12-Hydroxy-2,3-dihydroeuparin

Details

• Internal ID: 248ed147-0700-4813-ab95-eba795183c4d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2S)-6-hydroxy-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)CC(O2)C(=C)CO)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C[C@H](O2)C(=C)CO)O
• InChI: InChI=1S/C13H14O4/c1-7(6-14)12-4-9-3-10(8(2)15)11(16)5-13(9)17-12/h3,5,12,14,16H,1,4,6H2,2H3/t12-/m0/s1
• InChI Key: KPJMESMRKLJVPB-LBPRGKRZSA-N
• Popularity: 1 reference 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

• 68776-42-1
• CHEMBL462941
• HY-N8680
• AKOS040760921
• CS-0148907
• (2S)-2,3-Dihydro-2alpha-[1-(hydroxymethyl)vinyl]-5-acetylbenzofuran-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5354	53.54%
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	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8911	89.11%
P-glycoprotein inhibitior	-	0.9566	95.66%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	-	0.5512	55.12%
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	-	0.8714	87.14%
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	+	0.8713	87.13%
Skin irritation	-	0.6989	69.89%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5357	53.57%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5625	56.25%
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	-	0.5698	56.98%
Acute Oral Toxicity (c)	III	0.4544	45.44%
Estrogen receptor binding	-	0.8956	89.56%
Androgen receptor binding	-	0.7870	78.70%
Thyroid receptor binding	-	0.6826	68.26%
Glucocorticoid receptor binding	-	0.6319	63.19%
Aromatase binding	-	0.5612	56.12%
PPAR gamma	-	0.5469	54.69%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.5750	57.50%
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	97.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.22%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	87.98%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.62%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.31%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.40%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.48%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%

Plants that contains it

• Cinchona calisaya
• Ophryosporus charua
• Ophryosporus macrodon

Cross-Links

• PubChem: 10036992
• NPASS: NPC37206
• LOTUS: LTS0122743
• wikiData: Q105144240