butyl (3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoate

Details

• Internal ID: 48d3bd48-ee67-444d-b009-deeab2749bd4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: butyl (3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoate
• SMILES (Canonical): CCCCOC(=O)CC(C)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CCCCOC(=O)C[C@H](C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C14H26O8/c1-3-4-5-20-10(16)6-8(2)21-14-13(19)12(18)11(17)9(7-15)22-14/h8-9,11-15,17-19H,3-7H2,1-2H3/t8-,9+,11+,12-,13+,14+/m0/s1
• InChI Key: YUPCLHHTUNDMAN-FKWFHYQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₆O₈
• Molecular Weight: 322.35 g/mol
• Exact Mass: 322.16276778 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6665	66.65%
Caco-2	-	0.7896	78.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8892	88.92%
P-glycoprotein inhibitior	-	0.8879	88.79%
P-glycoprotein substrate	-	0.9055	90.55%
CYP3A4 substrate	+	0.5624	56.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.8678	86.78%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.8055	80.55%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8715	87.15%
CYP2C8 inhibition	-	0.8518	85.18%
CYP inhibitory promiscuity	-	0.9448	94.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7495	74.95%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.8586	85.86%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.8754	87.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5390	53.90%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9069	90.69%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6428	64.28%
Acute Oral Toxicity (c)	III	0.5768	57.68%
Estrogen receptor binding	-	0.5339	53.39%
Androgen receptor binding	-	0.6187	61.87%
Thyroid receptor binding	+	0.5698	56.98%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.5469	54.69%
PPAR gamma	-	0.7043	70.43%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6952	69.52%
Fish aquatic toxicity	+	0.7847	78.47%

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	97.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.99%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.72%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.08%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.83%	97.29%
CHEMBL226	P30542	Adenosine A1 receptor	89.37%	95.93%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.52%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.45%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.14%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.92%	82.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.54%	94.00%
CHEMBL202	P00374	Dihydrofolate reductase	83.56%	89.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.10%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.05%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.98%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.78%	92.32%
CHEMBL3401	O75469	Pregnane X receptor	81.94%	94.73%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.87%	92.86%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.40%	90.71%

Plants that contains it

• Kadsura angustifolia
• Kadsura coccinea
• Kadsura induta
• Vasconcellea pubescens

Cross-Links

• PubChem: 163102293
• LOTUS: LTS0192593
• wikiData: Q105250993