(3R)-10,12-dihydroxy-8-methoxy-3-methyl-3,4-dihydronaphtho[3,2-g]isochromene-1,6,11-trione

Details

• Internal ID: 3b94c082-d676-40c8-9930-7a344a067a41
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: (3R)-10,12-dihydroxy-8-methoxy-3-methyl-3,4-dihydronaphtho[3,2-g]isochromene-1,6,11-trione
• SMILES (Canonical): CC1CC2=CC3=C(C(=C2C(=O)O1)O)C(=O)C4=C(C3=O)C=C(C=C4O)OC
• SMILES (Isomeric): C[C@@H]1CC2=CC3=C(C(=C2C(=O)O1)O)C(=O)C4=C(C3=O)C=C(C=C4O)OC
• InChI: InChI=1S/C19H14O7/c1-7-3-8-4-10-15(17(22)13(8)19(24)26-7)18(23)14-11(16(10)21)5-9(25-2)6-12(14)20/h4-7,20,22H,3H2,1-2H3/t7-/m1/s1
• InChI Key: SSQQPTXHAPOLHC-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₇
• Molecular Weight: 354.30 g/mol
• Exact Mass: 354.07395278 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9029	90.29%
Caco-2	+	0.5403	54.03%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7473	74.73%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8032	80.32%
P-glycoprotein inhibitior	-	0.7402	74.02%
P-glycoprotein substrate	-	0.8734	87.34%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	+	0.6268	62.68%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.8458	84.58%
CYP2C9 inhibition	+	0.5424	54.24%
CYP2C19 inhibition	-	0.8152	81.52%
CYP2D6 inhibition	-	0.6692	66.92%
CYP1A2 inhibition	+	0.6786	67.86%
CYP2C8 inhibition	-	0.7759	77.59%
CYP inhibitory promiscuity	-	0.8157	81.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.4824	48.24%
Skin irritation	-	0.8085	80.85%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6928	69.28%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	-	0.9446	94.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4782	47.82%
Acute Oral Toxicity (c)	I	0.3877	38.77%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	+	0.6628	66.28%
Thyroid receptor binding	-	0.6393	63.93%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6678	66.78%
Honey bee toxicity	-	0.8334	83.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9304	93.04%

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	99.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.51%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.11%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.08%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.85%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.37%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.70%	91.07%
CHEMBL2535	P11166	Glucose transporter	87.02%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.88%	96.21%
CHEMBL4208	P20618	Proteasome component C5	85.55%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.01%	94.73%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.42%	82.67%
CHEMBL2056	P21728	Dopamine D1 receptor	82.29%	91.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.49%	97.33%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.23%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.81%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.24%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.24%	97.14%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.11%	80.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.04%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101921730
• LOTUS: LTS0131026
• wikiData: Q105259828