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Showing NP-Card for Fimbricalxyxanhydride C (NP0332588)

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Record Information
Version1.0
Created at2024-02-27 20:01:23 UTC
Updated at2024-05-03 00:10:42 UTC
NP-MRD IDNP0332588
Secondary Accession NumbersNone
Natural Product Identification
Common NameFimbricalxyxanhydride C
DescriptionNot Available
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0332588 (Fimbricalxyxanhydride C)


  Mrv2104 02272420012D          

 23 26  0  0  1  0            999 V2000
    1.3165    0.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -0.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568   -0.1775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4887    0.5255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3134    0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -0.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743   -0.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -0.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1273   -1.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6671   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -0.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237   -0.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918   -1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -2.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7453    1.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640    0.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -0.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -1.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326   -1.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874   -2.6960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -0.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760    0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  2  0  0  0  0
  6 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  2  0  0  0  0
  4 17  1  1  0  0  0
  3 17  1  1  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  2  0  0  0  0
  2 23  1  0  0  0  0
M  END
Download

3D MOL for NP0332588 (Fimbricalxyxanhydride C)

Download
3D SDF for NP0332588 (Fimbricalxyxanhydride C)

  Mrv2104 02272420012D          

 23 26  0  0  1  0            999 V2000
    1.3165    0.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -0.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568   -0.1775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4887    0.5255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3134    0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -0.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743   -0.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -0.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1273   -1.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6671   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -0.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237   -0.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918   -1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -2.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7453    1.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640    0.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -0.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -1.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326   -1.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874   -2.6960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -0.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760    0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  2  0  0  0  0
  6 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  2  0  0  0  0
  4 17  1  1  0  0  0
  3 17  1  1  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  2  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332588

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(=O)[C@@H]3O[C@]33C(=CC(=O)OC(=O)C3(C)C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-16(2)15(20)22-12(18)7-11-10-6-8(21-3)4-5-9(10)13(19)14-17(11,16)23-14/h4-7,14H,1-3H3/t14-,17+/m0/s1

> <INCHI_KEY>
OENIXUSLMBMFEY-WMLDXEAASA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.293

> <EXACT_MASS>
314.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.413281786695386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione

> <JCHEM_LOGP>
2.1046105843333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.641255703731415

> <JCHEM_PKA_STRONGEST_BASIC>
-4.211366910907075

> <JCHEM_POLAR_SURFACE_AREA>
82.19999999999999

> <JCHEM_REFRACTIVITY>
78.1649

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0332588 (Fimbricalxyxanhydride C)
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PDB for NP0332588 (Fimbricalxyxanhydride C)
HEADER    PROTEIN                                 27-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-24         0                                  
HETATM    1  C   UNK     0       2.458   1.474   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.323  -0.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.839  -0.331   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.646   0.981   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.185   0.939   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.918  -0.415   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.112  -1.728   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.573  -1.686   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.971  -3.103   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.845  -3.082   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.458  -0.458   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.191  -1.812   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.385  -3.124   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.118  -4.478   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.657  -4.520   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.991   2.251   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.106   1.023   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.166  -1.076   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.239  -2.615   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.488  -3.517   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.217  -5.033   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.251  -0.475   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.075   0.842   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18   23                                             
CONECT    3    2    4    8   17                                             
CONECT    4    3    5   17                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   20                                                       
CONECT   10    7   13                                                       
CONECT   11    6   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   10   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    5                                                            
CONECT   17    4    3                                                       
CONECT   18    2   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20                                                            
CONECT   22   18                                                            
CONECT   23    2                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

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3D PDB for NP0332588 (Fimbricalxyxanhydride C)
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SMILES for NP0332588 (Fimbricalxyxanhydride C)
COC1=CC=C2C(=O)[C@@H]3O[C@]33C(=CC(=O)OC(=O)C3(C)C)C2=C1
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INCHI for NP0332588 (Fimbricalxyxanhydride C)
InChI=1S/C17H14O6/c1-16(2)15(20)22-12(18)7-11-10-6-8(21-3)4-5-9(10)13(19)14-17(11,16)23-14/h4-7,14H,1-3H3/t14-,17+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC17H14O6
Average Mass314.2930 Da
Monoisotopic Mass314.07904 Da
IUPAC Name(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione
Traditional Name(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione
CAS Registry NumberNot Available
SMILES
COC1=CC=C2C(=O)[C@@H]3O[C@]33C(=CC(=O)OC(=O)C3(C)C)C2=C1
InChI Identifier
InChI=1S/C17H14O6/c1-16(2)15(20)22-12(18)7-11-10-6-8(21-3)4-5-9(10)13(19)14-17(11,16)23-14/h4-7,14H,1-3H3/t14-,17+/m0/s1
InChI KeyOENIXUSLMBMFEY-WMLDXEAASA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)houljiang@126.comNot Availablehoulijiang2024-05-01View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)houljiang@126.comNot Availablehoulijiang2024-05-01View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
fimbricalyx
      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
logP2.1ChemAxon
pKa (Strongest Acidic)15.64ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area82.2 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity78.16 m³·mol⁻¹ChemAxon
Polarizability30.41 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External LinksNot Available
References
General References
  1. Yang C, Jiang H, Mao H, Zhang Y, Cao Y, Zhang Y, Yu H, Lv M, Xu H, Dong X, Tao L: Structurally diverse deformed phenanthrenes from Strophioblachia fimbricalyx with cytotoxic activities by inducing cell apoptosis. Phytochemistry. 2024 May;221:114035. doi: 10.1016/j.phytochem.2024.114035. Epub  2024 Feb 23. [PubMed:38401672  ]