[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S)-pentan-2-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 598c6e9e-cd6e-47c0-b6c6-2418b2f6140e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S)-pentan-2-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CCCC(C)OC1C(C(C(C(O1)COC2C(C(CO2)(COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O)O)O
• SMILES (Isomeric): CCC[C@H](C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@](CO2)(COC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O)O)O)O
• InChI: InChI=1S/C25H36O13/c1-3-4-13(2)37-23-21(31)20(30)19(29)17(38-23)10-34-24-22(32)25(33,12-36-24)11-35-18(28)8-6-14-5-7-15(26)16(27)9-14/h5-9,13,17,19-24,26-27,29-33H,3-4,10-12H2,1-2H3/b8-6+/t13-,17+,19+,20-,21+,22-,23+,24+,25+/m0/s1
• InChI Key: JEOODUYTNFLEHG-WSDPVARKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₁₃
• Molecular Weight: 544.50 g/mol
• Exact Mass: 544.21559120 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8245	82.45%
Caco-2	-	0.8934	89.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7468	74.68%
P-glycoprotein inhibitior	-	0.6050	60.50%
P-glycoprotein substrate	+	0.5076	50.76%
CYP3A4 substrate	+	0.6599	65.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.7288	72.88%
CYP2C9 inhibition	-	0.7881	78.81%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	-	0.7759	77.59%
CYP2C8 inhibition	+	0.6056	60.56%
CYP inhibitory promiscuity	-	0.7655	76.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.7418	74.18%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5583	55.83%
Micronuclear	-	0.7926	79.26%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8595	85.95%
Acute Oral Toxicity (c)	III	0.4714	47.14%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.5727	57.27%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5713	57.13%
Aromatase binding	+	0.6641	66.41%
PPAR gamma	+	0.6741	67.41%
Honey bee toxicity	-	0.8160	81.60%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9774	97.74%

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	99.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.67%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.39%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.03%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	92.82%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.80%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.71%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.73%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.64%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.86%	89.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.44%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.97%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.65%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.94%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.75%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.26%	100.00%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 11082126
• LOTUS: LTS0013924
• wikiData: Q105126269