5-Hydroxy-9-methoxy-2-methyl-4,6-dioxopyrano[3,4-g]chromene-8-carboxylic acid

Details

• Internal ID: 62864526-a381-444a-8fbe-22751baa641b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 5-hydroxy-9-methoxy-2-methyl-4,6-dioxopyrano[3,4-g]chromene-8-carboxylic acid
• InChI: InChI=1S/C15H10O8/c1-5-3-7(16)10-8(22-5)4-6-9(11(10)17)15(20)23-13(14(18)19)12(6)21-2/h3-4,17H,1-2H3,(H,18,19)
• InChI Key: FLOKGTGYLPRZBH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₈
• Molecular Weight: 318.23 g/mol
• Exact Mass: 318.03756727 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8832	88.32%
Caco-2	+	0.5896	58.96%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7440	74.40%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8144	81.44%
P-glycoprotein inhibitior	-	0.8171	81.71%
P-glycoprotein substrate	-	0.8256	82.56%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	+	0.6328	63.28%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.8982	89.82%
CYP2C9 inhibition	-	0.8122	81.22%
CYP2C19 inhibition	-	0.8385	83.85%
CYP2D6 inhibition	-	0.8697	86.97%
CYP1A2 inhibition	-	0.6108	61.08%
CYP2C8 inhibition	-	0.6603	66.03%
CYP inhibitory promiscuity	-	0.7917	79.17%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7024	70.24%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7335	73.35%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.9288	92.88%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7656	76.56%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.7903	79.03%
Androgen receptor binding	+	0.6424	64.24%
Thyroid receptor binding	-	0.6391	63.91%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	-	0.5869	58.69%
PPAR gamma	+	0.8536	85.36%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9270	92.70%

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	99.16%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.80%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.40%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.12%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.28%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.44%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.53%	81.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.36%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.64%	95.50%
CHEMBL3194	P02766	Transthyretin	81.85%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.33%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.89%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 20832902
• LOTUS: LTS0163469
• wikiData: Q104997290