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Record Information
Version2.0
Created at2022-06-29 20:20:57 UTC
Updated at2022-06-29 20:20:57 UTC
NP-MRD IDNP0140011
Secondary Accession NumbersNone
Natural Product Identification
Common NameSparteine sulfate pentahydrate
DescriptionSPARTEINE SULFATE, also known as sparteine sulphate or D-sparteine, belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems. Sparteine sulfate pentahydrate was first documented in 2007 (PMID: 17598433). Based on a literature review a small amount of articles have been published on SPARTEINE SULFATE (PMID: 35766744) (PMID: 32781652) (PMID: 27262285).
Structure
Thumb
Synonyms
ValueSource
SPARTEINE sulfuric acidGenerator
SPARTEINE sulphateGenerator
SPARTEINE sulphuric acidGenerator
Anhydrous, sparteine sulfateMeSH
D-SparteineMeSH
Depasan retardMeSH
PachycarpineMeSH
Sparteine hydroiodide, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine monohydroiodide, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine, (+)-isomerMeSH
Sparteine, (-)-isomerMeSH
Sparteine, (7S-(7alpha,7abeta,14alpha,14abeta))-isomerMeSH
Sulfate anhydrous, sparteineMeSH
Pachycarpine sulfate (1:1), pentahydrate, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine sulfate (1:1), (7S-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine sulfate anhydrousMeSH
Sparteine, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine monohydrochloride, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine, (7R-(7alpha,7abeta,14alpha,14abeta))-isomerMeSH
Sparteine, (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomerMeSH
alpha IsosparteineMeSH
beta IsosparteineMeSH
Genisteine alkaloidMeSH
L-SparteineMeSH
SparteineMeSH
Sparteine hydrochloride, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine hydrochloride, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
Sparteine sulfate (1:1), (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomerMeSH
Sparteine, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomerMeSH
alpha-IsosparteineMeSH
beta-IsosparteineMeSH
Chemical FormulaC15H28N2O4S
Average Mass332.4600 Da
Monoisotopic Mass332.17698 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
OS(O)(=O)=O.C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1
InChI Identifier
InChI=1S/C15H26N2.H2O4S/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4/h12-15H,1-11H2;(H2,1,2,3,4)/t12-,13-,14-,15+;/m0./s1
InChI KeyFCEHFCFHANDXMB-UMEYXWOPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassLupin alkaloids
Sub ClassSparteine, lupanine, and related alkaloids
Direct ParentSparteine, lupanine, and related alkaloids
Alternative Parents
Substituents
  • Sparteine-lupanine skeleton
  • Quinolizidine
  • Sulfuric acid
  • Piperidine
  • Organic sulfuric acid or derivatives
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID19953135
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23616742
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Hidalgo M, Asmat Marrufo P, Lezama Asencio P, Ramos C, Chimoy Tunoque CA, Zolla G: Evaluation of in vitro susceptibility to sparteine in four strains of Mycobacterium tuberculosis. Rev Peru Med Exp Salud Publica. 2022 Jan-Mar;39(1):77-82. doi: 10.17843/rpmesp.2022.391.10136. Epub 2022 Jun 24. [PubMed:35766744 ]
  2. Atwany NZ, Hashemi SK, Jayakumar MN, Nagarkatti M, Nagarkatti P, Hassuneh MR: Induction of CD4(+)CD25(+) Regulatory T Cells from In Vitro Grown Human Mononuclear Cells by Sparteine Sulfate and Harpagoside. Biology (Basel). 2020 Aug 6;9(8):211. doi: 10.3390/biology9080211. [PubMed:32781652 ]
  3. Villalpando-Vargas F, Medina-Ceja L: Sparteine as an anticonvulsant drug: Evidence and possible mechanism of action. Seizure. 2016 Jul;39:49-55. doi: 10.1016/j.seizure.2016.05.010. Epub 2016 May 24. [PubMed:27262285 ]
  4. Szewczuk-Boguslawska M, Kiejna A, Grzesiak M, Beszlej JA, Chlebowska I, Orzechowska-Juzwenko K, Milejski P: [The influence of clomipramine on CYP2D6 activity]. Psychiatr Pol. 2007 Mar-Apr;41(2):243-9. [PubMed:17598433 ]