[(6R,7R)-6-hydroxy-7-methyl-8-oxo-3-prop-1-enyl-5,6-dihydro-1H-isochromen-7-yl] 3,4-dihydroxy-2-methoxy-6-methylbenzoate

Details

• Internal ID: 55b6054f-0b2b-4fee-a840-3eb67c017d96
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: [(6R,7R)-6-hydroxy-7-methyl-8-oxo-3-prop-1-enyl-5,6-dihydro-1H-isochromen-7-yl] 3,4-dihydroxy-2-methoxy-6-methylbenzoate
• InChI: InChI=1S/C22H24O8/c1-5-6-13-8-12-9-16(24)22(3,20(26)14(12)10-29-13)30-21(27)17-11(2)7-15(23)18(25)19(17)28-4/h5-8,16,23-25H,9-10H2,1-4H3/t16-,22-/m1/s1
• InChI Key: BVPLOPDDUJTCFL-OPAMFIHVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₈
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.14711772 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.6534	65.34%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7268	72.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7333	73.33%
P-glycoprotein inhibitior	-	0.4740	47.40%
P-glycoprotein substrate	-	0.5416	54.16%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.7476	74.76%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.7683	76.83%
CYP2D6 inhibition	-	0.8634	86.34%
CYP1A2 inhibition	+	0.5715	57.15%
CYP2C8 inhibition	+	0.6270	62.70%
CYP inhibitory promiscuity	-	0.9202	92.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6168	61.68%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8871	88.71%
Skin irritation	-	0.7021	70.21%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7804	78.04%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9461	94.61%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.8515	85.15%
Androgen receptor binding	+	0.6250	62.50%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.7668	76.68%
Aromatase binding	+	0.5481	54.81%
PPAR gamma	+	0.7942	79.42%
Honey bee toxicity	-	0.7916	79.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	99.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.21%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.69%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.59%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.65%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.50%	91.07%
CHEMBL4208	P20618	Proteasome component C5	86.26%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.06%	95.64%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.62%	97.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.44%	92.94%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.43%	85.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.58%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.48%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.43%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.26%	96.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.06%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.97%	82.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.73%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.04%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162868193
• LOTUS: LTS0044047
• wikiData: Q104946726