3-[(3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3H-2-benzofuran-1-one

Details

• Internal ID: 1dfe7a6a-324c-4144-a9dc-e53677a6b513
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 3-[(3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-3H-2-benzofuran-1-one
• InChI: InChI=1S/C18H24O8/c1-9(24-18-16(22)15(21)14(20)13(8-19)26-18)6-7-12-10-4-2-3-5-11(10)17(23)25-12/h2-5,9,12-16,18-22H,6-8H2,1H3/t9-,12?,13+,14+,15-,16+,18+/m0/s1
• InChI Key: JXLOFNHWMAAUEM-VXGGFUAWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₈
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.14711772 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 8
• 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	+	0.6558	65.58%
Caco-2	-	0.7550	75.50%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7498	74.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8216	82.16%
P-glycoprotein inhibitior	-	0.8482	84.82%
P-glycoprotein substrate	-	0.7824	78.24%
CYP3A4 substrate	+	0.6001	60.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.8137	81.37%
CYP2C19 inhibition	-	0.7982	79.82%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	-	0.7309	73.09%
CYP2C8 inhibition	-	0.8226	82.26%
CYP inhibitory promiscuity	-	0.7846	78.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9835	98.35%
Skin irritation	-	0.7714	77.14%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6226	62.26%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6367	63.67%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5774	57.74%
Acute Oral Toxicity (c)	III	0.6181	61.81%
Estrogen receptor binding	+	0.6856	68.56%
Androgen receptor binding	-	0.6080	60.80%
Thyroid receptor binding	+	0.6855	68.55%
Glucocorticoid receptor binding	+	0.5833	58.33%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.5686	56.86%
Honey bee toxicity	-	0.8004	80.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8122	81.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.48%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.70%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.12%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.20%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.73%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.93%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 11405977
• LOTUS: LTS0052879
• wikiData: Q105136622