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N-acetyl-beta-neuraminic 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 21e78dcb-1e5d-4f07-90ee-ebc0b76436d6
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > N-acylneuraminic acids and derivatives > N-acylneuraminic acids
IUPAC Name (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
SMILES (Canonical) CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O
SMILES (Isomeric) CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O
InChI InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
InChI Key SQVRNKJHWKZAKO-PFQGKNLYSA-N
Popularity 2,790 references in papers

Physical and Chemical Properties

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Molecular Formula C11H19NO9
Molecular Weight 309.27 g/mol
Exact Mass 309.10598118 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP -3.50
Atomic LogP (AlogP) -3.87
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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beta-Neu5Ac
19342-33-7
TIP79W5HPN
CHEBI:45744
N-acetyl-beta-D-neuraminic acid
DTXSID80864309
(-)-N-acetyl-beta-neuraminic acid
GlyTouCan:G76571JT
RefChem:1048431
DTXCID401324324
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of N-acetyl-beta-neuraminic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9586 95.86%
Caco-2 - 0.9352 93.52%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5735 57.35%
OATP2B1 inhibitior - 0.8548 85.48%
OATP1B1 inhibitior + 0.8887 88.87%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9761 97.61%
P-glycoprotein inhibitior - 0.9513 95.13%
P-glycoprotein substrate - 0.5669 56.69%
CYP3A4 substrate + 0.5490 54.90%
CYP2C9 substrate - 0.6020 60.20%
CYP2D6 substrate - 0.8655 86.55%
CYP3A4 inhibition - 0.9869 98.69%
CYP2C9 inhibition - 0.9592 95.92%
CYP2C19 inhibition - 0.9583 95.83%
CYP2D6 inhibition - 0.9722 97.22%
CYP1A2 inhibition - 0.9719 97.19%
CYP2C8 inhibition - 0.9404 94.04%
CYP inhibitory promiscuity - 0.9893 98.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7334 73.34%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9890 98.90%
Skin irritation - 0.8377 83.77%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6590 65.90%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6605 66.05%
skin sensitisation - 0.8938 89.38%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7117 71.17%
Acute Oral Toxicity (c) III 0.4967 49.67%
Estrogen receptor binding + 0.5647 56.47%
Androgen receptor binding - 0.6983 69.83%
Thyroid receptor binding + 0.5440 54.40%
Glucocorticoid receptor binding + 0.5437 54.37%
Aromatase binding - 0.7703 77.03%
PPAR gamma - 0.7345 73.45%
Honey bee toxicity - 0.9210 92.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity - 0.9585 95.85%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.02% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.56% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.23% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.44% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 90.20% 91.19%
CHEMBL2581 P07339 Cathepsin D 89.95% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.58% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.51% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.27% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.01% 95.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.22% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.40% 99.23%

Plants that contains it

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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.
Ficus simplicissima

Cross-Links

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PubChem 445063
NPASS NPC292345
LOTUS LTS0173685
wikiData Q27120624