1-[(2R,3R)-3-hydroxy-2-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-en-2-yl]-2,3-dihydro-1-benzofuran-5-yl]ethanone

Details

• Internal ID: ad8ccc68-efd0-43ab-9f4d-72821bddfdbc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 1-[(2R,3R)-3-hydroxy-2-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-en-2-yl]-2,3-dihydro-1-benzofuran-5-yl]ethanone
• InChI: InChI=1S/C19H24O9/c1-8(7-26-19-17(25)16(24)15(23)13(6-20)28-19)18-14(22)11-5-10(9(2)21)3-4-12(11)27-18/h3-5,13-20,22-25H,1,6-7H2,2H3/t13-,14-,15-,16+,17-,18-,19-/m1/s1
• InChI Key: HUIKZEJYJIMIBW-UDVZFCQKSA-N
• Popularity: 2 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): 146.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.94
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7345	73.45%
Caco-2	-	0.8433	84.33%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6971	69.71%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8993	89.93%
P-glycoprotein inhibitior	-	0.7279	72.79%
P-glycoprotein substrate	-	0.8021	80.21%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.7846	78.46%
CYP2C19 inhibition	-	0.5975	59.75%
CYP2D6 inhibition	-	0.8775	87.75%
CYP1A2 inhibition	-	0.8018	80.18%
CYP2C8 inhibition	+	0.6241	62.41%
CYP inhibitory promiscuity	+	0.6380	63.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.7891	78.91%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6467	64.67%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7446	74.46%
skin sensitisation	-	0.7413	74.13%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5989	59.89%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.5816	58.16%
Androgen receptor binding	-	0.5816	58.16%
Thyroid receptor binding	+	0.6327	63.27%
Glucocorticoid receptor binding	-	0.5815	58.15%
Aromatase binding	+	0.6872	68.72%
PPAR gamma	+	0.5809	58.09%
Honey bee toxicity	-	0.8404	84.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9408	94.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.44%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.20%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.57%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.28%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.00%	95.89%

Plants that contains it

• Gnaphalium polycaulon

Cross-Links

• PubChem: 68745185
• LOTUS: LTS0134861
• wikiData: Q105033800