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Showing NP-Card for Buergerinin B (NP0141141)

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Record Information
Version1.0
Created at2022-06-29 22:13:02 UTC
Updated at2022-06-29 22:13:02 UTC
NP-MRD IDNP0141141
Secondary Accession NumbersNone
Natural Product Identification
Common NameBuergerinin B
DescriptionBuergerinin B belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Buergerinin B is found in Scrophularia buergeriana. It was first documented in 2009 (PMID: 19731136). Based on a literature review very few articles have been published on Buergerinin B.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0141141 (Buergerinin B)


  Mrv1652306302200132D          

 14 15  0  0  1  0            999 V2000
    0.1921    0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -1.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    0.3820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  6  0  0  0
  4 13  1  6  0  0  0
  2 14  1  6  0  0  0
M  END
Download

3D MOL for NP0141141 (Buergerinin B)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    2.5718   -0.5856    0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4313    0.2268   -0.1074 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9538    1.1262   -1.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8601    1.0681    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341    0.8195    0.9597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3509    1.9242    1.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    0.5096   -0.4746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5409    1.6415   -1.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1661   -0.0697   -0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -1.2697    0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -1.6059    0.3021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2535   -1.9536    0.4230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -1.8427   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030   -0.4849   -0.7377 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2996    0.1043    0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -1.0196   -0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397   -1.3594    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    0.6603   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845    0.7662    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0077    2.1493    0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8498   -0.0071    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832    1.8612    2.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0433    2.4431   -0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923   -0.4447   -1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9296    0.6955   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262   -2.3459    0.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580   -2.5374   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4133   -0.4695   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
 14  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  1
  6 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  6
M  END
Download

3D SDF for NP0141141 (Buergerinin B)


  Mrv1652306302200132D          

 14 15  0  0  1  0            999 V2000
    0.1921    0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -1.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    0.3820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  6  0  0  0
  4 13  1  6  0  0  0
  2 14  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0141141

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(O)C[C@@H](O)[C@]2(O)CC(=O)OC[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O5/c1-8(12)2-6(10)9(13)3-7(11)14-4-5(8)9/h5-6,10,12-13H,2-4H2,1H3/t5-,6-,8+,9+/m1/s1

> <INCHI_KEY>
FQOXWSFMKSXFDD-YGBUUZGLSA-N

> <FORMULA>
C9H14O5

> <MOLECULAR_WEIGHT>
202.206

> <EXACT_MASS>
202.084123551

$$$$
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3D-SDF for NP0141141 (Buergerinin B)

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PDB for NP0141141 (Buergerinin B)
HEADER    PROTEIN                                 30-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-22         0                                  
HETATM    1  C   UNK     0       0.358   1.350   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.864  -0.533   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.036  -3.604   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.744  -4.013   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.602   0.713   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6   14                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   11   12                                             
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5                                                       
CONECT   12    5                                                            
CONECT   13    4                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0141141 (Buergerinin B)
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SMILES for NP0141141 (Buergerinin B)
C[C@]1(O)C[C@@H](O)[C@]2(O)CC(=O)OC[C@H]12
Download
INCHI for NP0141141 (Buergerinin B)
InChI=1S/C9H14O5/c1-8(12)2-6(10)9(13)3-7(11)14-4-5(8)9/h5-6,10,12-13H,2-4H2,1H3/t5-,6-,8+,9+/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC9H14O5
Average Mass202.2060 Da
Monoisotopic Mass202.08412 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
C[C@]1(O)C[C@@H](O)[C@]2(O)CC(=O)OC[C@H]12
InChI Identifier
InChI=1S/C9H14O5/c1-8(12)2-6(10)9(13)3-7(11)14-4-5(8)9/h5-6,10,12-13H,2-4H2,1H3/t5-,6-,8+,9+/m1/s1
InChI KeyFQOXWSFMKSXFDD-YGBUUZGLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Scrophularia buergerianaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene lactones  
Direct ParentTerpene lactones  
Alternative Parents
Substituents
  • Terpene lactone
    • 

  • Iridoid-skeleton
    • 

  • Bicyclic monoterpenoid
    • 

  • Monoterpenoid
    • 

  • Delta valerolactone
    • 

  • Delta_valerolactone
    • 

  • Oxane
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Polyol
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID28283761  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound91885076  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Niu ZR, Wang RF, Shang MY, Cai SQ: A new iridoid glycoside from Scrophularia ningpoensis. Nat Prod Res. 2009;23(13):1181-8. doi: 10.1080/14786410802386344. [PubMed:19731136  ]