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

Details

• Internal ID: 835d8f28-03e0-43f3-9936-eda2e7453f77
• 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,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2S)-2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCC(C4=CC(=C(C=C4)O)O)OC)O)OC5C(C(C(C(O5)CO)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](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OC[C@H](C4=CC(=C(C=C4)O)O)OC)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)O)O
• InChI: InChI=1S/C36H48O21/c1-14-25(44)28(47)33(57-35-29(48)27(46)26(45)21(11-37)53-35)36(52-14)56-32-30(49)34(51-13-23(50-2)16-5-7-18(40)20(42)10-16)54-22(12-38)31(32)55-24(43)8-4-15-3-6-17(39)19(41)9-15/h3-10,14,21-23,25-42,44-49H,11-13H2,1-2H3/b8-4+/t14-,21+,22+,23+,25-,26-,27-,28+,29+,30+,31+,32+,33+,34+,35-,36-/m0/s1
• InChI Key: VNIODXKKMXLOHD-SEXGBUOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₂₁
• Molecular Weight: 816.80 g/mol
• Exact Mass: 816.26880854 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.05
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6312	63.12%
Caco-2	-	0.8942	89.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5996	59.96%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6939	69.39%
P-glycoprotein inhibitior	-	0.4498	44.98%
P-glycoprotein substrate	-	0.5088	50.88%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9109	91.09%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.9235	92.35%
CYP2C8 inhibition	+	0.6454	64.54%
CYP inhibitory promiscuity	-	0.7418	74.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7498	74.98%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9136	91.36%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7290	72.90%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.8948	89.48%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9708	97.08%
Acute Oral Toxicity (c)	III	0.7349	73.49%
Estrogen receptor binding	+	0.7972	79.72%
Androgen receptor binding	-	0.6214	62.14%
Thyroid receptor binding	+	0.5545	55.45%
Glucocorticoid receptor binding	+	0.6120	61.20%
Aromatase binding	-	0.4856	48.56%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.8849	88.49%

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	99.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.41%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.56%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.34%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.98%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.93%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.65%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL3194	P02766	Transthyretin	89.12%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.04%	85.14%
CHEMBL4208	P20618	Proteasome component C5	83.88%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.08%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.66%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.89%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.83%	100.00%

Plants that contains it

• Lamium purpureum

Cross-Links

• PubChem: 162857091
• LOTUS: LTS0198617
• wikiData: Q105289637