Np mrd loader

Showing NP-Card for Cyclobrassinone (NP0084895)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2022-04-29 05:30:37 UTC
Updated at2022-04-29 05:30:37 UTC
NP-MRD IDNP0084895
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyclobrassinone
DescriptionCyclobrassinone belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Cyclobrassinone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Cyclobrassinone has been detected, but not quantified in, brassicas. Cyclobrassinone is found in Brassica oleracea var. gongylodes . This could make cyclobrassinone a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0084895 (Cyclobrassinone)


  Mrv0541 02241218562D          

 16 18  0  0  0  0            999 V2000
   -2.8583    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171   -1.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -1.2371    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    0.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    1.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
Download

3D MOL for NP0084895 (Cyclobrassinone)

     RDKit          3D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.0320   -0.1303    0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3015   -0.0224   -0.5491 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9113    0.0265   -0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2101    1.1443   -0.3719 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    1.3080   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4288    2.5013   -0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274    0.3007   -0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2823   -1.0434   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8497   -1.7689    0.0038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202   -0.9458    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2583   -1.2411    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309   -0.1597    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6728    1.1430    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.3871    0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4177    0.3351    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -1.3901   -0.2826 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0946   -1.1781    1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4684    0.4348    1.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0107    0.3758    0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775   -2.8147    0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378   -2.2512    0.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1782   -0.3888    0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3543    1.9796    0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9483    2.3984    0.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
  8 16  1  0
 16  3  1  0
 15  7  1  0
 11 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 20  1  0
 14 24  1  0
 13 23  1  0
 12 22  1  0
 11 21  1  0
M  END
Download

3D SDF for NP0084895 (Cyclobrassinone)


  Mrv0541 02241218562D          

 16 18  0  0  0  0            999 V2000
   -2.8583    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171   -1.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001    0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -1.2371    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    0.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    1.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084895

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=NC(=O)C2=C(NC3=C2C=CC=C3)S1

> <INCHI_IDENTIFIER>
InChI=1S/C11H8N2O2S/c1-15-11-13-9(14)8-6-4-2-3-5-7(6)12-10(8)16-11/h2-5,12H,1H3

> <INCHI_KEY>
YCFLCHMHGBXTCU-UHFFFAOYSA-N

> <FORMULA>
C11H8N2O2S

> <MOLECULAR_WEIGHT>
232.258

> <EXACT_MASS>
232.0306482

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.99231136831722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4H,9H-[1,3]thiazino[6,5-b]indol-4-one

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
2.2594338910000005

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.587981409044373

> <JCHEM_PKA_STRONGEST_BASIC>
-8.018685377113295

> <JCHEM_POLAR_SURFACE_AREA>
54.45

> <JCHEM_REFRACTIVITY>
61.901500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-9H-[1,3]thiazino[6,5-b]indol-4-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0084895 (Cyclobrassinone)

Download
PDB for NP0084895 (Cyclobrassinone)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.336   0.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.336  -1.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.002  -2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.672  -1.539   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.672   0.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.002   0.771   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.339  -2.312   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.000  -1.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000   0.003   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       1.333  -2.309   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       2.664  -1.539   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.664   0.003   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.333   0.771   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.333   2.312   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.999  -2.309   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.336  -1.539   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    5    8   13                                                  
CONECT   10    8   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13    9   12   14                                                  
CONECT   14   13                                                            
CONECT   15   11   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

Download
3D PDB for NP0084895 (Cyclobrassinone)
Download
SMILES for NP0084895 (Cyclobrassinone)
COC1=NC(=O)C2=C(NC3=C2C=CC=C3)S1
Download
INCHI for NP0084895 (Cyclobrassinone)
InChI=1S/C11H8N2O2S/c1-15-11-13-9(14)8-6-4-2-3-5-7(6)12-10(8)16-11/h2-5,12H,1H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC11H8N2O2S
Average Mass232.2580 Da
Monoisotopic Mass232.03065 Da
IUPAC Name2-methoxy-4H,9H-[1,3]thiazino[6,5-b]indol-4-one
Traditional Name2-methoxy-9H-[1,3]thiazino[6,5-b]indol-4-one
CAS Registry NumberNot Available
SMILES
COC1=NC(=O)C2=C(NC3=C2C=CC=C3)S1
InChI Identifier
InChI=1S/C11H8N2O2S/c1-15-11-13-9(14)8-6-4-2-3-5-7(6)12-10(8)16-11/h2-5,12H,1H3
InChI KeyYCFLCHMHGBXTCU-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
Brassica oleracea var. gongylodesPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene  to form 2,3-benzopyrrole.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndoles  
Direct ParentIndoles  
Alternative Parents
Substituents
  • Indole
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous amide
    • 

  • Ether
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • 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
logP2.1ALOGPS
logP2.26ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)9.59ChemAxon
pKa (Strongest Basic)-8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.45 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity61.9 m³·mol⁻¹ChemAxon
Polarizability22.99 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034209  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012508  
KNApSAcK IDNot Available
Chemspider ID358831  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound405275  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available