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Record Information
Version2.0
Created at2024-07-05 05:55:30 UTC
Updated at2026-02-15 16:11:00 UTC
NP-MRD IDNP0333561
Natural Product DOIhttps://doi.org/10.57994/3030
Secondary Accession NumbersNone
Natural Product Identification
Common NameTalarine J
DescriptionTalarine J belongs to the class of organic compounds known as retinoid esters. These are ester derivatives of retinoic acid. These are obtained by formal condensation of the hydroxy group of retinol with the carboxy group of any carboxylic acid. Talarine J was first documented in 2024 (PMID: 39126395). Based on a literature review very few articles have been published on Talarine J.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC25H31ClO6
Average Mass462.9700 Da
Monoisotopic Mass462.18092 Da
IUPAC Name(1S,6R,14R,17R,22S)-11-chloro-1,10-dihydroxy-6,14,18,18,22-pentamethyl-7,13-dioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{17,22}]docosa-3(12),4(9),10-triene-8,19-dione
Traditional Name(1S,6R,14R,17R,22S)-11-chloro-1,10-dihydroxy-6,14,18,18,22-pentamethyl-7,13-dioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{17,22}]docosa-3(12),4(9),10-triene-8,19-dione
CAS Registry NumberNot Available
SMILES
[H][C@@]12CC[C@@]3(C)OC4=C(C[C@]3(O)[C@@]1(C)CCC(=O)C2(C)C)C1=C(C(O)=C4Cl)C(=O)O[C@H](C)C1
InChI Identifier
InChI=1S/C25H31ClO6/c1-12-10-13-14-11-25(30)23(4)8-7-16(27)22(2,3)15(23)6-9-24(25,5)32-20(14)18(26)19(28)17(13)21(29)31-12/h12,15,28,30H,6-11H2,1-5H3/t12-,15+,23+,24-,25+/m1/s1
InChI KeyWPRCMHYDUKEVPQ-VEJXKNLISA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
NOESY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)[email protected]Hebei UniversityJun Zhang2024-07-05View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated)[email protected]Not AvailableNot Available2026-02-15View Spectrum
1D NMR13C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated)[email protected]Not AvailableNot Available2026-02-15View Spectrum
Species
Species of Origin
Species NameSourceReference
Talaromyces Talaromyces pinophilus
      Not Available
Talaromyces Talaromyces pinophilus
      Not Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as retinoid esters. These are ester derivatives of retinoic acid. These are obtained by formal condensation of the hydroxy group of retinol with the carboxy group of any carboxylic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassRetinoids
Direct ParentRetinoid esters
Alternative Parents
Substituents
  • Retinoid ester
  • Diterpenoid
  • Diterpene lactone
  • Isoflavanol
  • Isoflavonoid
  • Xanthene
  • Naphthopyran
  • Dibenzopyran
  • 2-benzopyran
  • 1-benzopyran
  • Naphthalene
  • Isochromane
  • Benzopyran
  • Chromane
  • Fatty acid ester
  • Dihydropyranone
  • Alkyl aryl ether
  • Fatty acyl
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Tertiary alcohol
  • Cyclic alcohol
  • Cyclic ketone
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Oxacycle
  • Chloroalkene
  • Haloalkene
  • Organoheterocyclic compound
  • Vinyl halide
  • Vinyl chloride
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP5.37ChemAxon
pKa (Strongest Acidic)8.47ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area93.06 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity119.81 m³·mol⁻¹ChemAxon
Polarizability49.06 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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
  1. Ren M, Li Z, Wang Z, Han W, Wang F, Li Y, Zhang W, Liu X, Zhang J, Luo DQ: Antiviral Chlorinated Drimane Meroterpenoids from the Fungus Talaromyces pinophilus LD-7 and Their Biosynthetic Pathway. J Nat Prod. 2024 Aug 23;87(8):2034-2044. doi: 10.1021/acs.jnatprod.4c00539. Epub 2024 Aug 10. [PubMed:39126395 ]
  2. DOI: 10.1021/acs.jnatprod.4c00539
  3. PMID: 39126395