Np mrd loader

Showing NP-Card for 3-Epigibberellin A72 (NP0333985)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-09 21:33:15 UTC
Updated at2024-09-09 21:33:15 UTC
NP-MRD IDNP0333985
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Epigibberellin A72
DescriptionIsolated from Helianthus annuus (sunflower). 3-Epigibberellin A72 is found in fats and oils.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0333985 (3-Epigibberellin A72)


  Mrv2104 05252300052D          

 31 35  0  0  1  0            999 V2000
    7.5112   -0.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078   -1.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2553    1.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006    0.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1094    1.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    0.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8443    0.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6307   -0.4977    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6132   -0.6220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8778   -0.2319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9673   -0.6206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8886   -1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940   -0.9883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5039    0.6753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2570   -0.0688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0369    0.7101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8376   -0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2890   -1.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7243   -1.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2578   -2.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -1.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269    0.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -0.0196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159    1.4228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3604   -0.1129    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055   -0.8521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    0.4542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6383   -1.3772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
 16  2  1  6  0  0  0
  3  5  1  0  0  0  0
  9  3  1  0  0  0  0
  4  6  1  0  0  0  0
 10  4  1  6  0  0  0
 17  5  1  0  0  0  0
 19  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  7  1  1  0  0  0
 13  8  1  0  0  0  0
 17  8  1  0  0  0  0
  9 27  1  1  0  0  0
 18  9  1  0  0  0  0
 19  9  1  0  0  0  0
 10 28  1  1  0  0  0
 16 10  1  0  0  0  0
 10 20  1  0  0  0  0
 11 29  1  6  0  0  0
 12 11  1  0  0  0  0
 11 14  1  1  0  0  0
 11 18  1  0  0  0  0
 12 30  1  1  0  0  0
 12 16  1  0  0  0  0
 12 19  1  0  0  0  0
 13 31  1  6  0  0  0
 18 13  1  0  0  0  0
 13 21  1  1  0  0  0
 14 22  2  0  0  0  0
 14 23  1  0  0  0  0
 16 15  1  0  0  0  0
 15 24  2  0  0  0  0
 15 26  1  0  0  0  0
 17 25  1  1  0  0  0
 19 26  1  1  0  0  0
M  END
Download

3D MOL for NP0333985 (3-Epigibberellin A72)

Download
3D SDF for NP0333985 (3-Epigibberellin A72)

  Mrv2104 05252300052D          

 31 35  0  0  1  0            999 V2000
    7.5112   -0.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078   -1.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2553    1.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006    0.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1094    1.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    0.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8443    0.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6307   -0.4977    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6132   -0.6220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8778   -0.2319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9673   -0.6206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8886   -1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940   -0.9883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5039    0.6753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2570   -0.0688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0369    0.7101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8376   -0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2890   -1.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7243   -1.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2578   -2.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -1.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269    0.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217   -0.0196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159    1.4228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3604   -0.1129    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055   -0.8521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    0.4542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6383   -1.3772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
 16  2  1  6  0  0  0
  3  5  1  0  0  0  0
  9  3  1  0  0  0  0
  4  6  1  0  0  0  0
 10  4  1  6  0  0  0
 17  5  1  0  0  0  0
 19  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  7  1  1  0  0  0
 13  8  1  0  0  0  0
 17  8  1  0  0  0  0
  9 27  1  1  0  0  0
 18  9  1  0  0  0  0
 19  9  1  0  0  0  0
 10 28  1  1  0  0  0
 16 10  1  0  0  0  0
 10 20  1  0  0  0  0
 11 29  1  6  0  0  0
 12 11  1  0  0  0  0
 11 14  1  1  0  0  0
 11 18  1  0  0  0  0
 12 30  1  1  0  0  0
 12 16  1  0  0  0  0
 12 19  1  0  0  0  0
 13 31  1  6  0  0  0
 18 13  1  0  0  0  0
 13 21  1  1  0  0  0
 14 22  2  0  0  0  0
 14 23  1  0  0  0  0
 16 15  1  0  0  0  0
 15 24  2  0  0  0  0
 15 26  1  0  0  0  0
 17 25  1  1  0  0  0
 19 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0333985

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(O)C(=C)[C@]2(O)C[C@@]11[C@@]([H])(CC2)[C@]23CC[C@@]([H])(O)[C@](C)(C(=O)O2)[C@@]3([H])[C@]1([H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O7/c1-8-13(21)18-7-17(8,25)5-3-9(18)19-6-4-10(20)16(2,15(24)26-19)12(19)11(18)14(22)23/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10-,11-,12-,13-,16+,17-,18+,19+/m1/s1

> <INCHI_KEY>
SISDKGXXRJQNSE-QTTPIKDSSA-N

> <FORMULA>
C19H24O7

> <MOLECULAR_WEIGHT>
364.394

> <EXACT_MASS>
364.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.41032894844847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5R,7S,8S,9S,10R,11R,12R)-5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid

> <JCHEM_LOGP>
-0.673883586666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.705677040262016

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.109236580469818

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0419598804832386

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
86.96839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5R,7S,8S,9S,10R,11R,12R)-5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0333985 (3-Epigibberellin A72)
Download
PDB for NP0333985 (3-Epigibberellin A72)
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      14.021  -0.928   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.241  -3.198   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.810   2.758   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.854   0.610   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.404   2.691   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.023   1.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.909   0.614   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.529  -0.302   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.032   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.911  -0.929   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.611  -1.161   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.238  -0.433   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.139  -1.159   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.125  -2.849   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.637  -1.448   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.149  -1.845   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.141   1.261   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.813  -0.128   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.536   1.326   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.430  -1.578   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      11.740  -2.756   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.685  -3.527   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.948  -4.203   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.944  -3.083   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.677   1.840   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.254  -0.037   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       8.243   2.656   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.273  -0.211   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      10.090  -1.591   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.383   0.848   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      10.525  -2.571   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   16                                                            
CONECT    3    5    9                                                       
CONECT    4    6   10                                                       
CONECT    5    3   17                                                       
CONECT    6    4   19                                                       
CONECT    7   17   18                                                       
CONECT    8    1   13   17                                                  
CONECT    9    3   27   18   19                                             
CONECT   10    4   28   16   20                                             
CONECT   11   29   12   14   18                                             
CONECT   12   11   30   16   19                                             
CONECT   13    8   31   18   21                                             
CONECT   14   11   22   23                                                  
CONECT   15   16   24   26                                                  
CONECT   16    2   10   12   15                                             
CONECT   17    5    7    8   25                                             
CONECT   18    7    9   11   13                                             
CONECT   19    6    9   12   26                                             
CONECT   20   10                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   17                                                            
CONECT   26   15   19                                                       
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

Download
3D PDB for NP0333985 (3-Epigibberellin A72)
Download
SMILES for NP0333985 (3-Epigibberellin A72)
[H][C@@]1(O)C(=C)[C@]2(O)C[C@@]11[C@@]([H])(CC2)[C@]23CC[C@@]([H])(O)[C@](C)(C(=O)O2)[C@@]3([H])[C@]1([H])C(O)=O
Download
INCHI for NP0333985 (3-Epigibberellin A72)
InChI=1S/C19H24O7/c1-8-13(21)18-7-17(8,25)5-3-9(18)19-6-4-10(20)16(2,15(24)26-19)12(19)11(18)14(22)23/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10-,11-,12-,13-,16+,17-,18+,19+/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC19H24O7
Average Mass364.3940 Da
Monoisotopic Mass364.15220 Da
IUPAC Name(1S,2R,5R,7S,8S,9S,10R,11R,12R)-5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid
Traditional Name(1S,2R,5R,7S,8S,9S,10R,11R,12R)-5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadecane-9-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@@]1(O)C(=C)[C@]2(O)C[C@@]11[C@@]([H])(CC2)[C@]23CC[C@@]([H])(O)[C@](C)(C(=O)O2)[C@@]3([H])[C@]1([H])C(O)=O
InChI Identifier
InChI=1S/C19H24O7/c1-8-13(21)18-7-17(8,25)5-3-9(18)19-6-4-10(20)16(2,15(24)26-19)12(19)11(18)14(22)23/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10-,11-,12-,13-,16+,17-,18+,19+/m1/s1
InChI KeySISDKGXXRJQNSE-QTTPIKDSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentC19-gibberellin 6-carboxylic acids  
Alternative Parents
Substituents
  • 20-norgibberellane-6-carboxylic acid
    • 

  • Diterpene lactone
    • 

  • Caprolactone
    • 

  • Short-chain hydroxy acid
    • 

  • Oxepane
    • 

  • Hydroxy fatty acid
    • 

  • Heterocyclic fatty acid
    • 

  • Fatty acid ester
    • 

  • Branched fatty acid
    • 

  • Beta-hydroxy acid
    • 

  • Fatty acyl
    • 

  • Hydroxy acid
    • 

  • Gamma butyrolactone
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • 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
logP-0.67ChemAxon
pKa (Strongest Acidic)4.11ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity86.97 m³·mol⁻¹ChemAxon
Polarizability36.41 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References