NAV

3'-beta-Sialyl-beta-lactose

Identification

Generic Name
3'-beta-Sialyl-beta-lactose
DrugBank Accession Number
DB03296
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 633.5511
Monoisotopic: 633.211628071
Chemical Formula
C23H39NO19
Synonyms
  • O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-o-beta-D-galactopyranosyl-(1->4)-alpha-D-glucopyranose
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UTrans-sialidaseNot AvailableTrypanosoma cruzi
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
N-acylneuraminic acids
Alternative Parents
Oligosaccharides / Neuraminic acids / C-glucuronides / C-glycosyl compounds / O-glycosyl compounds / Ketals / Pyrans / Oxanes / Acetamides / Secondary carboxylic acid amides
show 12 more
Substituents
Acetal / Acetamide / Alcohol / Aliphatic heteromonocyclic compound / C-glucuronide / C-glycosyl compound / Carbonyl group / Carboxamide group / Carboxylic acid / Carboxylic acid derivative
show 21 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
GW5N86WS9F
CAS number
64839-32-3
InChI Key
CILYIEBUXJIHCO-LPTWSRJFSA-N
InChI
InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)/t7-,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19-,20-,21-,23-/m0/s1
IUPAC Name
(2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
SMILES
[H]N([C@@H]1[C@@H](O)C[C@@](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](CO)O[C@H](O)[C@H](O)[C@H]3O)[C@@H]2O)(O[C@@]1([H])[C@H](O)[C@H](O)CO)C(O)=O)C(C)=O

References

General References
Not Available
PubChem Compound
448469
PubChem Substance
46504931
ChemSpider
395260
ZINC
ZINC000024715351
PDB Entries
1s0i / 1z4x / 4c1w / 4wvw / 4y20 / 4yz5 / 5b2d

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility117.0 mg/mLALOGPS
logP-2.7ALOGPS
logP-7.1Chemaxon
logS-0.73ALOGPS
pKa (Strongest Acidic)2.84Chemaxon
pKa (Strongest Basic)-3.6Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count19Chemaxon
Hydrogen Donor Count13Chemaxon
Polar Surface Area335.08 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity128.61 m3·mol-1Chemaxon
Polarizability58.75 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9502
Blood Brain Barrier-0.9614
Caco-2 permeable-0.8167
P-glycoprotein substrateNon-substrate0.5252
P-glycoprotein inhibitor INon-inhibitor0.6894
P-glycoprotein inhibitor IINon-inhibitor0.8447
Renal organic cation transporterNon-inhibitor0.947
CYP450 2C9 substrateNon-substrate0.7138
CYP450 2D6 substrateNon-substrate0.8647
CYP450 3A4 substrateNon-substrate0.5574
CYP450 1A2 substrateNon-inhibitor0.9525
CYP450 2C9 inhibitorNon-inhibitor0.9207
CYP450 2D6 inhibitorNon-inhibitor0.9478
CYP450 2C19 inhibitorNon-inhibitor0.9304
CYP450 3A4 inhibitorNon-inhibitor0.9611
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9098
Ames testNon AMES toxic0.8272
CarcinogenicityNon-carcinogens0.9595
BiodegradationNot ready biodegradable0.7314
Rat acute toxicity1.8472 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9953
hERG inhibition (predictor II)Non-inhibitor0.8348
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0100914000-575540494c49433b8909
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-9000042000-be0e2f1eebc13829d97c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0318933000-7dd9ecb34ff74fef3690
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fl3-3021194000-4b9b8b8fe456b45fa7e1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03k9-5412491000-04157f6d646b88f80e48
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-8903161000-5a84c34589e64a339d77
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-198.06038
predicted
DeepCCS 1.0 (2019)
[M+H]+199.71358
predicted
DeepCCS 1.0 (2019)
[M+Na]+205.87042
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. Trans-sialidase
Kind
Protein
Organism
Trypanosoma cruzi
Pharmacological action
Unknown
General Function
Exo-alpha-sialidase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q26966
Uniprot Name
Trans-sialidase
Molecular Weight
70592.955 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52