Np mrd loader

Record Information
Version2.0
Created at2022-06-29 19:59:09 UTC
Updated at2022-06-29 19:59:09 UTC
NP-MRD IDNP0139541
Secondary Accession NumbersNone
Natural Product Identification
Common NameTuberostemonine
DescriptionTuberostemonine belongs to the class of organic compounds known as stichoneurine-type alkaloids. These are stemona alkaloids with a structure that typically contains a 3-methyloxolan-2-one and a 5-propyloxolan-2-one moieties that are attached to the characteristic pyrrolo[1,2-a]azepine skeleton at the C3 and C9 position, respectively. Tuberostemonine is found in Stemona japonica, Stemona phyllantha, Stemona sessilifolia and Stemona tuberosa. Tuberostemonine was first documented in 2017 (PMID: 28580601). Based on a literature review a small amount of articles have been published on Tuberostemonine (PMID: 30225138) (PMID: 34731755) (PMID: 34212514).
Structure
Thumb
Synonyms
ValueSource
Tubero-stemonineMeSH
Chemical FormulaC22H33NO4
Average Mass375.5090 Da
Monoisotopic Mass375.24096 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC[C@H]1[C@@H]2OC(=O)[C@@H](C)[C@@H]2[C@H]2C[C@@H]([C@@H]3C[C@H](C)C(=O)O3)N3CCCC[C@H]1[C@H]23
InChI Identifier
InChI=1S/C22H33NO4/c1-4-13-14-7-5-6-8-23-16(17-9-11(2)21(24)26-17)10-15(19(14)23)18-12(3)22(25)27-20(13)18/h11-20H,4-10H2,1-3H3/t11-,12-,13+,14+,15+,16-,17-,18+,19+,20-/m0/s1
InChI KeyGYOGHROCTSEKDY-JJDZUBOLSA-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 Origin
Species NameSourceReference
Stemona japonicaLOTUS Database
Stemona phyllanthaLOTUS Database
Stemona sessilifoliaLOTUS Database
Stemona tuberosaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as stichoneurine-type alkaloids. These are stemona alkaloids with a structure that typically contains a 3-methyloxolan-2-one and a 5-propyloxolan-2-one moieties that are attached to the characteristic pyrrolo[1,2-a]azepine skeleton at the C3 and C9 position, respectively.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassStemona alkaloids
Sub ClassStemoamide-type alkaloids
Direct ParentStichoneurine-type alkaloids
Alternative Parents
Substituents
  • Stichoneurine-type alkaloid
  • Stenine backbone
  • Indole or derivatives
  • Azepane
  • Dicarboxylic acid or derivatives
  • Gamma butyrolactone
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Tetrahydrofuran
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Lactone
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
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 IDC00026715
Chemspider ID91061
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound100781
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Pudjiastuti P, Puspaningsih NNT, Siswanto I, Fanani MZ, Ariga YK, Hase T, Sarker SD, Nahar L: Inhibitory Activity and Docking Analysis of Antimalarial Agents from Stemona sp. toward Ferredoxin-NADP+ Reductase from Malaria Parasites. J Parasitol Res. 2018 Aug 26;2018:3469132. doi: 10.1155/2018/3469132. eCollection 2018. [PubMed:30225138 ]
  2. Chen G, Brecker L, Felsinger S, Cai XH, Kongkiatpaiboon S, Schinnerl J: Morphological and chemical variation of Stemona tuberosa from southern China - Evidence for heterogeneity of this medicinal plant species. Plant Biol (Stuttg). 2017 Sep;19(5):835-842. doi: 10.1111/plb.12587. Epub 2017 Jun 28. [PubMed:28580601 ]
  3. Zheng X, Fan H, Song Z, Cheng P, Jiang H, Shi W, Xiao C, Wang J, Li Q, Yin G, Zhao X: Immobilized beta(2)-adrenergic receptor: A powerful chromatographic platform for drug discovery and evaluation of drug-like property for natural products. J Chromatogr A. 2021 Dec 6;1659:462635. doi: 10.1016/j.chroma.2021.462635. Epub 2021 Oct 21. [PubMed:34731755 ]
  4. Fu X, Zhao X, Zheng X, Wang T, Shayiranbieke A, Li L, Cao F, Ren J, Li Q, Zhao X: Rapidly identifying bioactive compounds from Zhisou oral liquid by immobilized receptor-based high-performance affinity chromatography. J Sep Sci. 2021 Sep;44(17):3219-3228. doi: 10.1002/jssc.202100174. Epub 2021 Jul 11. [PubMed:34212514 ]