NP-MRD: Showing NP-Card for Tigloylgomicin H (NP0339427)

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Record Information

Version

2.0

Created at

2024-09-11 21:47:32 UTC

Updated at

2024-09-11 21:47:32 UTC

NP-MRD ID

NP0339427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tigloylgomicin H

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272300192D          

 37 39  0  0  0  0            999 V2000
   -1.2153  -70.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987  -70.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851  -71.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883  -71.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049  -71.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184  -70.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035  -71.9826    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6201  -71.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883  -72.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049  -73.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201  -73.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035  -72.8076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5851  -73.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986  -73.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153  -74.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184  -74.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4171  -71.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004  -72.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180  -73.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004  -71.7691    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288  -75.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8455  -75.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955  -74.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090  -74.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288  -69.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8455  -69.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5956  -70.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092  -69.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996  -72.1816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140  -71.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996  -72.6087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7285  -72.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4430  -71.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574  -72.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7285  -73.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4429  -73.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140  -73.0212    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
  5  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4  5  2  0  0  0  0
  8  5  1  0  0  0  0
  7  8  1  0  0  0  0
 12  7  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 16 10  1  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 17  1  6  0  0  0
 12 18  1  6  0  0  0
 12 19  1  1  0  0  0
  7 20  1  1  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 37  1  0  0  0  0
M  END


  Mrv2104 05272300192D          

 37 39  0  0  0  0            999 V2000
   -1.2153  -70.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987  -70.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851  -71.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883  -71.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049  -71.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184  -70.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035  -71.9826    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6201  -71.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7883  -72.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049  -73.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201  -73.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035  -72.8076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5851  -73.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986  -73.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153  -74.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184  -74.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4171  -71.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004  -72.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180  -73.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004  -71.7691    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288  -75.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8455  -75.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955  -74.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090  -74.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288  -69.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8455  -69.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5956  -70.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092  -69.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996  -72.1816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140  -71.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996  -72.6087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7285  -72.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4430  -71.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574  -72.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7285  -73.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4429  -73.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140  -73.0212    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
  5  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4  5  2  0  0  0  0
  8  5  1  0  0  0  0
  7  8  1  0  0  0  0
 12  7  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 16 10  1  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 17  1  6  0  0  0
 12 18  1  6  0  0  0
 12 19  1  1  0  0  0
  7 20  1  1  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(C)CC2=C(C(OC\C(=C\C)C=O)=C(OC)C(OC)=C2)C2=C(C[C@]1(C)O)C=C(OC)C(OC)=C2OC

> <INCHI_IDENTIFIER>
InChI=1/C28H36O8/c1-9-17(14-29)15-36-27-22-18(11-20(31-4)25(27)34-7)10-16(2)28(3,30)13-19-12-21(32-5)24(33-6)26(35-8)23(19)22/h9,11-12,14,16,30H,10,13,15H2,1-8H3/b17-9+/t16-,28-/s2

> <INCHI_KEY>
HKGBQWCXKLHIBG-SKFWWSPANA-N

> <FORMULA>
C28H36O8

> <MOLECULAR_WEIGHT>
500.588

> <EXACT_MASS>
500.241018119

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
53.4607153874797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-2-({[(9S,10S)-10-hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-3-yl]oxy}methyl)but-2-enal

> <JCHEM_LOGP>
3.779851194000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.639670380587495

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9564081755310285

> <JCHEM_POLAR_SURFACE_AREA>
92.68

> <JCHEM_REFRACTIVITY>
138.1449

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-2-({[(9S,10S)-10-hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-3-yl]oxy}methyl)but-2-enal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -2.269-131.392   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.358-132.481   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.959-133.969   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.471-134.368   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.382-133.279   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.781-131.791   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.247-134.368   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.158-133.279   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.471-135.908   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.382-136.997   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.158-136.997   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.247-135.908   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.959-136.306   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.357-137.794   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.269-138.883   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.781-138.484   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.645-132.880   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.734-135.509   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.580-136.678   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0       3.734-133.969   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      -2.667-140.370   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.578-141.459   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.845-138.192   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.243-139.680   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.667-129.905   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.578-128.816   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.845-132.083   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.244-130.595   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.293-134.739   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.626-133.969   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.293-135.536   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.960-134.739   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.294-133.969   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.627-134.739   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.960-136.279   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -8.293-137.049   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -5.626-136.306   0.000  0.00  0.00           C+0
CONECT    1    2    6   25                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    9    5                                                  
CONECT    5    6    4    8                                                  
CONECT    6    1    5                                                       
CONECT    7    8   12   17   20                                             
CONECT    8    5    7                                                       
CONECT    9    4   10   13                                                  
CONECT   10   11   16    9                                                  
CONECT   11   10   12                                                       
CONECT   12    7   11   18   19                                             
CONECT   13    9   14   31                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   21                                                  
CONECT   16   10   15                                                       
CONECT   17    7                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20    7                                                            
CONECT   21   15   22                                                       
CONECT   22   21                                                            
CONECT   23   14   24                                                       
CONECT   24   23                                                            
CONECT   25    1   26                                                       
CONECT   26   25                                                            
CONECT   27    2   28                                                       
CONECT   28   27                                                            
CONECT   29    3   30                                                       
CONECT   30   29   32                                                       
CONECT   31   13   37                                                       
CONECT   32   30   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36                                                       
CONECT   36   35                                                            
CONECT   37   31                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₆O₈

Average Mass

500.5880 Da

Monoisotopic Mass

500.24102 Da

IUPAC Name

(2Z)-2-({[(9S,10S)-10-hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-3-yl]oxy}methyl)but-2-enal

Traditional Name

(2Z)-2-({[(9S,10S)-10-hydroxy-4,5,14,15,16-pentamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-3-yl]oxy}methyl)but-2-enal

CAS Registry Number

Not Available

SMILES

[H][C@]1(C)CC2=C(C(OC\C(=C\C)C=O)=C(OC)C(OC)=C2)C2=C(C[C@]1(C)O)C=C(OC)C(OC)=C2OC

InChI Identifier

InChI=1/C28H36O8/c1-9-17(14-29)15-36-27-22-18(11-20(31-4)25(27)34-7)10-16(2)28(3,30)13-19-12-21(32-5)24(33-6)26(35-8)23(19)22/h9,11-12,14,16,30H,10,13,15H2,1-8H3/b17-9+/t16-,28-/s2

InChI Key

HKGBQWCXKLHIBG-SKFWWSPANA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.78	ChemAxon
pKa (Strongest Acidic)	14.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.68 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	138.14 m³·mol⁻¹	ChemAxon
Polarizability	53.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Tigloylgomicin H (NP0339427)

MOL for NP0339427 (Tigloylgomicin H)

3D MOL for NP0339427 (Tigloylgomicin H)

3D SDF for NP0339427 (Tigloylgomicin H)

3D-SDF for NP0339427 (Tigloylgomicin H)

PDB for NP0339427 (Tigloylgomicin H)

3D PDB for NP0339427 (Tigloylgomicin H)

SMILES for NP0339427 (Tigloylgomicin H)

INCHI for NP0339427 (Tigloylgomicin H)

Structure for NP0339427 (Tigloylgomicin H)

3D Structure for NP0339427 (Tigloylgomicin H)