(1R,3S)-10-hydroxy-5,7-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-6,9-dione

Details

• Internal ID: 065ecc5d-99d3-4b8c-b028-d877f60fd7a4
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: (1R,3S)-10-hydroxy-5,7-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-6,9-dione
• InChI: InChI=1S/C17H18O6/c1-7-5-9-12(8(2)23-7)16(20)13-10(18)6-11(21-3)15(19)14(13)17(9)22-4/h6-8,20H,5H2,1-4H3/t7-,8+/m0/s1
• InChI Key: JEECYYPCVSQTBX-JGVFFNPUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• 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	+	0.9690	96.90%
Caco-2	+	0.6454	64.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6229	62.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9747	97.47%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6854	68.54%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	+	0.5246	52.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.7011	70.11%
CYP2C9 inhibition	-	0.8286	82.86%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7892	78.92%
CYP1A2 inhibition	+	0.8092	80.92%
CYP2C8 inhibition	-	0.7474	74.74%
CYP inhibitory promiscuity	-	0.5351	53.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9856	98.56%
Eye irritation	+	0.5712	57.12%
Skin irritation	-	0.7346	73.46%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	+	0.6618	66.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.7731	77.31%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7913	79.13%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4610	46.10%
Acute Oral Toxicity (c)	I	0.3415	34.15%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	+	0.5271	52.71%
Thyroid receptor binding	-	0.5858	58.58%
Glucocorticoid receptor binding	+	0.7596	75.96%
Aromatase binding	-	0.5517	55.17%
PPAR gamma	+	0.6208	62.08%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9368	93.68%

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	98.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.04%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.26%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.51%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.46%	92.68%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.35%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.00%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.46%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.67%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.28%	90.71%

Plants that contains it

• Ventilago denticulata

Cross-Links

• PubChem: 11290102
• LOTUS: LTS0048678
• wikiData: Q105126003