7-Hydroxy-5,6-dimethoxy-1,4-phenanthrene-quinone

Details

• Internal ID: 97f9d457-3ad5-483d-8104-f21cea041ab5
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 7-hydroxy-5,6-dimethoxyphenanthrene-1,4-dione
• SMILES (Canonical): COC1=C(C=C2C=CC3=C(C2=C1OC)C(=O)C=CC3=O)O
• SMILES (Isomeric): COC1=C(C=C2C=CC3=C(C2=C1OC)C(=O)C=CC3=O)O
• InChI: InChI=1S/C16H12O5/c1-20-15-12(19)7-8-3-4-9-10(17)5-6-11(18)14(9)13(8)16(15)21-2/h3-7,19H,1-2H3
• InChI Key: KMYRVQBRKKRMGD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7475	74.75%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5509	55.09%
P-glycoprotein inhibitior	-	0.8505	85.05%
P-glycoprotein substrate	-	0.9034	90.34%
CYP3A4 substrate	-	0.5141	51.41%
CYP2C9 substrate	-	0.6037	60.37%
CYP2D6 substrate	-	0.7728	77.28%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6537	65.37%
CYP2C19 inhibition	-	0.6262	62.62%
CYP2D6 inhibition	-	0.7954	79.54%
CYP1A2 inhibition	+	0.9122	91.22%
CYP2C8 inhibition	-	0.7780	77.80%
CYP inhibitory promiscuity	-	0.5229	52.29%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9038	90.38%
Carcinogenicity (trinary)	Non-required	0.5254	52.54%
Eye corrosion	-	0.9843	98.43%
Eye irritation	+	0.9093	90.93%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8337	83.37%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6148	61.48%
skin sensitisation	-	0.8062	80.62%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6270	62.70%
Acute Oral Toxicity (c)	II	0.6417	64.17%
Estrogen receptor binding	+	0.8871	88.71%
Androgen receptor binding	+	0.5877	58.77%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6436	64.36%
Aromatase binding	+	0.5288	52.88%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.9573	95.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	96.58%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	94.11%	96.67%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.18%	91.49%
CHEMBL4208	P20618	Proteasome component C5	91.08%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.63%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.68%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.83%	80.78%
CHEMBL1937	Q92769	Histone deacetylase 2	82.48%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.09%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	81.16%	81.14%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 86032430
• LOTUS: LTS0002281
• wikiData: Q105143267