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Record Information
Version2.0
Created at2025-01-13 11:55:05 UTC
Updated at2025-01-15 00:05:13 UTC
NP-MRD IDNP0350605
Natural Product DOIhttps://doi.org/10.57994/3583
Secondary Accession NumbersNone
Natural Product Identification
Common NameThiochaetoglobosin C
Description Thiochaetoglobosin C was first documented in 2025 (PMID: 39745281). Based on a literature review very few articles have been published on Thiochaetoglobosin C.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC33H40N2O5S
Average Mass576.7500 Da
Monoisotopic Mass576.26579 Da
IUPAC Name(3S,3aR,6S,6aR,10S,14S,16R,17aR)-6,14-dihydroxy-3-[(1H-indol-3-yl)methyl]-4,5,10,12-tetramethyl-16-(methylsulfanyl)-1H,2H,3H,3aH,6H,6aH,9H,10H,13H,14H,15H,16H,17H-cyclotrideca[d]isoindole-1,13,17-trione
Traditional Name(3S,3aR,6S,6aR,10S,14S,16R,17aR)-6,14-dihydroxy-3-(1H-indol-3-ylmethyl)-4,5,10,12-tetramethyl-16-(methylsulfanyl)-2H,3H,3aH,6H,6aH,9H,10H,14H,15H,16H-cyclotrideca[d]isoindole-1,13,17-trione
CAS Registry NumberNot Available
SMILES
[H][C@]12[C@H](CC3=CNC4=CC=CC=C34)NC(=O)[C@@]11[C@@H](\C=C\C[C@H](C)\C=C(C)\C(=O)[C@@H](O)C[C@@]([H])(SC)C1=O)[C@H](O)C(C)=C2C
InChI Identifier
InChI=1S/C33H40N2O5S/c1-17-9-8-11-23-30(38)20(4)19(3)28-25(14-21-16-34-24-12-7-6-10-22(21)24)35-32(40)33(23,28)31(39)27(41-5)15-26(36)29(37)18(2)13-17/h6-8,10-13,16-17,23,25-28,30,34,36,38H,9,14-15H2,1-5H3,(H,35,40)/b11-8+,18-13+/t17-,23-,25-,26?,27+,28-,30+,33-/m0/s1
InChI KeyMSMIPXRPSNEAIA-OWZBDEAQSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
NOESY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)jason_dyl@163.comInstitute of Oceanology, Chinese Academy of SciencesYuliang Dong2025-01-13View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
globosum AS-506
      Not Available
Chemical Taxonomy
ClassificationNot classified
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
logP4.37ChemAxon
pKa (Strongest Acidic)13.25ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area119.49 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity164.77 m³·mol⁻¹ChemAxon
Polarizability62.76 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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. Dong YL, Li XM, Wang YR, Meng LH, Wang BG: Antibacterial and Cytotoxic Methylthioether-Containing Cytochalasins from Chaetomium globosum AS-506, an Endozoic Fungus Associated with Deep-Sea Sponge of Magellan Seamounts. J Agric Food Chem. 2025 Jan 2. doi: 10.1021/acs.jafc.4c09395. [PubMed:39745281 ]