP2C19 inhibition	+	0.5097	50.97%
CYP2D6 inhibition	-	0.8091	80.91%
CYP1A2 inhibition	+	0.9394	93.94%
CYP2C8 inhibition	+	0.8112	81.12%
CYP inhibitory promiscuity	+	0.5518	55.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6886	68.86%
Carcinogenicity (trinary)	Non-required	0.5206	52.06%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.9408	94.08%
Skin irritation	-	0.7178	71.78%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5433	54.33%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6439	64.39%
Acute Oral Toxicity (c)	III	0.6593	65.93%
Estrogen receptor binding	+	0.9346	93.46%
Androgen receptor binding	+	0.7268	72.68%
Thyroid receptor binding	+	0.8096	80.96%
Glucocorticoid receptor binding	+	0.8938	89.38%
Aromatase binding	+	0.8226	82.26%
PPAR gamma	+	0.7587	75.87%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6951	69.51%
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	96.76%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.80%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.59%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.02%	93.99%
CHEMBL2581	P07339	Cathepsin D	88.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.74%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	87.43%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.75%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	84.01%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.47%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.53%	94.03%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	81.15%	94.67%
CHEMBL1907	P15144	Aminopeptidase N	81.11%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	81.01%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.53%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.07%	92.62%

Plants that contains it

• Bulbophyllum vaginatum

Cross-Links

• PubChem: 85708330
• LOTUS: LTS0012954
• wikiData: Q105226943