[6-[4-(3,4-Dimethoxyphenyl)butan-2-yloxy]-3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 6e5e9b3e-f53a-46e3-a6e0-097fda37dd64
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [6-[4-(3,4-dimethoxyphenyl)butan-2-yloxy]-3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC(C)CCC3=CC(=C(C=C3)OC)OC)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC(C)CCC3=CC(=C(C=C3)OC)OC)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C33H44O15/c1-16(5-6-19-8-11-22(42-3)23(14-19)43-4)45-33-30(41)31(48-32-29(40)28(39)26(37)17(2)46-32)27(38)24(47-33)15-44-25(36)12-9-18-7-10-20(34)21(35)13-18/h7-14,16-17,24,26-35,37-41H,5-6,15H2,1-4H3
• InChI Key: XZJRUSJBBUMNLT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₅
• Molecular Weight: 680.70 g/mol
• Exact Mass: 680.26802069 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6648	66.48%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8790	87.90%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7014	70.14%
P-glycoprotein inhibitior	-	0.4396	43.96%
P-glycoprotein substrate	+	0.6617	66.17%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.7826	78.26%
CYP2C9 inhibition	-	0.8575	85.75%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.8003	80.03%
CYP2C8 inhibition	+	0.7578	75.78%
CYP inhibitory promiscuity	-	0.8124	81.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7307	73.07%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.8204	82.04%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3969	39.69%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	-	0.7718	77.18%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9666	96.66%
Acute Oral Toxicity (c)	III	0.7301	73.01%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.5394	53.94%
Thyroid receptor binding	+	0.5734	57.34%
Glucocorticoid receptor binding	+	0.6519	65.19%
Aromatase binding	-	0.4835	48.35%
PPAR gamma	+	0.7013	70.13%
Honey bee toxicity	-	0.7092	70.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9535	95.35%

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	99.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.56%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.12%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.63%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.91%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.66%	89.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.78%	97.31%
CHEMBL2581	P07339	Cathepsin D	91.81%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.24%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.42%	85.31%
CHEMBL2535	P11166	Glucose transporter	89.64%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.29%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.87%	94.73%
CHEMBL3194	P02766	Transthyretin	88.65%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.91%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.20%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.71%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.14%	86.92%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.86%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.92%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.75%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.69%	97.36%

Plants that contains it

• Sideritis raeseri

Cross-Links

• PubChem: 85202731
• LOTUS: LTS0229064
• wikiData: Q105344981