8-(4-Hydroxy-5-methyl-3,6-dioxabicyclo[3.1.0]hexan-2-yl)-7-methoxychromen-2-one

Details

• Internal ID: 18be7f48-ce4d-4c5f-ba0d-a1c3be402fa9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(4-hydroxy-5-methyl-3,6-dioxabicyclo[3.1.0]hexan-2-yl)-7-methoxychromen-2-one
• SMILES (Canonical): CC12C(O1)C(OC2O)C3=C(C=CC4=C3OC(=O)C=C4)OC
• SMILES (Isomeric): CC12C(O1)C(OC2O)C3=C(C=CC4=C3OC(=O)C=C4)OC
• InChI: InChI=1S/C15H14O6/c1-15-13(21-15)12(20-14(15)17)10-8(18-2)5-3-7-4-6-9(16)19-11(7)10/h3-6,12-14,17H,1-2H3
• InChI Key: VUIRVFUCVWAGFV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	+	0.5461	54.61%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9101	91.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5973	59.73%
P-glycoprotein inhibitior	-	0.7538	75.38%
P-glycoprotein substrate	-	0.8238	82.38%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	0.8234	82.34%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	+	0.8540	85.40%
CYP2C9 inhibition	-	0.5465	54.65%
CYP2C19 inhibition	+	0.6097	60.97%
CYP2D6 inhibition	-	0.7509	75.09%
CYP1A2 inhibition	-	0.9007	90.07%
CYP2C8 inhibition	-	0.6515	65.15%
CYP inhibitory promiscuity	-	0.5250	52.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4395	43.95%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7299	72.99%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6561	65.61%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.4720	47.20%
Estrogen receptor binding	+	0.7655	76.55%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.6107	61.07%
Glucocorticoid receptor binding	+	0.6684	66.84%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.8083	80.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.9399	93.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.00%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.99%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.02%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.88%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.34%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.04%	86.33%

Plants that contains it

• Citrus × aurantium

Cross-Links

• PubChem: 73193397
• LOTUS: LTS0276010
• wikiData: Q105297242