Heparin Disaccharide I-S

Identification

Name
Heparin Disaccharide I-S
Accession Number
DB02322  (EXPT01674)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 573.438
Monoisotopic: 572.940039373
Chemical Formula
C12H15NO19S3
InChI Key
LRPGJWKAYQRIAQ-GYBHJADLSA-J
InChI
InChI=1S/C12H19NO19S3/c14-3-1-4(10(16)17)30-12(8(3)32-35(25,26)27)31-9-5(2-28-34(22,23)24)29-11(18)6(7(9)15)13-33(19,20)21/h1,3,5-9,11-15,18H,2H2,(H,16,17)(H,19,20,21)(H,22,23,24)(H,25,26,27)/p-4/t3-,5+,6+,7+,8+,9+,11-,12-/m0/s1
IUPAC Name
(2R,3R,4S)-2-{[(2R,3S,4R,5R,6S)-4,6-dihydroxy-5-(sulfonatoamino)-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate
SMILES
[H][[email protected]]1(O)O[[email protected]]([H])(COS([O-])(=O)=O)[[email protected]@]([H])(O[[email protected]]2([H])OC(=C[[email protected]]([H])(O)[[email protected]@]2([H])OS([O-])(=O)=O)C([O-])=O)[[email protected]]([H])(O)[[email protected]@]1([H])NS([O-])(=O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UC-C motif chemokine 5Not AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5288499
PubChem Substance
46507297
ChemSpider
4450669
HET
H1S
PDB Entries
1u4l / 2fut / 2nwg / 3in9 / 3ogx / 4qfj / 4uyw

Clinical Trials

Clinical Trials
Not Available

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 Solubility12.0 mg/mLALOGPS
logP-1.2ALOGPS
logP-9.7ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)-2.5ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area330.6 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity107.96 m3·mol-1ChemAxon
Polarizability45.29 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9527
Blood Brain Barrier-0.8072
Caco-2 permeable-0.6255
P-glycoprotein substrateNon-substrate0.7817
P-glycoprotein inhibitor INon-inhibitor0.5909
P-glycoprotein inhibitor IINon-inhibitor0.9079
Renal organic cation transporterNon-inhibitor0.9339
CYP450 2C9 substrateNon-substrate0.8288
CYP450 2D6 substrateNon-substrate0.8218
CYP450 3A4 substrateNon-substrate0.5573
CYP450 1A2 substrateNon-inhibitor0.7468
CYP450 2C9 inhibitorNon-inhibitor0.7542
CYP450 2D6 inhibitorNon-inhibitor0.877
CYP450 2C19 inhibitorNon-inhibitor0.7482
CYP450 3A4 inhibitorNon-inhibitor0.9699
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8965
Ames testNon AMES toxic0.6017
CarcinogenicityNon-carcinogens0.6998
BiodegradationNot ready biodegradable0.7337
Rat acute toxicity2.3591 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7403
hERG inhibition (predictor II)Non-inhibitor0.7232
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as disaccharide sulfates. These are disaccharides carrying one or more sulfate group on a sugar unit.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Disaccharide sulfates
Alternative Parents
Sulfuric acid monoesters / Sulfuric acid monoamides / Oxanes / Alkyl sulfates / Secondary alcohols / Carboxylic acid salts / Hemiacetals / Acetals / Oxacyclic compounds / Carboxylic acids
show 7 more
Substituents
Disaccharide sulfate / Sulfuric acid monoamide / Oxane / Sulfuric acid monoester / Sulfuric acid ester / Alkyl sulfate / Sulfate-ester / Organic sulfuric acid or derivatives / Carboxylic acid salt / Hemiacetal
show 16 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Receptor signaling protein tyrosine kinase activator activity
Specific Function
Chemoattractant for blood monocytes, memory T-helper cells and eosinophils. Causes the release of histamine from basophils and activates eosinophils. May activate several chemokine receptors includ...
Gene Name
CCL5
Uniprot ID
P13501
Uniprot Name
C-C motif chemokine 5
Molecular Weight
9989.52 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:56