(2S)-7-hydroperoxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbaldehyde

Details

• Internal ID: 03c56a79-397d-42b8-9034-461bc9b15c4c
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2S)-7-hydroperoxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbaldehyde
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C(=CC(=C2)C=O)OO)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(O1)C(=CC(=C2)C=O)OO)O
• InChI: InChI=1S/C12H14O5/c1-12(2,14)10-5-8-3-7(6-13)4-9(17-15)11(8)16-10/h3-4,6,10,14-15H,5H2,1-2H3/t10-/m0/s1
• InChI Key: QFAOAHBSGCCQFF-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	-	0.6471	64.71%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7635	76.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8932	89.32%
P-glycoprotein inhibitior	-	0.9310	93.10%
P-glycoprotein substrate	-	0.9026	90.26%
CYP3A4 substrate	+	0.5247	52.47%
CYP2C9 substrate	-	0.5947	59.47%
CYP2D6 substrate	-	0.6884	68.84%
CYP3A4 inhibition	-	0.8951	89.51%
CYP2C9 inhibition	-	0.7503	75.03%
CYP2C19 inhibition	-	0.6587	65.87%
CYP2D6 inhibition	-	0.8569	85.69%
CYP1A2 inhibition	+	0.5195	51.95%
CYP2C8 inhibition	-	0.7844	78.44%
CYP inhibitory promiscuity	-	0.6979	69.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8419	84.19%
Carcinogenicity (trinary)	Non-required	0.5090	50.90%
Eye corrosion	-	0.9458	94.58%
Eye irritation	+	0.7634	76.34%
Skin irritation	-	0.6928	69.28%
Skin corrosion	-	0.8619	86.19%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5635	56.35%
Micronuclear	-	0.5582	55.82%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7332	73.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5721	57.21%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.5310	53.10%
Androgen receptor binding	-	0.5377	53.77%
Thyroid receptor binding	-	0.5213	52.13%
Glucocorticoid receptor binding	-	0.6118	61.18%
Aromatase binding	-	0.6911	69.11%
PPAR gamma	+	0.6244	62.44%
Honey bee toxicity	-	0.8120	81.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8886	88.86%

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	95.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.25%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.44%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.93%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.56%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	84.25%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.24%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.02%	96.95%
CHEMBL3194	P02766	Transthyretin	80.73%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.26%	97.25%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 162868181
• LOTUS: LTS0096978
• wikiData: Q105219459