6-(3,4-Dihydroxy-4-methyl-5-oxooxolan-2-yl)-7-methoxychromen-2-one

Details

• Internal ID: b7ed1b5d-f7b2-4f18-8ad8-a9456b229f6a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 6-(3,4-dihydroxy-4-methyl-5-oxooxolan-2-yl)-7-methoxychromen-2-one
• SMILES (Canonical): CC1(C(C(OC1=O)C2=C(C=C3C(=C2)C=CC(=O)O3)OC)O)O
• SMILES (Isomeric): CC1(C(C(OC1=O)C2=C(C=C3C(=C2)C=CC(=O)O3)OC)O)O
• InChI: InChI=1S/C15H14O7/c1-15(19)13(17)12(22-14(15)18)8-5-7-3-4-11(16)21-9(7)6-10(8)20-2/h3-6,12-13,17,19H,1-2H3
• InChI Key: XSUHWPFITUMCFA-UHFFFAOYSA-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): 102.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 369391-55-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9080	90.80%
Caco-2	+	0.5591	55.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8214	82.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4512	45.12%
P-glycoprotein inhibitior	-	0.7630	76.30%
P-glycoprotein substrate	-	0.7809	78.09%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.8307	83.07%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.5468	54.68%
CYP2C9 inhibition	-	0.6554	65.54%
CYP2C19 inhibition	-	0.6125	61.25%
CYP2D6 inhibition	-	0.8980	89.80%
CYP1A2 inhibition	-	0.9386	93.86%
CYP2C8 inhibition	-	0.6340	63.40%
CYP inhibitory promiscuity	-	0.7410	74.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3913	39.13%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6346	63.46%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5383	53.83%
Acute Oral Toxicity (c)	III	0.5691	56.91%
Estrogen receptor binding	+	0.6921	69.21%
Androgen receptor binding	+	0.5379	53.79%
Thyroid receptor binding	-	0.6243	62.43%
Glucocorticoid receptor binding	+	0.6264	62.64%
Aromatase binding	+	0.6725	67.25%
PPAR gamma	+	0.6478	64.78%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5602	56.02%
Fish aquatic toxicity	+	0.9639	96.39%

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	96.04%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.98%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.86%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.79%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.20%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.49%	94.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.09%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.00%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.30%	94.45%

Plants that contains it

• Micromelum integerrimum

Cross-Links

• PubChem: 14100974
• LOTUS: LTS0093393
• wikiData: Q105341260