9-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]furo[3,2-g]chromen-7-one

Details

• Internal ID: 877241ec-14f4-4fae-9713-150e4b38fca5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]furo[3,2-g]chromen-7-one
• InChI: InChI=1S/C16H14O4/c1-16(2)12(20-16)8-11-14-10(5-6-18-14)7-9-3-4-13(17)19-15(9)11/h3-7,12H,8H2,1-2H3/t12-/m0/s1
• InChI Key: AVWKADSPKOONAC-LBPRGKRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.6438	64.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6383	63.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5709	57.09%
P-glycoprotein inhibitior	-	0.6358	63.58%
P-glycoprotein substrate	-	0.8651	86.51%
CYP3A4 substrate	-	0.5931	59.31%
CYP2C9 substrate	-	0.6273	62.73%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	+	0.6333	63.33%
CYP2C9 inhibition	-	0.6116	61.16%
CYP2C19 inhibition	-	0.5721	57.21%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	-	0.7001	70.01%
CYP2C8 inhibition	-	0.6656	66.56%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4781	47.81%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8410	84.10%
Skin irritation	-	0.6567	65.67%
Skin corrosion	-	0.8795	87.95%
Ames mutagenesis	-	0.7237	72.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7340	73.40%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6563	65.63%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7364	73.64%
Acute Oral Toxicity (c)	III	0.5273	52.73%
Estrogen receptor binding	+	0.9315	93.15%
Androgen receptor binding	+	0.8303	83.03%
Thyroid receptor binding	+	0.6198	61.98%
Glucocorticoid receptor binding	+	0.8519	85.19%
Aromatase binding	+	0.7615	76.15%
PPAR gamma	+	0.7677	76.77%
Honey bee toxicity	-	0.8795	87.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9765	97.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.31%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.24%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.65%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.91%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.44%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.95%	94.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.49%	85.11%

Plants that contains it

• Angelica ursina

Cross-Links

• PubChem: 163037616
• LOTUS: LTS0018240
• wikiData: Q104919876