methyl (3R)-3-(5,7-dihydroxy-4-oxochromen-2-yl)-4-oxopentanoate

Details

• Internal ID: 10218ff0-faa6-43b0-af23-f118c0a91ed4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: methyl (3R)-3-(5,7-dihydroxy-4-oxochromen-2-yl)-4-oxopentanoate
• SMILES (Canonical): CC(=O)C(CC(=O)OC)C1=CC(=O)C2=C(C=C(C=C2O1)O)O
• SMILES (Isomeric): CC(=O)[C@H](CC(=O)OC)C1=CC(=O)C2=C(C=C(C=C2O1)O)O
• InChI: InChI=1S/C15H14O7/c1-7(16)9(5-14(20)21-2)12-6-11(19)15-10(18)3-8(17)4-13(15)22-12/h3-4,6,9,17-18H,5H2,1-2H3/t9-/m0/s1
• InChI Key: LUSYBMBHUGHWAK-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₇
• Molecular Weight: 306.27 g/mol
• Exact Mass: 306.07395278 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9098	90.98%
Caco-2	+	0.6562	65.62%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6356	63.56%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.8959	89.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7322	73.22%
P-glycoprotein inhibitior	-	0.7886	78.86%
P-glycoprotein substrate	-	0.7402	74.02%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	+	0.8438	84.38%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.6666	66.66%
CYP2C9 inhibition	-	0.8092	80.92%
CYP2C19 inhibition	-	0.8598	85.98%
CYP2D6 inhibition	-	0.7605	76.05%
CYP1A2 inhibition	-	0.7275	72.75%
CYP2C8 inhibition	-	0.6020	60.20%
CYP inhibitory promiscuity	-	0.7254	72.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.5169	51.69%
Skin irritation	-	0.8045	80.45%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4238	42.38%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9475	94.75%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.7644	76.44%
Estrogen receptor binding	+	0.7507	75.07%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	-	0.8203	82.03%
Glucocorticoid receptor binding	+	0.6840	68.40%
Aromatase binding	-	0.6552	65.52%
PPAR gamma	-	0.4904	49.04%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8750	87.50%

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	99.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.41%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.25%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.24%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.93%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.42%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.11%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.09%	95.71%

Plants that contains it

• Chamaecyparis pisifera

Cross-Links

• PubChem: 162934036
• LOTUS: LTS0108272
• wikiData: Q105157628