trans-2,3-Dihydro-3-hydroxyeuparin

Details

• Internal ID: cdec6250-8790-408a-9d44-617ae2c124f9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2R,3S)-3,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=C)C1C(C2=CC(=C(C=C2O1)O)C(=O)C)O
• SMILES (Isomeric): CC(=C)[C@@H]1[C@H](C2=CC(=C(C=C2O1)O)C(=O)C)O
• InChI: InChI=1S/C13H14O4/c1-6(2)13-12(16)9-4-8(7(3)14)10(15)5-11(9)17-13/h4-5,12-13,15-16H,1H2,2-3H3/t12-,13+/m0/s1
• InChI Key: KISFKKYLFKRYME-QWHCGFSZSA-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: 2.00
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 64185-57-5
• AKOS040762440
• 1-[(2R,3S)-3,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.7850	78.50%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9413	94.13%
P-glycoprotein inhibitior	-	0.9102	91.02%
P-glycoprotein substrate	-	0.8410	84.10%
CYP3A4 substrate	-	0.5601	56.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.5880	58.80%
CYP2C9 inhibition	+	0.6397	63.97%
CYP2C19 inhibition	+	0.7528	75.28%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	+	0.9254	92.54%
CYP2C8 inhibition	-	0.8295	82.95%
CYP inhibitory promiscuity	+	0.8562	85.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9386	93.86%
Eye irritation	+	0.8567	85.67%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7288	72.88%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5899	58.99%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5061	50.61%
Acute Oral Toxicity (c)	III	0.4569	45.69%
Estrogen receptor binding	-	0.7512	75.12%
Androgen receptor binding	-	0.8066	80.66%
Thyroid receptor binding	-	0.5269	52.69%
Glucocorticoid receptor binding	-	0.6579	65.79%
Aromatase binding	-	0.5610	56.10%
PPAR gamma	-	0.5918	59.18%
Honey bee toxicity	-	0.8484	84.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	96.36%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.52%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.56%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.68%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.46%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.16%	90.71%

Plants that contains it

• Ligularia fischeri
• Ligularia veitchiana
• Morithamnus crassus
• Urolepis hecatantha

Cross-Links

• PubChem: 124350709
• LOTUS: LTS0043816
• wikiData: Q105141658