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(2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2S,3S,4S,5R)-2-acetamido-1,4,5,6-tetrahydroxyhexan-3-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-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 222a35fe-9e49-44a6-84f4-5e48324f7df2
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Neuraminic acids and derivatives > Neuraminic acids
IUPAC Name (2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2S,3S,4S,5R)-2-acetamido-1,4,5,6-tetrahydroxyhexan-3-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H57N3O24/c1-10(42)34-13(5-37)26(21(48)15(46)6-38)57-31-25(52)29(27(18(9-41)56-31)58-30-20(36-12(3)44)24(51)23(50)17(8-40)55-30)60-33(32(53)54)4-14(45)19(35-11(2)43)28(59-33)22(49)16(47)7-39/h13-31,37-41,45-52H,4-9H2,1-3H3,(H,34,42)(H,35,43)(H,36,44)(H,53,54)/t13-,14-,15+,16+,17+,18+,19+,20+,21-,22+,23-,24+,25+,26-,27-,28+,29+,30-,31-,33-/m0/s1
InChI Key YYMONVVGQUJSIH-QHYSQJPOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H57N3O24
Molecular Weight 879.80 g/mol
Exact Mass 879.33319969 g/mol
Topological Polar Surface Area (TPSA) 443.00 Ų
XlogP -9.80
Atomic LogP (AlogP) -10.48
H-Bond Acceptor 23
H-Bond Donor 17
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2S,3S,4S,5R)-2-acetamido-1,4,5,6-tetrahydroxyhexan-3-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-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 - 0.9915 99.15%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4992 49.92%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8168 81.68%
OATP1B3 inhibitior + 0.9435 94.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7579 75.79%
P-glycoprotein inhibitior + 0.6894 68.94%
P-glycoprotein substrate + 0.7016 70.16%
CYP3A4 substrate + 0.7000 70.00%
CYP2C9 substrate - 0.8088 80.88%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.8606 86.06%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.9456 94.56%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.9563 95.63%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8747 87.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6335 63.35%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9067 90.67%
Skin irritation - 0.8259 82.59%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7911 79.11%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8963 89.63%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7088 70.88%
Acute Oral Toxicity (c) III 0.5672 56.72%
Estrogen receptor binding + 0.7632 76.32%
Androgen receptor binding + 0.6545 65.45%
Thyroid receptor binding - 0.5263 52.63%
Glucocorticoid receptor binding + 0.6519 65.19%
Aromatase binding + 0.6371 63.71%
PPAR gamma + 0.7124 71.24%
Honey bee toxicity - 0.7275 72.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.8990 89.90%

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 98.87% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.87% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.59% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.45% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 89.21% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.39% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.99% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 85.90% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.87% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 85.32% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.31% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.96% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.70% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.51% 95.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.08% 98.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.70% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.27% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.70% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.40% 97.09%

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 163193910
LOTUS LTS0147665
wikiData Q105368756