[6-[4-(1,4-Dihydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-yloxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 98feb50b-db15-4172-af78-01fe40264d19
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [6-[4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-yloxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1CC(CC(C1(C=CC(C)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O)O)(C)C)O
• SMILES (Isomeric): CC1CC(CC(C1(C=CC(C)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O)O)(C)C)O
• InChI: InChI=1S/C28H40O11/c1-15-11-18(29)13-27(3,4)28(15,36)10-9-16(2)38-26-25(35)24(34)23(33)21(39-26)14-37-22(32)8-6-17-5-7-19(30)20(31)12-17/h5-10,12,15-16,18,21,23-26,29-31,33-36H,11,13-14H2,1-4H3
• InChI Key: LQWNOQMNKZOHBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₁₁
• Molecular Weight: 552.60 g/mol
• Exact Mass: 552.25706209 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7315	73.15%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7980	79.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6286	62.86%
P-glycoprotein inhibitior	-	0.4469	44.69%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6801	68.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8151	81.51%
CYP2C9 inhibition	-	0.6974	69.74%
CYP2C19 inhibition	-	0.7941	79.41%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	+	0.5582	55.82%
CYP2C8 inhibition	+	0.5445	54.45%
CYP inhibitory promiscuity	-	0.8419	84.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.8129	81.29%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7348	73.48%
Micronuclear	-	0.6767	67.67%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.7573	75.73%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9696	96.96%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.7193	71.93%
Androgen receptor binding	+	0.6944	69.44%
Thyroid receptor binding	+	0.6097	60.97%
Glucocorticoid receptor binding	+	0.6624	66.24%
Aromatase binding	+	0.6518	65.18%
PPAR gamma	+	0.6786	67.86%
Honey bee toxicity	-	0.7371	73.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9765	97.65%

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	99.85%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.64%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.70%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.73%	85.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.99%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.96%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.77%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.76%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.91%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.18%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.18%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.45%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.66%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.65%	89.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.43%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.09%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 85400116
• LOTUS: LTS0051443
• wikiData: Q105155930