1-[(2R,3S)-3-hydroxy-2-prop-1-en-2-yl-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 70b7ef60-6d51-4660-aab9-6730b7074e1a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[(2R,3S)-3-hydroxy-2-prop-1-en-2-yl-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]ethanone
• InChI: InChI=1S/C19H24O9/c1-7(2)17-13(22)10-4-9(8(3)21)5-11(18(10)28-17)26-19-16(25)15(24)14(23)12(6-20)27-19/h4-5,12-17,19-20,22-25H,1,6H2,2-3H3/t12-,13-,14-,15+,16-,17+,19-/m0/s1
• InChI Key: NDBSNWISUWJSBU-GNXUPTGDSA-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: -0.40
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7835	78.35%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7052	70.52%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8557	85.57%
P-glycoprotein inhibitior	-	0.7512	75.12%
P-glycoprotein substrate	-	0.8012	80.12%
CYP3A4 substrate	+	0.5648	56.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.6892	68.92%
CYP2C9 inhibition	-	0.7691	76.91%
CYP2C19 inhibition	-	0.5971	59.71%
CYP2D6 inhibition	-	0.8729	87.29%
CYP1A2 inhibition	-	0.7576	75.76%
CYP2C8 inhibition	-	0.6489	64.89%
CYP inhibitory promiscuity	+	0.6478	64.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8771	87.71%
Skin irritation	-	0.7723	77.23%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4200	42.00%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.6393	63.93%
skin sensitisation	-	0.7478	74.78%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5790	57.90%
Acute Oral Toxicity (c)	III	0.5163	51.63%
Estrogen receptor binding	+	0.6481	64.81%
Androgen receptor binding	-	0.5650	56.50%
Thyroid receptor binding	+	0.5320	53.20%
Glucocorticoid receptor binding	+	0.5777	57.77%
Aromatase binding	+	0.5496	54.96%
PPAR gamma	+	0.5350	53.50%
Honey bee toxicity	-	0.7398	73.98%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7599	75.99%
Fish aquatic toxicity	+	0.9585	95.85%

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	94.56%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.80%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.63%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%

Plants that contains it

• Conoclinium coelestinum

Cross-Links

• PubChem: 163052355
• LOTUS: LTS0155377
• wikiData: Q105177473