3,4-Dimethoxy-9,10-dihydrophenanthrene-2,5-diol

Details

• Internal ID: 2eaa0ae5-f2c3-4366-bd5f-911e174e458c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 3,4-dimethoxy-9,10-dihydrophenanthrene-2,5-diol
• SMILES (Canonical): COC1=C(C=C2CCC3=C(C2=C1OC)C(=CC=C3)O)O
• SMILES (Isomeric): COC1=C(C=C2CCC3=C(C2=C1OC)C(=CC=C3)O)O
• InChI: InChI=1S/C16H16O4/c1-19-15-12(18)8-10-7-6-9-4-3-5-11(17)13(9)14(10)16(15)20-2/h3-5,8,17-18H,6-7H2,1-2H3
• InChI Key: UUZTXPMSHKENJH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL3746256

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	+	0.6833	68.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5729	57.29%
P-glycoprotein inhibitior	-	0.9176	91.76%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.5137	51.37%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	+	0.5879	58.79%
CYP3A4 inhibition	-	0.8034	80.34%
CYP2C9 inhibition	+	0.5721	57.21%
CYP2C19 inhibition	+	0.7080	70.80%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	+	0.9583	95.83%
CYP2C8 inhibition	-	0.6613	66.13%
CYP inhibitory promiscuity	+	0.6155	61.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7920	79.20%
Carcinogenicity (trinary)	Non-required	0.5256	52.56%
Eye corrosion	-	0.9773	97.73%
Eye irritation	+	0.6305	63.05%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4229	42.29%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6291	62.91%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.7863	78.63%
Androgen receptor binding	+	0.6283	62.83%
Thyroid receptor binding	+	0.7022	70.22%
Glucocorticoid receptor binding	+	0.7661	76.61%
Aromatase binding	+	0.5410	54.10%
PPAR gamma	+	0.6534	65.34%
Honey bee toxicity	-	0.9746	97.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9226	92.26%

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	98.41%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.99%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.78%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.60%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	85.49%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	84.20%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.48%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.36%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.90%	94.00%

Plants that contains it

• Maxillaria densa

Cross-Links

• PubChem: 10802118
• LOTUS: LTS0112796
• wikiData: Q105279689