(2S)-2-[(2R)-1,2-dihydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carbaldehyde

Details

• Internal ID: c84749a2-3aad-428e-9cca-fbefa6a4b78f
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2S)-2-[(2R)-1,2-dihydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carbaldehyde
• SMILES (Canonical): CC(CO)(C1CC2=C(O1)C=CC(=C2)C=O)O
• SMILES (Isomeric): C[C@@](CO)([C@@H]1CC2=C(O1)C=CC(=C2)C=O)O
• InChI: InChI=1S/C12H14O4/c1-12(15,7-14)11-5-9-4-8(6-13)2-3-10(9)16-11/h2-4,6,11,14-15H,5,7H2,1H3/t11-,12+/m0/s1
• InChI Key: NFOLCIKUKLTTDV-NWDGAFQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 4
• 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	+	0.9825	98.25%
Caco-2	-	0.6308	63.08%
Blood Brain Barrier	-	0.6115	61.15%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6780	67.80%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9483	94.83%
P-glycoprotein inhibitior	-	0.9802	98.02%
P-glycoprotein substrate	-	0.8636	86.36%
CYP3A4 substrate	-	0.5616	56.16%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.7201	72.01%
CYP3A4 inhibition	-	0.8917	89.17%
CYP2C9 inhibition	-	0.8122	81.22%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.5249	52.49%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	-	0.8579	85.79%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8188	81.88%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6211	62.11%
Micronuclear	-	0.7460	74.60%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.7462	74.62%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7160	71.60%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	-	0.4859	48.59%
Androgen receptor binding	-	0.6698	66.98%
Thyroid receptor binding	-	0.7510	75.10%
Glucocorticoid receptor binding	-	0.7122	71.22%
Aromatase binding	-	0.7494	74.94%
PPAR gamma	+	0.6409	64.09%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8838	88.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.24%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.98%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.56%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.09%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%

Plants that contains it

• Hibiscus rosa-sinensis

Cross-Links

• PubChem: 92449342
• LOTUS: LTS0063720
• wikiData: Q105349482