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(2R,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5S)-5-acetamido-2,3,6-trihydroxy-4-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyhexoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 42d8dc8b-4b61-4703-a650-85d390f50c26
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Neuraminic acids and derivatives > Neuraminic acids
IUPAC Name (2R,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5S)-5-acetamido-2,3,6-trihydroxy-4-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyhexoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H64N2O28/c1-10-20(49)25(54)27(56)33(61-10)66-32-31(65-34-28(57)26(55)23(52)17(7-42)62-34)24(53)18(8-43)63-35(32)64-29(13(5-40)38-11(2)44)22(51)16(48)9-60-37(36(58)59)4-14(46)19(39-12(3)45)30(67-37)21(50)15(47)6-41/h10,13-35,40-43,46-57H,4-9H2,1-3H3,(H,38,44)(H,39,45)(H,58,59)/t10-,13+,14+,15-,16-,17-,18-,19-,20+,21-,22+,23+,24+,25+,26+,27-,28-,29+,30-,31+,32-,33-,34+,35+,37-/m1/s1
InChI Key IFADXHYXCQZXBV-SBBCTDLPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H64N2O28
Molecular Weight 984.90 g/mol
Exact Mass 984.36455939 g/mol
Topological Polar Surface Area (TPSA) 493.00 Ų
XlogP -10.40
Atomic LogP (AlogP) -11.77
H-Bond Acceptor 27
H-Bond Donor 19
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5S)-5-acetamido-2,3,6-trihydroxy-4-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyhexoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9912 99.12%
Caco-2 - 0.8764 87.64%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5477 54.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7290 72.90%
P-glycoprotein inhibitior + 0.7152 71.52%
P-glycoprotein substrate + 0.7291 72.91%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate - 0.8088 80.88%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.7918 79.18%
CYP2C9 inhibition - 0.9319 93.19%
CYP2C19 inhibition - 0.9414 94.14%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.9567 95.67%
CYP2C8 inhibition + 0.5815 58.15%
CYP inhibitory promiscuity - 0.8936 89.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6179 61.79%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.8178 81.78%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7156 71.56%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8956 89.56%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5928 59.28%
Acute Oral Toxicity (c) III 0.5892 58.92%
Estrogen receptor binding + 0.7974 79.74%
Androgen receptor binding + 0.6063 60.63%
Thyroid receptor binding - 0.5223 52.23%
Glucocorticoid receptor binding + 0.6559 65.59%
Aromatase binding + 0.5621 56.21%
PPAR gamma + 0.7470 74.70%
Honey bee toxicity - 0.6960 69.60%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.7927 79.27%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.19% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.83% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.94% 97.36%
CHEMBL2581 P07339 Cathepsin D 95.54% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.74% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.58% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.76% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.38% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.62% 91.19%
CHEMBL2094135 Q96BI3 Gamma-secretase 86.59% 98.05%
CHEMBL3401 O75469 Pregnane X receptor 86.47% 94.73%
CHEMBL2474 P53582 Methionine aminopeptidase 1 85.12% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.44% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.28% 96.61%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.38% 97.86%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.85% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.55% 93.56%
CHEMBL4208 P20618 Proteasome component C5 81.70% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.69% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.39% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162979193
LOTUS LTS0266119
wikiData Q105112059