1-(5-Acetyl-3-methyl-2,3-dihydro-1-benzofuran-2-yl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethanone

Details

• Internal ID: b999368b-e876-4728-8dcf-7a8a992f4007
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 1-(5-acetyl-3-methyl-2,3-dihydro-1-benzofuran-2-yl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethanone
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2)C(=O)C)C(=O)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC1C(OC2=C1C=C(C=C2)C(=O)C)C(=O)COC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C19H24O9/c1-8-11-5-10(9(2)21)3-4-13(11)27-18(8)12(22)7-26-19-17(25)16(24)15(23)14(6-20)28-19/h3-5,8,14-20,23-25H,6-7H2,1-2H3
• InChI Key: ODSREZZJFRMBTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₉
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.14203234 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5950	59.50%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7826	78.26%
P-glycoprotein inhibitior	-	0.7398	73.98%
P-glycoprotein substrate	-	0.7972	79.72%
CYP3A4 substrate	+	0.5531	55.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8682	86.82%
CYP2C9 inhibition	-	0.8151	81.51%
CYP2C19 inhibition	-	0.7800	78.00%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.8471	84.71%
CYP2C8 inhibition	+	0.5391	53.91%
CYP inhibitory promiscuity	-	0.6826	68.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9722	97.22%
Skin irritation	-	0.8399	83.99%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5520	55.20%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.7624	76.24%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6038	60.38%
Acute Oral Toxicity (c)	III	0.6246	62.46%
Estrogen receptor binding	+	0.6293	62.93%
Androgen receptor binding	-	0.5933	59.33%
Thyroid receptor binding	-	0.6005	60.05%
Glucocorticoid receptor binding	-	0.4705	47.05%
Aromatase binding	-	0.6023	60.23%
PPAR gamma	-	0.5418	54.18%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	+	0.8023	80.23%

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	96.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.32%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.97%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.61%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.44%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.16%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.67%	87.67%
CHEMBL4208	P20618	Proteasome component C5	82.13%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.57%	95.89%

Plants that contains it

• Phagnalon rupestre

Cross-Links

• PubChem: 162923748
• LOTUS: LTS0007936
• wikiData: Q105189995