8-(1,2-Epoxy-3-hydroxy-3-methylbutyl)-7-methoxycoumarin

Details

• Internal ID: 0325360d-5f46-4941-b6c7-64c919b630b5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[3-(2-hydroxypropan-2-yl)oxiran-2-yl]-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C1C(O1)C2=C(C=CC3=C2OC(=O)C=C3)OC)O
• SMILES (Isomeric): CC(C)(C1C(O1)C2=C(C=CC3=C2OC(=O)C=C3)OC)O
• InChI: InChI=1S/C15H16O5/c1-15(2,17)14-13(20-14)11-9(18-3)6-4-8-5-7-10(16)19-12(8)11/h4-7,13-14,17H,1-3H3
• InChI Key: LXMXGXFDNSURAX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 5
• 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	+	0.9680	96.80%
Caco-2	+	0.6581	65.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7522	75.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9461	94.61%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6023	60.23%
P-glycoprotein inhibitior	-	0.6992	69.92%
P-glycoprotein substrate	-	0.9001	90.01%
CYP3A4 substrate	-	0.5271	52.71%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	+	0.5159	51.59%
CYP2C9 inhibition	-	0.8343	83.43%
CYP2C19 inhibition	-	0.6047	60.47%
CYP2D6 inhibition	-	0.8858	88.58%
CYP1A2 inhibition	-	0.8684	86.84%
CYP2C8 inhibition	-	0.6533	65.33%
CYP inhibitory promiscuity	-	0.7440	74.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4423	44.23%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8121	81.21%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4389	43.89%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8850	88.50%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.7156	71.56%
Androgen receptor binding	+	0.6686	66.86%
Thyroid receptor binding	-	0.5252	52.52%
Glucocorticoid receptor binding	-	0.4773	47.73%
Aromatase binding	+	0.7275	72.75%
PPAR gamma	+	0.8187	81.87%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.9490	94.90%

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	91.83%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.56%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.57%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.95%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.69%	97.25%
CHEMBL2535	P11166	Glucose transporter	82.75%	98.75%

Plants that contains it

• Ferulopsis hystrix

Cross-Links

• PubChem: 129881722
• LOTUS: LTS0175435
• wikiData: Q105158946