PlantaeDB Logo
Login Sign-up

(2R,4S,5R,6R)-5-acetamido-2-[(2R,3S,4S,5S)-5-acetamido-2,3,6-trihydroxy-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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

Top
Internal ID 5ea35a9b-c8b8-4e04-b860-3a537646f38f
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,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H44N2O19/c1-8(31)26-10(4-28)21(45-23-20(40)19(39)18(38)14(6-30)44-23)17(37)13(35)7-43-25(24(41)42)3-11(33)15(27-9(2)32)22(46-25)16(36)12(34)5-29/h10-23,28-30,33-40H,3-7H2,1-2H3,(H,26,31)(H,27,32)(H,41,42)/t10-,11-,12+,13+,14+,15+,16+,17-,18-,19-,20+,21-,22+,23-,25+/m0/s1
InChI Key VREVQUUWHCJMFO-ACBJLVHNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H44N2O19
Molecular Weight 676.60 g/mol
Exact Mass 676.25382718 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP -7.70
Atomic LogP (AlogP) -8.44
H-Bond Acceptor 18
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9911 99.11%
Caco-2 - 0.8996 89.96%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5518 55.18%
OATP2B1 inhibitior - 0.5768 57.68%
OATP1B1 inhibitior + 0.7985 79.85%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.7250 72.50%
P-glycoprotein inhibitior + 0.5790 57.90%
P-glycoprotein substrate + 0.6449 64.49%
CYP3A4 substrate + 0.6869 68.69%
CYP2C9 substrate - 0.8088 80.88%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.8860 88.60%
CYP2C9 inhibition - 0.9363 93.63%
CYP2C19 inhibition - 0.9384 93.84%
CYP2D6 inhibition - 0.9358 93.58%
CYP1A2 inhibition - 0.9570 95.70%
CYP2C8 inhibition + 0.4568 45.68%
CYP inhibitory promiscuity - 0.8967 89.67%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6354 63.54%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.8212 82.12%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7786 77.86%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8943 89.43%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7452 74.52%
Acute Oral Toxicity (c) III 0.5855 58.55%
Estrogen receptor binding + 0.7319 73.19%
Androgen receptor binding + 0.5359 53.59%
Thyroid receptor binding - 0.5718 57.18%
Glucocorticoid receptor binding + 0.5942 59.42%
Aromatase binding + 0.6259 62.59%
PPAR gamma + 0.6213 62.13%
Honey bee toxicity - 0.7578 75.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity - 0.8034 80.34%

Targets

Top

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 98.82% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.75% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.27% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.66% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.07% 91.24%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.77% 96.61%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.23% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 86.66% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.85% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.74% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.59% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.58% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.91% 91.19%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.30% 98.05%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.24% 82.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.88% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.92% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.59% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.23% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.91% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.76% 94.33%
CHEMBL4208 P20618 Proteasome component C5 80.16% 90.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 162973362
LOTUS LTS0236612
wikiData Q105291720