1-Hydroxy-3-(2-oxopropyl)-8-methoxycarbonylxanthone

Details

• Internal ID: 7a3f5481-4be6-4dda-97ce-8614f6cd3543
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 8-hydroxy-9-oxo-6-(2-oxopropyl)xanthene-1-carboxylate
• SMILES (Canonical): CC(=O)CC1=CC(=C2C(=C1)OC3=CC=CC(=C3C2=O)C(=O)OC)O
• SMILES (Isomeric): CC(=O)CC1=CC(=C2C(=C1)OC3=CC=CC(=C3C2=O)C(=O)OC)O
• InChI: InChI=1S/C18H14O6/c1-9(19)6-10-7-12(20)16-14(8-10)24-13-5-3-4-11(18(22)23-2)15(13)17(16)21/h3-5,7-8,20H,6H2,1-2H3
• InChI Key: CAHFDQFXGNFPAM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₆
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9169	91.69%
Caco-2	+	0.5301	53.01%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6683	66.83%
OATP2B1 inhibitior	-	0.5844	58.44%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6628	66.28%
P-glycoprotein inhibitior	-	0.5439	54.39%
P-glycoprotein substrate	-	0.6037	60.37%
CYP3A4 substrate	+	0.5681	56.81%
CYP2C9 substrate	+	0.6558	65.58%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.7353	73.53%
CYP2C9 inhibition	-	0.5860	58.60%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.8045	80.45%
CYP1A2 inhibition	-	0.6100	61.00%
CYP2C8 inhibition	+	0.5812	58.12%
CYP inhibitory promiscuity	-	0.7887	78.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5840	58.40%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.5897	58.97%
Skin irritation	-	0.8229	82.29%
Skin corrosion	-	0.9701	97.01%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3630	36.30%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4078	40.78%
Estrogen receptor binding	+	0.7797	77.97%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	-	0.6991	69.91%
Glucocorticoid receptor binding	+	0.8535	85.35%
Aromatase binding	-	0.5593	55.93%
PPAR gamma	+	0.7226	72.26%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9060	90.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.78%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.96%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.29%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.97%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.26%	95.50%
CHEMBL2535	P11166	Glucose transporter	88.90%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.80%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.94%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.58%	96.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.49%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.82%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72710900
• LOTUS: LTS0007377
• wikiData: Q77374584