Np mrd loader

Showing NP-Card for Gibberellin A97 (NP0049863)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 21:19:20 UTC
Updated at2022-03-17 21:19:20 UTC
NP-MRD IDNP0049863
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A97
DescriptionGibberellin A97, also known as GA97, belongs to the class of organic compounds known as c20-gibberellin 6-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin A97 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin A97 has been detected, but not quantified in, several different foods, such as persimmons, pepper (c. Annuum), cupuaçus, peppermints, and dandelions. Gibberellin A97 is found in Campanula isophylla, Fragaria x ananassa Duch.cv.Elsanta, Lolium perenne and Solanum lycopersicum . This could make gibberellin A97 a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049863 (Gibberellin A97)


  Mrv0541 05061312422D          

 26 29  0  0  0  0            999 V2000
    0.1385    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424    2.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9742   -0.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    2.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6256    2.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6419    0.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    1.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1482    0.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    1.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0943    1.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9494    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7654   -0.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -0.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4622    0.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3801    0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804    1.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -1.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -0.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8016   -1.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    1.9951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 10  1  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 17  2  1  0  0  0  0
 17  7  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18  3  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  5  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  2  0  0  0  0
 25 16  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
Download

3D MOL for NP0049863 (Gibberellin A97)

Download
3D SDF for NP0049863 (Gibberellin A97)

  Mrv0541 05061312422D          

 26 29  0  0  0  0            999 V2000
    0.1385    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424    2.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9742   -0.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    2.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6256    2.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6419    0.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    1.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1482    0.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    1.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0943    1.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9494    0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7654   -0.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -0.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4622    0.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3801    0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804    1.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -1.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -0.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8016   -1.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    1.9951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 10  1  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 17  2  1  0  0  0  0
 17  7  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18  3  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  5  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  2  0  0  0  0
 25 16  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CC(O)CC(C)(C1C(C(O)=O)C13CC(=C)C(O)(C1)CCC23)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O6/c1-10-6-19-9-20(10,26)5-4-12(19)17(2)7-11(21)8-18(3,16(24)25)14(17)13(19)15(22)23/h11-14,21,26H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)

> <INCHI_KEY>
DBFXNHHIIKEXPP-UHFFFAOYSA-N

> <FORMULA>
C20H28O6

> <MOLECULAR_WEIGHT>
364.4327

> <EXACT_MASS>
364.188588628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.03327320095121

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,12-dihydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
1.0399883206666676

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.684356219660647

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.014354769437866

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9048846045134521

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
92.20009999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,12-dihydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049863 (Gibberellin A97)
Download
PDB for NP0049863 (Gibberellin A97)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.259   1.053   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.612   4.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.419  -0.932   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.642   4.445   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.034   4.467   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.065   0.631   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.128   3.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.610   1.165   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.389   2.380   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.714   1.556   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.509   2.701   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.344   2.963   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.506   0.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.948   0.991   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.162  -1.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.394  -0.803   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.848   2.527   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.329   0.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.443   1.576   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.196   3.088   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.790   3.557   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.690  -1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.290  -2.135   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.890  -0.437   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.963  -2.282   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.794   3.724   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4    5   12                                                       
CONECT    5    4   20                                                       
CONECT    6   10   19                                                       
CONECT    7   11   17                                                       
CONECT    8   11   18                                                       
CONECT    9   19   20                                                       
CONECT   10    1    6   20                                                  
CONECT   11    7    8   21                                                  
CONECT   12    4   17   19                                                  
CONECT   13   14   15   19                                                  
CONECT   14   13   17   18                                                  
CONECT   15   13   22   23                                                  
CONECT   16   18   24   25                                                  
CONECT   17    2    7   12   14                                             
CONECT   18    3    8   14   16                                             
CONECT   19    6    9   12   13                                             
CONECT   20    5    9   10   26                                             
CONECT   21   11                                                            
CONECT   22   15                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   16                                                            
CONECT   26   20                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

Download
3D PDB for NP0049863 (Gibberellin A97)
Download
SMILES for NP0049863 (Gibberellin A97)
CC12CC(O)CC(C)(C1C(C(O)=O)C13CC(=C)C(O)(C1)CCC23)C(O)=O
Download
INCHI for NP0049863 (Gibberellin A97)
InChI=1S/C20H28O6/c1-10-6-19-9-20(10,26)5-4-12(19)17(2)7-11(21)8-18(3,16(24)25)14(17)13(19)15(22)23/h11-14,21,26H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)
Download
View in JSmol
Synonyms
ValueSource
GA97HMDB
6,12-Dihydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylateGenerator
Chemical FormulaC20H28O6
Average Mass364.4327 Da
Monoisotopic Mass364.18859 Da
IUPAC Name6,12-dihydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid
Traditional Name6,12-dihydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid
CAS Registry Number128533-05-1
SMILES
CC12CC(O)CC(C)(C1C(C(O)=O)C13CC(=C)C(O)(C1)CCC23)C(O)=O
InChI Identifier
InChI=1S/C20H28O6/c1-10-6-19-9-20(10,26)5-4-12(19)17(2)7-11(21)8-18(3,16(24)25)14(17)13(19)15(22)23/h11-14,21,26H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)
InChI KeyDBFXNHHIIKEXPP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Campanula isophyllaPlant
Fragaria x ananassaFooDB
Fragaria x ananassa Duch.cv.ElsantaPlant
Hordeum vulgareFooDB
Lolium perennePlant
Pisum sativumFooDB
Prunus persicaFooDB
Solanum lycopersicumPlant
Solanum lycopersicum var. lycopersicumFooDB
Spinacia oleraceaFooDB
Triticum aestivumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c20-gibberellin 6-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentC20-gibberellin 6-carboxylic acids  
Alternative Parents
Substituents
  • Gibberellane-6-carboxylic acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP0.8ALOGPS
logP1.04ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)4.01ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.06 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity92.2 m³·mol⁻¹ChemAxon
Polarizability38.03 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0041496  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021466  
KNApSAcK IDC00000298  
Chemspider ID24808120  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74428114  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References