(2S)-2-(2-hydroxypropan-2-yl)-6-[2-[(2S)-oxiran-2-yl]propan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: 2ccc9be2-f322-4fd7-9687-08530ecb56d7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: (2S)-2-(2-hydroxypropan-2-yl)-6-[2-[(2S)-oxiran-2-yl]propan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C19H22O5/c1-18(2,16-9-22-16)12-6-10-5-11-7-15(19(3,4)21)23-13(11)8-14(10)24-17(12)20/h5-6,8,15-16,21H,7,9H2,1-4H3/t15-,16+/m0/s1
• InChI Key: GNKMBKJKLKPSKV-JKSUJKDBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.54
• 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	+	0.9865	98.65%
Caco-2	-	0.5483	54.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7907	79.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6036	60.36%
P-glycoprotein inhibitior	-	0.5661	56.61%
P-glycoprotein substrate	-	0.6917	69.17%
CYP3A4 substrate	+	0.5278	52.78%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.8086	80.86%
CYP2C9 inhibition	-	0.7447	74.47%
CYP2C19 inhibition	-	0.6818	68.18%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.5301	53.01%
CYP2C8 inhibition	-	0.8207	82.07%
CYP inhibitory promiscuity	-	0.8936	89.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5651	56.51%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.7875	78.75%
Skin irritation	-	0.7551	75.51%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3953	39.53%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.6768	67.68%
skin sensitisation	-	0.7354	73.54%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8356	83.56%
Acute Oral Toxicity (c)	III	0.5774	57.74%
Estrogen receptor binding	+	0.8542	85.42%
Androgen receptor binding	+	0.5375	53.75%
Thyroid receptor binding	+	0.5161	51.61%
Glucocorticoid receptor binding	+	0.5735	57.35%
Aromatase binding	+	0.8212	82.12%
PPAR gamma	+	0.7655	76.55%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9650	96.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.09%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.93%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.53%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.82%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.01%	100.00%

Plants that contains it

• Clausena anisata

Cross-Links

• PubChem: 162914355
• LOTUS: LTS0030447
• wikiData: Q105012654