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Record Information
Version2.0
Created at2020-12-09 03:24:36 UTC
Updated at2021-07-15 16:54:37 UTC
NP-MRD IDNP0006376
Secondary Accession NumbersNone
Natural Product Identification
Common NameFR209603
Provided ByNPAtlasNPAtlas Logo
Description FR209603 is found in Coleophoma and Coleophoma crateriformis. FR209603 was first documented in 2006 (PMID: 16724453). Based on a literature review very few articles have been published on FR209603 (PMID: 16724454).
Structure
Thumb
Synonyms
ValueSource
N-{5,8,11,17,20,21,23,25-octahydroxy-3-[1-hydroxy-2-(C-hydroxycarbonimidoyl)ethyl]-6-{1-hydroxy-2-[4-hydroxy-3-(sulfooxy)phenyl]ethyl}-15-(hydroxymethyl)-2,14-dioxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0,]heptacosa-4,7,16,22-tetraen-18-yl}hexadecanimidateGenerator
N-{5,8,11,17,20,21,23,25-octahydroxy-3-[1-hydroxy-2-(C-hydroxycarbonimidoyl)ethyl]-6-{1-hydroxy-2-[4-hydroxy-3-(sulphooxy)phenyl]ethyl}-15-(hydroxymethyl)-2,14-dioxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0,]heptacosa-4,7,16,22-tetraen-18-yl}hexadecanimidateGenerator
N-{5,8,11,17,20,21,23,25-octahydroxy-3-[1-hydroxy-2-(C-hydroxycarbonimidoyl)ethyl]-6-{1-hydroxy-2-[4-hydroxy-3-(sulphooxy)phenyl]ethyl}-15-(hydroxymethyl)-2,14-dioxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0,]heptacosa-4,7,16,22-tetraen-18-yl}hexadecanimidic acidGenerator
Chemical FormulaC49H78N8O20S
Average Mass1131.2600 Da
Monoisotopic Mass1130.50531 Da
IUPAC Name{5-[(2R)-2-[(3R,6S,9R,11R,15S,20S,21S,24S,25S)-3-[(1S)-2-carbamoyl-1-hydroxyethyl]-18-hexadecanamido-11,20,21,25-tetrahydroxy-15-(hydroxymethyl)-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0^{9,13}]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl}oxidanesulfonic acid
Traditional Name{5-[(2R)-2-[(3R,6S,9R,11R,15S,20S,21S,24S,25S)-3-[(1S)-2-carbamoyl-1-hydroxyethyl]-18-hexadecanamido-11,20,21,25-tetrahydroxy-15-(hydroxymethyl)-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0^{9,13}]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl}oxidanesulfonic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC(=O)NC1CC(O)C(O)NC(=O)C2C(O)CCN2C(=O)C(NC(=O)C(NC(=O)C2CC(O)CN2C(=O)C(CO)NC1=O)C(O)CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)CC(N)=O
InChI Identifier
InChI=1S/C49H78N8O20S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-39(66)51-29-23-36(64)45(69)55-47(71)42-33(61)18-19-56(42)49(73)41(35(63)24-38(50)65)54-46(70)40(34(62)20-27-16-17-32(60)37(21-27)77-78(74,75)76)53-44(68)31-22-28(59)25-57(31)48(72)30(26-58)52-43(29)67/h16-17,21,28-31,33-36,40-42,45,58-64,69H,2-15,18-20,22-26H2,1H3,(H2,50,65)(H,51,66)(H,52,67)(H,53,68)(H,54,70)(H,55,71)(H,74,75,76)
InChI KeyAHWAQZYBDSUNQC-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
ColeophomaNPAtlas
Coleophoma crateriformisLOTUS Database
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
logP0.27ALOGPS
logP-5.2ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)-2.1ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count15ChemAxon
Polar Surface Area454.65 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity270.64 m³·mol⁻¹ChemAxon
Polarizability117.48 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
NPAtlas IDNPA010090
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78444154
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11615051
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Kanasaki R, Sakamoto K, Hashimoto M, Takase S, Tsurumi Y, Fujie A, Hino M, Hashimoto S, Hori Y: FR209602 and related compounds, novel antifungal lipopeptides from Coleophoma crateriformis no.738. I. Taxonomy, fermentation, isolation and physico-chemical properties. J Antibiot (Tokyo). 2006 Mar;59(3):137-44. doi: 10.1038/ja.2006.20. [PubMed:16724453 ]
  2. Kanasaki R, Abe F, Furukawa S, Yoshikawa K, Fujie A, Hino M, Hashimoto S, Hori Y: FR209602 and related compounds, novel antifungal lipopeptides from coleophoma crateriformis no. 738. II. In vitro and in vivo antifungal activity. J Antibiot (Tokyo). 2006 Mar;59(3):145-8. doi: 10.1038/ja.2006.21. [PubMed:16724454 ]