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Showing NP-Card for Gibberellin A94 (NP0046154)

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Record Information
Version2.0
Created at2022-03-17 19:49:21 UTC
Updated at2022-03-17 19:49:21 UTC
NP-MRD IDNP0046154
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A94
DescriptionGibberellin A94, also known as GA94, 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 A94 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin A94 has been detected, but not quantified in, a few different foods, such as cereals and cereal products, common wheats, and wheats. This could make gibberellin A94 a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046154 (Gibberellin A94)


  Mrv0541 02241209542D          

 25 30  0  0  0  0            999 V2000
   -0.8550   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4786   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217    0.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075    0.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9645    0.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579   -0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858   -0.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345    0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760    1.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660    1.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8911   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -0.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709   -0.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032   -1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268   -1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075    1.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4555    0.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0704   -1.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148    1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7709    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 25  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  0  0  0  0
  9 21  1  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
Download

3D MOL for NP0046154 (Gibberellin A94)

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3D SDF for NP0046154 (Gibberellin A94)

  Mrv0541 02241209542D          

 25 30  0  0  0  0            999 V2000
   -0.8550   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4786   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217    0.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075    0.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9645    0.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579   -0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858   -0.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345    0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760    1.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660    1.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8911   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -0.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709   -0.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032   -1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268   -1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075    1.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4555    0.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0704   -1.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148    1.9492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7709    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 25  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  0  0  0  0
  9 21  1  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0046154

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12C3OC3C(O)C3(OC1=O)C1CCC4CC1(CC4=C)C(C23)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O6/c1-7-5-18-6-8(7)3-4-9(18)19-12(10(18)15(21)22)17(2,16(23)25-19)14-11(24-14)13(19)20/h8-14,20H,1,3-6H2,2H3,(H,21,22)

> <INCHI_KEY>
GKOVHAGMHIIKFS-UHFFFAOYSA-N

> <FORMULA>
C19H22O6

> <MOLECULAR_WEIGHT>
346.3744

> <EXACT_MASS>
346.141638436

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.7310215332663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.1⁵,⁸.0¹,¹⁰.0²,⁸.0¹²,¹⁴]octadecane-9-carboxylic acid

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
0.8840310636666668

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.929288723687744

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.10388629740487

> <JCHEM_PKA_STRONGEST_BASIC>
-3.70520961151274

> <JCHEM_POLAR_SURFACE_AREA>
96.36

> <JCHEM_REFRACTIVITY>
82.9837

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.1⁵,⁸.0¹,¹⁰.0²,⁸.0¹²,¹⁴]octadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0046154 (Gibberellin A94)
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PDB for NP0046154 (Gibberellin A94)
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      -1.596  -0.425   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.351  -1.329   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.893  -0.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.414   1.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.134   1.038   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.171   2.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.667   1.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.134   0.371   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.095  -0.764   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.400  -0.738   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.424   0.409   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.942   1.872   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.430   2.185   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.663  -1.760   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.822  -1.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.172  -1.821   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.351  -2.869   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.686  -3.639   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.983  -3.639   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.134   2.578   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.095   0.776   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.584   1.174   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.865  -2.099   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.708   3.639   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.172   1.509   0.000  0.00  0.00           O+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3   17                                                  
CONECT    3    2    4   10   14                                             
CONECT    4    3    5   13                                                  
CONECT    5    1    4    6   20                                             
CONECT    6    5    7   24                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9   25                                                  
CONECT    9    1    8   21   23                                             
CONECT   10    3   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13    4   12                                                       
CONECT   14    3   15                                                       
CONECT   15   11   14   16                                                  
CONECT   16   15                                                            
CONECT   17    2   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    5   21                                                       
CONECT   21    9   20   22                                                  
CONECT   22   21                                                            
CONECT   23    9                                                            
CONECT   24    6                                                            
CONECT   25    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

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3D PDB for NP0046154 (Gibberellin A94)
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SMILES for NP0046154 (Gibberellin A94)
CC12C3OC3C(O)C3(OC1=O)C1CCC4CC1(CC4=C)C(C23)C(O)=O
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INCHI for NP0046154 (Gibberellin A94)
InChI=1S/C19H22O6/c1-7-5-18-6-8(7)3-4-9(18)19-12(10(18)15(21)22)17(2,16(23)25-19)14-11(24-14)13(19)20/h8-14,20H,1,3-6H2,2H3,(H,21,22)
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Synonyms
ValueSource
GA94HMDB
15-Hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.1⁵,⁸.0¹,¹⁰.0²,⁸.0¹²,¹⁴]octadecane-9-carboxylateGenerator
Chemical FormulaC19H22O6
Average Mass346.3744 Da
Monoisotopic Mass346.14164 Da
IUPAC Name15-hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.1⁵,⁸.0¹,¹⁰.0²,⁸.0¹²,¹⁴]octadecane-9-carboxylic acid
Traditional Name15-hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.1⁵,⁸.0¹,¹⁰.0²,⁸.0¹²,¹⁴]octadecane-9-carboxylic acid
CAS Registry Number188895-37-6
SMILES
CC12C3OC3C(O)C3(OC1=O)C1CCC4CC1(CC4=C)C(C23)C(O)=O
InChI Identifier
InChI=1S/C19H22O6/c1-7-5-18-6-8(7)3-4-9(18)19-12(10(18)15(21)22)17(2,16(23)25-19)14-11(24-14)13(19)20/h8-14,20H,1,3-6H2,2H3,(H,21,22)
InChI KeyGKOVHAGMHIIKFS-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Triticum aestivumFooDB
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
logP1.06ALOGPS
logP0.88ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area96.36 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity82.98 m³·mol⁻¹ChemAxon
Polarizability34.73 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031365  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003432  
KNApSAcK IDC00000294  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85087490  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References