4,6,9-trihydroxy-2-(2-hydroxypropyl)-8-methoxy-3,4-dihydro-2H-benzo[g]chromene-5,10-dione

Details

• Internal ID: fbcfdd4d-0ec9-442b-8cc9-93d7de7f812f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 4,6,9-trihydroxy-2-(2-hydroxypropyl)-8-methoxy-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
• InChI: InChI=1S/C17H18O8/c1-6(18)3-7-4-8(19)12-15(22)11-9(20)5-10(24-2)14(21)13(11)16(23)17(12)25-7/h5-8,18-21H,3-4H2,1-2H3
• InChI Key: RJZGUEMWNPRKJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₈
• Molecular Weight: 350.30 g/mol
• Exact Mass: 350.10016753 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9664	96.64%
Caco-2	-	0.6486	64.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6431	64.31%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5409	54.09%
P-glycoprotein inhibitior	-	0.8325	83.25%
P-glycoprotein substrate	-	0.6771	67.71%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7883	78.83%
CYP3A4 inhibition	-	0.6243	62.43%
CYP2C9 inhibition	+	0.6467	64.67%
CYP2C19 inhibition	+	0.5577	55.77%
CYP2D6 inhibition	-	0.5483	54.83%
CYP1A2 inhibition	+	0.6527	65.27%
CYP2C8 inhibition	-	0.7673	76.73%
CYP inhibitory promiscuity	+	0.6011	60.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5671	56.71%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7163	71.63%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7175	71.75%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7627	76.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8214	82.14%
Acute Oral Toxicity (c)	I	0.4283	42.83%
Estrogen receptor binding	+	0.7909	79.09%
Androgen receptor binding	+	0.5823	58.23%
Thyroid receptor binding	-	0.5399	53.99%
Glucocorticoid receptor binding	+	0.8345	83.45%
Aromatase binding	+	0.6080	60.80%
PPAR gamma	+	0.6504	65.04%
Honey bee toxicity	-	0.8414	84.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9320	93.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.47%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.90%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.59%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.96%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.35%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.08%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.79%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.73%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.14%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.59%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.11%	92.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.52%	93.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.47%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.49%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163029871
• LOTUS: LTS0002423
• wikiData: Q105238235