[(2S,3R)-6-acetyl-5-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: a45c7de5-fcd5-4dd3-a7cd-f4021a70d304
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [(2S,3R)-6-acetyl-5-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=CC(=C(C=C12)O)C(=O)C)C(=C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H](OC2=CC(=C(C=C12)O)C(=O)C)C(=C)C
• InChI: InChI=1S/C18H20O5/c1-6-10(4)18(21)23-17-13-7-14(20)12(11(5)19)8-15(13)22-16(17)9(2)3/h6-8,16-17,20H,2H2,1,3-5H3/b10-6-/t16-,17+/m0/s1
• InChI Key: KVBOXPUNLWXDCR-IRMRGROASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.7190	71.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7054	70.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.8983	89.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5939	59.39%
P-glycoprotein inhibitior	-	0.6879	68.79%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	+	0.5313	53.13%
CYP2C9 substrate	-	0.5962	59.62%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7072	70.72%
CYP2C9 inhibition	-	0.7457	74.57%
CYP2C19 inhibition	+	0.5410	54.10%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	+	0.7188	71.88%
CYP2C8 inhibition	-	0.5997	59.97%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4281	42.81%
Eye corrosion	-	0.9561	95.61%
Eye irritation	-	0.6601	66.01%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4829	48.29%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5953	59.53%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	II	0.4637	46.37%
Estrogen receptor binding	+	0.5452	54.52%
Androgen receptor binding	-	0.5942	59.42%
Thyroid receptor binding	-	0.5355	53.55%
Glucocorticoid receptor binding	-	0.5645	56.45%
Aromatase binding	-	0.5746	57.46%
PPAR gamma	-	0.6295	62.95%
Honey bee toxicity	-	0.6783	67.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	98.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.06%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	86.98%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.68%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.57%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.36%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.81%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Eupatorium cannabinum
• Stevia salicifolia

Cross-Links

• PubChem: 162980709
• LOTUS: LTS0033639
• wikiData: Q105146444