[(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: bb1d7315-c0d9-4c99-be60-a08f81dd9394
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(OC(C3OC(=O)C=CC4=CC(=C(C=C4)O)OC)CO)OCCC5=CC(=C(C=C5)O)O)O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2O[C@@H]3[C@H]([C@@H](O[C@@H]([C@H]3OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)CO)OCCC5=CC(=C(C=C5)O)O)O)C)O)O)O)O)O
• InChI: InChI=1S/C36H48O19/c1-15-25(42)27(44)29(46)35(50-15)55-33-28(45)26(43)16(2)51-36(33)54-32-30(47)34(49-11-10-18-4-7-19(38)21(40)12-18)52-23(14-37)31(32)53-24(41)9-6-17-5-8-20(39)22(13-17)48-3/h4-9,12-13,15-16,23,25-40,42-47H,10-11,14H2,1-3H3/b9-6+/t15-,16-,23+,25-,26-,27+,28+,29+,30+,31+,32+,33+,34+,35-,36-/m0/s1
• InChI Key: VJZBGZNQVVWWSO-SKFHFVRNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₉
• Molecular Weight: 784.80 g/mol
• Exact Mass: 784.27897930 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7814	78.14%
Caco-2	-	0.8935	89.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7303	73.03%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7017	70.17%
P-glycoprotein inhibitior	+	0.5886	58.86%
P-glycoprotein substrate	+	0.5061	50.61%
CYP3A4 substrate	+	0.6812	68.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.8663	86.63%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8025	80.25%
CYP inhibitory promiscuity	-	0.6839	68.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6779	67.79%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.8502	85.02%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6839	68.39%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9696	96.96%
Acute Oral Toxicity (c)	III	0.7777	77.77%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	-	0.6335	63.35%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.6651	66.51%
Aromatase binding	+	0.5359	53.59%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.6394	63.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6878	68.78%

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	99.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.82%	96.00%
CHEMBL3194	P02766	Transthyretin	95.22%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.59%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.57%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.30%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.10%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.46%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.64%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	84.59%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.36%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.32%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.18%	92.62%
CHEMBL4208	P20618	Proteasome component C5	81.18%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.10%	94.45%

Plants that contains it

• Camellia reticulata
• Phlomis linearis

Cross-Links

• PubChem: 101609014
• LOTUS: LTS0169336
• wikiData: Q105135784