Np mrd loader

Record Information
Version1.0
Created at2020-12-09 03:26:19 UTC
Updated at2021-07-15 16:54:44 UTC
NP-MRD IDNP0006417
Secondary Accession NumbersNone
Natural Product Identification
Common NameLariatin B
Provided ByNPAtlasNPAtlas Logo
Description Lariatin B is found in Rhodococcus. It was first documented in 2006 (PMID: 16756302). Based on a literature review very few articles have been published on (2S)-1-[(2S)-1-(2-{[(2S)-6-amino-2-{[(2S,3S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-[(2-{[(2S)-2-{[(2S)-2-({[(5S,8S,11S,14S,17S,20S)-20-(3-carbamimidamidopropyl)-3,6,9,12,15,18,21,26-octahydroxy-8-[2-(C-hydroxycarbonimidoyl)ethyl]-5-(hydroxymethyl)-17-[(4-hydroxyphenyl)methyl]-11-(2-methylpropyl)-14-(propan-2-yl)-1,4,7,10,13,16,19,22-octaazacyclohexacosa-1(26),3,6,9,12,15,18,21-octaen-23-yl](hydroxy)methylidene}amino)-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}-1,3-dihydroxypropylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-methylpentylidene]amino}-1-hydroxyhexylidene]amino}acetyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid.
Structure
Thumb
Synonyms
ValueSource
(2S)-1-[(2S)-1-(2-{[(2S)-6-amino-2-{[(2S,3S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-[(2-{[(2S)-2-{[(2S)-2-({[(5S,8S,11S,14S,17S,20S)-20-(3-carbamimidamidopropyl)-3,6,9,12,15,18,21,26-octahydroxy-8-[2-(C-hydroxycarbonimidoyl)ethyl]-5-(hydroxymethyl)-17-[(4-hydroxyphenyl)methyl]-11-(2-methylpropyl)-14-(propan-2-yl)-1,4,7,10,13,16,19,22-octaazacyclohexacosa-1(26),3,6,9,12,15,18,21-octaen-23-yl](hydroxy)methylidene}amino)-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}-1,3-dihydroxypropylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-methylpentylidene]amino}-1-hydroxyhexylidene]amino}acetyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylateGenerator
Chemical FormulaC101H153N29O27
Average Mass2205.5110 Da
Monoisotopic Mass2204.14907 Da
IUPAC Name(2S)-1-[(2S)-1-{2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-{[(5S,8S,11S,14S,17S,20S,23S)-20-(3-carbamimidamidopropyl)-8-(2-carbamoylethyl)-5-(hydroxymethyl)-17-[(4-hydroxyphenyl)methyl]-11-(2-methylpropyl)-3,6,9,12,15,18,21,26-octaoxo-14-(propan-2-yl)-1,4,7,10,13,16,19,22-octaazacyclohexacosan-23-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3-methylbutanamido]acetamido}-3-(1H-imidazol-5-yl)propanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-methylpentanamido]hexanamido]acetyl}pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
Traditional Name(2S)-1-[(2S)-1-{2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-{[(5S,8S,11S,14S,17S,20S,23S)-20-(3-carbamimidamidopropyl)-8-(2-carbamoylethyl)-5-(hydroxymethyl)-17-[(4-hydroxyphenyl)methyl]-14-isopropyl-11-(2-methylpropyl)-3,6,9,12,15,18,21,26-octaoxo-1,4,7,10,13,16,19,22-octaazacyclohexacosan-23-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3-methylbutanamido]acetamido}-3-(3H-imidazol-4-yl)propanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-methylpentanamido]hexanamido]acetyl}pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CN=CN1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)C1CCC(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1)C(C)C)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(O)=O
InChI Identifier
InChI=1S/C101H153N29O27/c1-11-54(10)83(98(154)119-61(21-14-15-33-102)84(140)112-46-79(139)129-35-17-23-72(129)99(155)130-36-18-24-73(130)100(156)157)128-97(153)82(53(8)9)127-92(148)69(41-75(104)135)122-94(150)71(48-132)124-89(145)68(40-57-43-107-49-113-57)114-78(138)45-111-95(151)80(51(4)5)125-91(147)67(39-56-42-109-60-20-13-12-19-59(56)60)121-87(143)64-30-32-76(136)110-44-77(137)115-70(47-131)93(149)118-63(29-31-74(103)134)86(142)120-65(37-50(2)3)90(146)126-81(52(6)7)96(152)123-66(38-55-25-27-58(133)28-26-55)88(144)116-62(85(141)117-64)22-16-34-108-101(105)106/h12-13,19-20,25-28,42-43,49-54,61-73,80-83,109,131-133H,11,14-18,21-24,29-41,44-48,102H2,1-10H3,(H2,103,134)(H2,104,135)(H,107,113)(H,110,136)(H,111,151)(H,112,140)(H,114,138)(H,115,137)(H,116,144)(H,117,141)(H,118,149)(H,119,154)(H,120,142)(H,121,143)(H,122,150)(H,123,152)(H,124,145)(H,125,147)(H,126,146)(H,127,148)(H,128,153)(H,156,157)(H4,105,106,108)/t54-,61-,62-,63-,64?,65-,66-,67-,68-,69-,70-,71-,72-,73-,80-,81-,82-,83-/m0/s1
InChI KeyXDLJQDLRJZFDJV-SLSODTHRSA-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
RhodococcusNPAtlas
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
logP-13ChemAxon
pKa (Strongest Acidic)3.41ChemAxon
pKa (Strongest Basic)12.28ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count32ChemAxon
Hydrogen Donor Count30ChemAxon
Polar Surface Area880.98 ŲChemAxon
Rotatable Bond Count51ChemAxon
Refractivity567.05 m³·mol⁻¹ChemAxon
Polarizability226.84 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
NPAtlas IDNPA001848
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78442473
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139583609
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Iwatsuki M, Tomoda H, Uchida R, Gouda H, Hirono S, Omura S: Lariatins, antimycobacterial peptides produced by Rhodococcus sp. K01-B0171, have a lasso structure. J Am Chem Soc. 2006 Jun 14;128(23):7486-91. doi: 10.1021/ja056780z. [PubMed:16756302 ]