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Showing NP-Card for Gibberellin A72 (NP0048629)

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Record Information
Version2.0
Created at2022-03-17 20:59:33 UTC
Updated at2022-03-17 20:59:33 UTC
NP-MRD IDNP0048629
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A72
DescriptionGibberellin A72, also known as GA72, 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. Gibberellin A72 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin A72 has been detected, but not quantified in, fats and oils and sunflowers. This could make gibberellin A72 a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048629 (Gibberellin A72)


  Mrv0541 02241208212D          

 26 30  0  0  0  0            999 V2000
    1.6637    2.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769    1.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720    1.7785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    0.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5203   -0.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490   -1.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -1.4056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3441    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4916    1.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6678   -1.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359   -1.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -2.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4015   -1.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2006   -0.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2580    0.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908    0.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0941   -2.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    0.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    0.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -0.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -0.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  3 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  7 21  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 18  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 23  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
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3D MOL for NP0048629 (Gibberellin A72)

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3D SDF for NP0048629 (Gibberellin A72)

  Mrv0541 02241208212D          

 26 30  0  0  0  0            999 V2000
    1.6637    2.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769    1.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720    1.7785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228    0.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5203   -0.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490   -1.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -1.4056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3441    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4916    1.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6678   -1.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8359   -1.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -2.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4015   -1.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2006   -0.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2580    0.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5736    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908    0.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0941   -2.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678    0.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    0.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219   -0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -0.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -0.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  3 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  7 21  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 18  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 23  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048629

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12C3C(C(O)=O)C45CC(O)(CCC4C3(CCC1O)OC2=O)C(=C)C5O

> <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)

> <INCHI_KEY>
SISDKGXXRJQNSE-UHFFFAOYSA-N

> <FORMULA>
C19H24O7

> <MOLECULAR_WEIGHT>
364.3897

> <EXACT_MASS>
364.152203122

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.185415310745505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

> <ALOGPS_LOGP>
-0.27

> <JCHEM_LOGP>
-0.673883586666666

> <ALOGPS_LOGS>
-1.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.705677040262017

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.109236580469818

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0419598804832386

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
86.96839999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048629 (Gibberellin A72)
Download
PDB for NP0048629 (Gibberellin A72)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.106   3.802   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.570   2.409   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.071   2.035   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.321   3.320   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.963   0.053   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.838  -0.964   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.891  -2.356   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.392  -2.624   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.642   3.481   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.231   2.035   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.784   2.088   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -4.980  -2.195   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.427  -2.356   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.302  -3.748   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.749  -3.266   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.374  -1.660   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.392  -0.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.482   0.696   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.071   0.535   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.409   0.321   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.909  -3.802   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.980   1.553   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.534   1.124   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.588  -0.482   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.409  -1.553   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.910  -1.017   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    5    7   13   17                                             
CONECT    7    6    8   21                                                  
CONECT    8    7   16                                                       
CONECT    9   10                                                            
CONECT   10    9   11   18                                                  
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13    6   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    8   15   17   26                                             
CONECT   17    6   16   18                                                  
CONECT   18   10   17   19                                                  
CONECT   19    3   18   20   26                                             
CONECT   20   19   23                                                       
CONECT   21    7                                                            
CONECT   22   23                                                            
CONECT   23    2   20   22   24                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   16   19   25                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

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3D PDB for NP0048629 (Gibberellin A72)
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SMILES for NP0048629 (Gibberellin A72)
CC12C3C(C(O)=O)C45CC(O)(CCC4C3(CCC1O)OC2=O)C(=C)C5O
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INCHI for NP0048629 (Gibberellin 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)
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Synonyms
ValueSource
GA72HMDB
5,7,12-Trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylateGenerator
Chemical FormulaC19H24O7
Average Mass364.3897 Da
Monoisotopic Mass364.15220 Da
IUPAC Name5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid
Traditional Name5,7,12-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid
CAS Registry Number105593-21-3
SMILES
CC12C3C(C(O)=O)C45CC(O)(CCC4C3(CCC1O)OC2=O)C(=C)C5O
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)
InChI KeySISDKGXXRJQNSE-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Helianthus annuus L.FooDB
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 ParentsNot Available
SubstituentsNot Available
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-0.27ALOGPS
logP-0.67ChemAxon
logS-1.5ALOGPS
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
Polarizability36.19 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036890  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015849  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14160509  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References