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

Details

• Internal ID: 7c5dab55-f611-4e4d-9742-72f6b4c5fbad
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-4-[(2S,3R,4R,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoxy]-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=CC4=CC(=C(C=C4)O)O)O)O)O)OC5C(C(C(C(O5)CO)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=C/C4=CC(=C(C=C4)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C36H46O20/c1-15-31(55-36-28(47)26(45)25(44)22(13-37)52-36)27(46)29(48)35(51-15)56-33-30(49)34(50-10-2-3-16-4-7-18(39)20(41)11-16)53-23(14-38)32(33)54-24(43)9-6-17-5-8-19(40)21(42)12-17/h2-9,11-12,15,22-23,25-42,44-49H,10,13-14H2,1H3/b3-2+,9-6+/t15-,22+,23+,25-,26-,27+,28+,29+,30+,31-,32+,33-,34+,35-,36-/m0/s1
• InChI Key: NWSLPAXVOWVQIU-UPGKWQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₆O₂₀
• Molecular Weight: 798.70 g/mol
• Exact Mass: 798.25824385 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7346	73.46%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6785	67.85%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8840	88.40%
P-glycoprotein inhibitior	+	0.6290	62.90%
P-glycoprotein substrate	-	0.7039	70.39%
CYP3A4 substrate	+	0.6429	64.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.9183	91.83%
CYP2C9 inhibition	-	0.9027	90.27%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.9245	92.45%
CYP2C8 inhibition	+	0.6113	61.13%
CYP inhibitory promiscuity	-	0.6423	64.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.8518	85.18%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8168	81.68%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8698	86.98%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9314	93.14%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	+	0.7447	74.47%
Androgen receptor binding	-	0.5432	54.32%
Thyroid receptor binding	+	0.5153	51.53%
Glucocorticoid receptor binding	+	0.5491	54.91%
Aromatase binding	-	0.5063	50.63%
PPAR gamma	+	0.7207	72.07%
Honey bee toxicity	-	0.7282	72.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.8682	86.82%

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	99.76%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.90%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.59%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.59%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.31%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.75%	99.17%
CHEMBL3194	P02766	Transthyretin	89.45%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.13%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.38%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.84%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.14%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.99%	99.15%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.94%	88.00%

Plants that contains it

• Boschniakia rossica

Cross-Links

• PubChem: 163105302
• LOTUS: LTS0099929
• wikiData: Q105186786