Np mrd loader

Record Information
Version2.0
Created at2023-12-21 12:02:25 UTC
Updated at2024-09-03 04:18:40 UTC
NP-MRD IDNP0332273
Natural Product DOIhttps://doi.org/10.57994/1468
Secondary Accession NumbersNone
Natural Product Identification
Common NameCompound 11
DescriptionCompound 11 belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. Compound 11 was first documented in 2024 (PMID: 39273546). Based on a literature review a significant number of articles have been published on Compound 11 (PMID: 39307807) (PMID: 39041085) (PMID: 39298888) (PMID: 39270454) (PMID: 39223706) (PMID: 39208150).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC25H31NO7
Average Mass457.5230 Da
Monoisotopic Mass457.21005 Da
IUPAC Name2-[(2R,3R,4R)-2-(3,4-dimethoxyphenyl)-4-[(S)-(3,4-dimethoxyphenyl)(methoxymethoxy)methyl]oxolan-3-yl]acetonitrile
Traditional Name2-[(2R,3R,4R)-2-(3,4-dimethoxyphenyl)-4-[(S)-(3,4-dimethoxyphenyl)(methoxymethoxy)methyl]oxolan-3-yl]acetonitrile
CAS Registry NumberNot Available
SMILES
[H][C@]1(CC#N)[C@@H](OC[C@]1([H])[C@H](OCOC)C1=CC=C(OC)C(OC)=C1)C1=CC(OC)=C(OC)C=C1
InChI Identifier
InChI=1S/C25H31NO7/c1-27-15-33-25(17-7-9-21(29-3)23(13-17)31-5)19-14-32-24(18(19)10-11-26)16-6-8-20(28-2)22(12-16)30-4/h6-9,12-13,18-19,24-25H,10,14-15H2,1-5H3/t18-,19+,24+,25-/m1/s1
InChI KeyNFOMCEBQACFSCE-QIMADWELSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
NOESY NMR[Proton, Proton] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)Not AvailableKeio UniversityHaruhisa Kikuchi2024-03-06View Spectrum
COSY NMR[Proton, Proton] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)Not AvailableKeio UniversityHaruhisa Kikuchi2024-03-06View Spectrum
1D NMRProton NMR Spectrum (1D, 600 MHz, CDCL3, experimental)Not AvailableKeio UniversityHaruhisa Kikuchi2024-03-06View Spectrum
1D NMRCarbon13 NMR Spectrum (1D, 151 MHz, CDCL3, experimental)Not AvailableKeio UniversityHaruhisa Kikuchi2024-03-06View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CDCL3, experimental)halkiku@keio.jpKeio UniversityHaruhisa Kikuchi2024-05-14View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, CDCL3, experimental)halkiku@keio.jpKeio UniversityHaruhisa Kikuchi2024-05-14View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.
KingdomOrganic compounds
Super ClassLignans, neolignans and related compounds
ClassFuranoid lignans
Sub ClassTetrahydrofuran lignans
Direct Parent7,9'-epoxylignans
Alternative Parents
Substituents
  • 7,9p-epoxylignan
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Tetrahydrofuran
  • Oxacycle
  • Organoheterocyclic compound
  • Nitrile
  • Carbonitrile
  • Ether
  • Dialkyl ether
  • Acetal
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP2.69ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area88.4 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity121.59 m³·mol⁻¹ChemAxon
Polarizability48.82 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
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  2. Long CY, Li QJ, Zhou L, Hu ZX, Yang J: [Chemical constituents of Viburnum utile and their inhibitory activities against alpha-glucosidase]. Zhongguo Zhong Yao Za Zhi. 2024 Sep;49(17):4695-4701. doi: 10.19540/j.cnki.cjcmm.20240607.201. [PubMed:39307807 ]
  3. Wang ZX, An Z, Liu HW, Xie JY, Wang HR, Yan XT: [Two new glycosides from Hypericum elatoides]. Zhongguo Zhong Yao Za Zhi. 2024 Jun;49(12):3242-3251. doi: 10.19540/j.cnki.cjcmm.20240319.201. [PubMed:39041085 ]
  4. Akash S, Shanto SKHI, Islam MR, Bayil I, Afolabi SO, Guendouzi A, Abdellattif MH, E A Zaki M: Discovery of novel MLK4 inhibitors against colorectal cancer through computational approaches. Comput Biol Med. 2024 Sep 18;182:109136. doi: 10.1016/j.compbiomed.2024.109136. [PubMed:39298888 ]
  5. Kim J, Kadayat TM, Lee JE, Kwon S, Jung K, Hwang JS, Kwon OB, Kim YJ, Choi YK, Park KG, Hwang H, Cho SJ, Lee T, Jeon YH, Chin J: Discovery of the therapeutic potential of PPARdelta agonist bearing 1,3,4- thiadiazole in inflammatory disorders. Eur J Med Chem. 2024 Sep 12;279:116856. doi: 10.1016/j.ejmech.2024.116856. [PubMed:39270454 ]
  6. Dudey AP, Rigby JM, Hughes GR, Stephenson GR, Storr TE, Chantry A, Hemmings AM: Expanding the inhibitor space of the WWP1 and WWP2 HECT E3 ligases. J Enzyme Inhib Med Chem. 2024 Dec;39(1):2394895. doi: 10.1080/14756366.2024.2394895. Epub 2024 Sep 2. [PubMed:39223706 ]
  7. Alonso de Diego SA, Linares ML, Garcia Molina A, de Lucas AI, Del Cerro A, Alonso JM, Ver Donck L, Cid JM, Trabanco AA, Van Gool M: Discovery of 6,7-Dihydropyrazolo[1,5-a]pyrazin-4(5H)-one Derivatives as mGluR(2) Negative Allosteric Modulators with In Vivo Activity in a Rodent's Model of Cognition. J Med Chem. 2024 Sep 12;67(17):15569-15585. doi: 10.1021/acs.jmedchem.4c01227. Epub 2024 Aug 29. [PubMed:39208150 ]
  8. Hu X, Kabir M, Lin Y, Xiong Y, Parsons RE, Gu W, Jin J: Design, Synthesis, and Evaluation of p53Y220C Acetylation Targeting Chimeras (AceTACs). J Med Chem. 2024 Aug 22;67(16):14633-14648. doi: 10.1021/acs.jmedchem.4c01497. Epub 2024 Aug 6. [PubMed:39169826 ]
  9. Kim J, Hwang SJ, Lee GS, Lee JR, An HI, Im HS, Kim M, Lee SS, Lee HJ, Kim CS: Collagenase and Tyrosinase Inhibitory Compounds from Fish Gut Bacteria Ruegeria atlantica and Pseudoalteromonas neustonica. ACS Omega. 2024 Jul 29;9(32):34259-34267. doi: 10.1021/acsomega.3c09585. eCollection 2024 Aug 13. [PubMed:39157099 ]
  10. Zhao LH, Guo XY, Yan HW, Jiang JS, Zhang X, Yang YN, Yuan X, Sun H, Zhang PC: A class of geranylquinol-derived polycyclic meroterpenoids from Arnebia euchroma against heart failure by reducing excessive autophagy and apoptosis in cardiomyocytes. Bioorg Chem. 2024 Oct;151:107691. doi: 10.1016/j.bioorg.2024.107691. Epub 2024 Aug 3. [PubMed:39116524 ]
  11. Xu ZY, Hu Z, La CS, Du NN, Bai M, Hao J, Lin B, Huang XX, Song SJ: Hydroxyl-Amide Alkaloids from Pepper Roots: Potential Sources of Natural Antioxidants and Tyrosinase Inhibitors. J Agric Food Chem. 2024 Sep 11;72(36):19800-19811. doi: 10.1021/acs.jafc.4c03650. Epub 2024 Aug 8. [PubMed:39116367 ]
  12. Tolmacheva I, Eroshenko D, Chernyshova I, Nazarov M, Lavrik O, Grishko V: Synthesis of furanotriterpenoids from betulin and evaluation of Tyrosyl-DNA phosphodiesterase 1 (Tdp1) inhibitory properties of new semi-synthetic triterpenoids. Eur J Med Chem. 2024 Oct 5;276:116724. doi: 10.1016/j.ejmech.2024.116724. Epub 2024 Jul 27. [PubMed:39079310 ]
  13. Khamees Thabet H, Ammar YA, Imran M, Hamdy Helal M, Ibrahim Alaqel S, Alshehri A, Ash Mohd A, Abusaif MS, Ragab A: Unveiling anti-diabetic potential of new thiazole-sulfonamide derivatives: Design, synthesis, in vitro bio-evaluation targeting DPP-4, alpha-glucosidase, and alpha-amylase with in-silico ADMET and docking simulation. Bioorg Chem. 2024 Oct;151:107671. doi: 10.1016/j.bioorg.2024.107671. Epub 2024 Jul 23. [PubMed:39067419 ]
  14. Eltahir AOE, Omoruyi SI, Augustine TN, Luckay RC, Hussein AA: Neuroprotective Effects of Glycyrrhiza glabra Total Extract and Isolated Compounds. Pharmaceuticals (Basel). 2024 Jun 28;17(7):852. doi: 10.3390/ph17070852. [PubMed:39065703 ]
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  16. Huang X, Li D, Long B, Li H, Li J, Wang W, Xu K, Yu X: Activation of a Silent Gene Cluster from the Endophytic Fungus Talaromyces sp. Unearths Cryptic Azaphilone Metabolites. J Agric Food Chem. 2024 Jul 17;72(28):15801-15810. doi: 10.1021/acs.jafc.4c03162. Epub 2024 Jul 4. [PubMed:38962874 ]
  17. Chen T, Hou A, Guo P, Peng S, Qin G, Ding A, Hu X, Duan Y, Chen J, Gong L, Xuan L: Novel Jatrophane Diterpenoids from Euphorbia esula Promotes Lipid Clearance by Transcriptional Regulation of PCSK9. J Med Chem. 2024 Jul 25;67(14):12055-12067. doi: 10.1021/acs.jmedchem.4c00779. Epub 2024 Jul 3. [PubMed:38959380 ]
  18. Moncada-Basualto M, Saavedra-Olavarria J, Rivero-Jerez PS, Rojas C, Maya JD, Liempi A, Zuniga-Bustos M, Olea-Azar C, Lapier M, Perez EG, Pozo-Martinez J: Assessment of the Activity of Nitroisoxazole Derivatives against Trypanosoma cruzi. Molecules. 2024 Jun 11;29(12):2762. doi: 10.3390/molecules29122762. [PubMed:38930828 ]
  19. Khamees Thabet H, Ragab A, Imran M, Helal MH, Ibrahim Alaqel S, Alshehri A, Ash Mohd A, Rakan Alshammari M, S Abusaif M, A Ammar Y: Discovery of new anti-diabetic potential agents based on paracetamol incorporating sulfa-drugs: Design, synthesis, alpha-amylase, and alpha-glucosidase inhibitors with molecular docking simulation. Eur J Med Chem. 2024 Sep 5;275:116589. doi: 10.1016/j.ejmech.2024.116589. Epub 2024 Jun 8. [PubMed:38878516 ]