NAV

cis-tetracosenoyl sulfatide

Identification

Generic Name
cis-tetracosenoyl sulfatide
DrugBank Accession Number
DB04661
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 890.301
Monoisotopic: 889.631283449
Chemical Formula
C48H91NO11S
Synonyms
  • 1-(3-O-sulfo-beta-D-galactosyl)-N-[(15Z)-tetracos-15-enoyl]sphingosine
  • C24:1 Sulfatide
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAntigen-presenting glycoprotein CD1dNot AvailableHumans
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
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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 sulfatides. These are an hydrogen sulfate esters of glycosphingolipids.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Sphingolipids
Sub Class
Glycosphingolipids
Direct Parent
Sulfatides
Alternative Parents
Glycosyl-N-acylsphingosines / Fatty acyl glycosides of mono- and disaccharides / Alkyl glycosides / Hexoses / O-glycosyl compounds / N-acyl amines / Alkyl sulfates / Sulfuric acid monoesters / Oxanes / Secondary alcohols
show 9 more
Substituents
Acetal / Alcohol / Aliphatic heteromonocyclic compound / Alkyl glycoside / Alkyl sulfate / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Fatty acyl / Fatty acyl glycoside
show 26 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
N-acyl-beta-D-galactosylsphingosine, galactosylceramide sulfate (CHEBI:41539)
Affected organisms
Not Available

Chemical Identifiers

UNII
LH5A9ZGN2U
CAS number
151057-28-2
InChI Key
ZZQWQNAZXFNSEP-JCOQVFCVSA-N
InChI
InChI=1S/C48H91NO11S/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48/h17-18,35,37,41-43,45-48,50-51,53-54H,3-16,19-34,36,38-40H2,1-2H3,(H,49,52)(H,55,56,57)/b18-17-,37-35+/t41-,42+,43+,45-,46+,47-,48+/m0/s1
IUPAC Name
[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-{[(2S,3R,4E)-3-hydroxy-2-[(15Z)-tetracos-15-enamido]octadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxidanesulfonic acid
SMILES
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(O)(=O)=O)[C@H]1O)NC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC

References

General References
Not Available
PubChem Compound
5459361
PubChem Substance
46508529
ChemSpider
4573154
ChEBI
41539
ZINC
ZINC000096006127
PDBe Ligand
CIS
PDB Entries
2akr / 3ric / 3rzn / 3s0i / 4apq / 4ei5 / 4gjq / 4mng / 4mq7 / 7ryn

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 Solubility0.000272 mg/mLALOGPS
logP5.95ALOGPS
logP10.56Chemaxon
logS-6.5ALOGPS
pKa (Strongest Acidic)-1.9Chemaxon
pKa (Strongest Basic)-0.99Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area192.08 Å2Chemaxon
Rotatable Bond Count42Chemaxon
Refractivity246.11 m3·mol-1Chemaxon
Polarizability109.49 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5051
Blood Brain Barrier-0.5422
Caco-2 permeable-0.6582
P-glycoprotein substrateSubstrate0.5682
P-glycoprotein inhibitor IInhibitor0.5105
P-glycoprotein inhibitor IINon-inhibitor0.9566
Renal organic cation transporterNon-inhibitor0.9423
CYP450 2C9 substrateNon-substrate0.8338
CYP450 2D6 substrateNon-substrate0.8043
CYP450 3A4 substrateSubstrate0.5421
CYP450 1A2 substrateNon-inhibitor0.7937
CYP450 2C9 inhibitorNon-inhibitor0.7941
CYP450 2D6 inhibitorNon-inhibitor0.8777
CYP450 2C19 inhibitorNon-inhibitor0.7427
CYP450 3A4 inhibitorNon-inhibitor0.8275
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9389
Ames testNon AMES toxic0.6546
CarcinogenicityNon-carcinogens0.7757
BiodegradationNot ready biodegradable0.6675
Rat acute toxicity2.4728 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8968
hERG inhibition (predictor II)Non-inhibitor0.715
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/MSsplash10-0233-7200019140-3a21abe65b8d02f4d7e7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0010010090-a3b2da5bf60a0043263f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03em-3051044090-e1342cbe9c2435f7e786
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-5220019240-4d5b044c374fd4e4db01
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052b-9081005220-daa8af8cb94feb08e903
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02ea-9381024020-8ce555b471b006f5547a
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-302.51822
predicted
DeepCCS 1.0 (2019)
[M+H]+304.2419
predicted
DeepCCS 1.0 (2019)
[M+Na]+310.57153
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Antigen-presenting glycoprotein CD1d
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Receptor activity
Specific Function
Antigen-presenting protein that binds self and non-self glycolipids and presents them to T-cell receptors on natural killer T-cells.
Gene Name
CD1D
Uniprot ID
P15813
Uniprot Name
Antigen-presenting glycoprotein CD1d
Molecular Weight
37716.96 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52