1-[(2S)-5-hydroxy-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-6-yl]ethanone

Details

• Internal ID: 30d59555-29f4-428c-a171-1659791ca32d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2S)-5-hydroxy-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2CC(OC2=C1)C(=C)CO)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C[C@H](OC2=C1)C(=C)CO)O
• InChI: InChI=1S/C13H14O4/c1-7(6-14)12-4-9-3-11(16)10(8(2)15)5-13(9)17-12/h3,5,12,14,16H,1,4,6H2,2H3/t12-/m0/s1
• InChI Key: BNKGDEQDLRZJFW-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.45
• 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	+	0.9912	99.12%
Caco-2	+	0.5054	50.54%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7848	78.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8618	86.18%
P-glycoprotein inhibitior	-	0.9489	94.89%
P-glycoprotein substrate	-	0.7916	79.16%
CYP3A4 substrate	-	0.5524	55.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.7391	73.91%
CYP2C9 inhibition	-	0.5505	55.05%
CYP2C19 inhibition	+	0.5709	57.09%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	+	0.7101	71.01%
CYP2C8 inhibition	-	0.8668	86.68%
CYP inhibitory promiscuity	+	0.8017	80.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5883	58.83%
Eye corrosion	-	0.9775	97.75%
Eye irritation	+	0.8090	80.90%
Skin irritation	-	0.6989	69.89%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5733	57.33%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5893	58.93%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6002	60.02%
Acute Oral Toxicity (c)	III	0.4544	45.44%
Estrogen receptor binding	-	0.9136	91.36%
Androgen receptor binding	-	0.7870	78.70%
Thyroid receptor binding	-	0.6888	68.88%
Glucocorticoid receptor binding	-	0.6464	64.64%
Aromatase binding	-	0.6096	60.96%
PPAR gamma	-	0.6603	66.03%
Honey bee toxicity	-	0.8947	89.47%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9716	97.16%

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	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	86.60%	83.82%
CHEMBL2581	P07339	Cathepsin D	86.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.69%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.31%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.43%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.55%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	80.55%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	80.18%	91.49%

Plants that contains it

• Baccharis dracunculifolia
• Baccharis rhomboidalis
• Chrysothamnus viscidiflorus
• Microglossa pyrifolia

Cross-Links

• PubChem: 60099133
• LOTUS: LTS0010559
• wikiData: Q104938850