Np mrd loader

Record Information
Version2.0
Created at2022-06-29 21:24:27 UTC
Updated at2026-02-20 16:01:15 UTC
NP-MRD IDNP0140322
Natural Product DOIhttps://doi.org/10.57994/7809
Secondary Accession NumbersNone
Natural Product Identification
Common NameAntirhine
DescriptionAntirhine belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Antirhine is found in Alstonia angustifolia, Aspidosperma marcgravianum, Rhazya stricta, Strychnos angolensis, Strychnos camptoneura, Strychnos potatorum and Tabernaemontana corymbosa. Antirhine was first documented in 2020 (PMID: 32141756). Based on a literature review a small amount of articles have been published on Antirhine (PMID: 33610704) (PMID: 35209210) (PMID: 33647204) (PMID: 32083463) (PMID: 41705407).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC19H24N2O
Average Mass296.4140 Da
Monoisotopic Mass296.18886 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
OC[C@H](C=C)[C@H]1CCN2CCC3=C(NC4=CC=CC=C34)[C@@H]2C1
InChI Identifier
InChI=1S/C19H24N2O/c1-2-13(12-22)14-7-9-21-10-8-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14/h2-6,13-14,18,20,22H,1,7-12H2/t13-,14-,18-/m0/s1
InChI KeyRYMNVEAAYOFGCI-DEYYWGMASA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
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
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 300.0, , simulated)[email protected]Not AvailableNot Available2026-02-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75.4, Acetone-d6, simulated)[email protected]Not AvailableNot Available2026-02-20View Spectrum
Species
Species of Origin
Species NameSourceReference
Alstonia angustifoliaLOTUS Database
Aspidosperma marcgravianumLOTUS Database
Rhazya strictaLOTUS Database
Strychnos angolensisLOTUS Database
Strychnos camptoneuraLOTUS Database
Strychnos potatorumLOTUS Database
Tabernaemontana corymbosaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassPyridoindoles
Direct ParentBeta carbolines
Alternative Parents
Substituents
  • Beta-carboline
  • Quinolizine
  • 3-alkylindole
  • Indole
  • Aralkylamine
  • Piperidine
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Hydrocarbon derivative
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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 IDC00001686
Chemspider ID4575399
KEGG Compound IDC09033
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5462421
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Fokoua AR, Ndjenda MK 2nd, Kaptue Wuyt A, Tatsinkou Bomba FD, Dongmo AK, Chouna R, Nkeng-Efouet PA, Nguelefack TB: Anticonvulsant effects of the aqueous and methanol extracts from the stem bark of Psychotria camptopus Verdc. (Rubiacaea) in rats. J Ethnopharmacol. 2021 May 23;272:113955. doi: 10.1016/j.jep.2021.113955. Epub 2021 Feb 19. [PubMed:33610704 ]
  2. Abdul-Hameed ZH, Bawakid NO, Alorfi HS, Sobahi TR, Alburae NA, Abdel-Lateff A, Elbehairi SEI, Alfaifi MY, Alhakamy NA, Alarif WM: Monoterpene Indole Alkaloids from the Aerial Parts of Rhazya stricta Induce Cytotoxicity and Apoptosis in Human Adenocarcinoma Cells. Molecules. 2022 Feb 19;27(4):1422. doi: 10.3390/molecules27041422. [PubMed:35209210 ]
  3. Park E, Bae C, Cho CG, Cheon CH: A Stereodivergent Strategy for Total Syntheses of Antirhine Alkaloids. J Org Chem. 2021 Mar 19;86(6):4497-4511. doi: 10.1021/acs.joc.0c02936. Epub 2021 Mar 1. [PubMed:33647204 ]
  4. Bae C, Park E, Cho CG, Cheon CH: General Strategy for the Synthesis of Antirhine Alkaloids: Divergent Total Syntheses of (+/-)-Antirhine, (+/-)-18,19-Dihydroantirhine, and Their 20-Epimers. Org Lett. 2020 Mar 20;22(6):2354-2358. doi: 10.1021/acs.orglett.0c00544. Epub 2020 Mar 6. [PubMed:32141756 ]
  5. Nakabayashi R, Mori T, Takeda N, Toyooka K, Sudo H, Tsugawa H, Saito K: Metabolomics with (15)N Labeling for Characterizing Missing Monoterpene Indole Alkaloids in Plants. Anal Chem. 2020 Apr 21;92(8):5670-5675. doi: 10.1021/acs.analchem.9b03860. Epub 2020 Feb 21. [PubMed:32083463 ]
  6. Kasbekar DP: The fun we had doing crosses with Neurospora wild and Dp strains. J Genet. 2026;105:01. [PubMed:41705407 ]
  7. DOI: 10.1016/s0040-4020(01)85357-6