Np mrd loader

Showing NP-Card for Gibberellin A99 (NP0049808)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 21:18:27 UTC
Updated at2022-03-17 21:18:28 UTC
NP-MRD IDNP0049808
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A99
DescriptionGibberellin A99, also known as GA99, 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 A99 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin A99 has been detected, but not quantified in, green vegetables and spinachs. This could make gibberellin A99 a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049808 (Gibberellin A99)


  Mrv0541 05061312292D          

 27 30  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
    3.9742   -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
    5.1482    0.6240    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
    1.8158    1.2748    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
    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
    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
    3.6684    1.3540    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
    4.1854    2.6861    0.0000 O   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
  4  3  1  0  0  0  0
 10  1  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  3  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  6  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 18  8  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19  7  1  0  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20  4  1  0  0  0  0
 20  8  1  0  0  0  0
 20 10  1  0  0  0  0
 21  9  2  0  0  0  0
 22 11  1  0  0  0  0
 23 15  2  0  0  0  0
 24 15  1  0  0  0  0
 25 16  2  0  0  0  0
 26 16  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
Download

3D MOL for NP0049808 (Gibberellin A99)

Download
3D SDF for NP0049808 (Gibberellin A99)

  Mrv0541 05061312292D          

 27 30  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
    3.9742   -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
    5.1482    0.6240    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
    1.8158    1.2748    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
    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
    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
    3.6684    1.3540    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
    4.1854    2.6861    0.0000 O   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
  4  3  1  0  0  0  0
 10  1  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  3  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  6  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 18  8  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19  7  1  0  0  0  0
 19  9  1  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20  4  1  0  0  0  0
 20  8  1  0  0  0  0
 20 10  1  0  0  0  0
 21  9  2  0  0  0  0
 22 11  1  0  0  0  0
 23 15  2  0  0  0  0
 24 15  1  0  0  0  0
 25 16  2  0  0  0  0
 26 16  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CC(O)CC2(C=O)C3CCC4(O)CC3(CC4=C)C(C12)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O7/c1-10-5-18-8-20(10,27)4-3-12(18)19(9-21)7-11(22)6-17(2,16(25)26)14(19)13(18)15(23)24/h9,11-14,22,27H,1,3-8H2,2H3,(H,23,24)(H,25,26)

> <INCHI_KEY>
CUTYINBLQKKDCO-UHFFFAOYSA-N

> <FORMULA>
C20H26O7

> <MOLECULAR_WEIGHT>
378.4162

> <EXACT_MASS>
378.167853186

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
38.20162873558675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
0.07306466733333312

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.5210581472375

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8548575832064267

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9048930789397004

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
92.99189999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049808 (Gibberellin A99)
Download
PDB for NP0049808 (Gibberellin A99)
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       7.419  -0.932   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.642   4.445   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.034   4.467   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.065   0.631   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.610   1.165   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       3.389   2.380   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.612   4.049   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       8.329   0.309   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.443   1.576   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.848   2.527   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       7.813   5.014   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.790   3.557   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.690  -1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.290  -2.135   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.890  -0.437   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.963  -2.282   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.794   3.724   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   17                                                            
CONECT    3    4   12                                                       
CONECT    4    3   20                                                       
CONECT    5   10   18                                                       
CONECT    6   11   17                                                       
CONECT    7   11   19                                                       
CONECT    8   18   20                                                       
CONECT    9   19   21                                                       
CONECT   10    1    5   20                                                  
CONECT   11    6    7   22                                                  
CONECT   12    3   18   19                                                  
CONECT   13   14   15   18                                                  
CONECT   14   13   17   19                                                  
CONECT   15   13   23   24                                                  
CONECT   16   17   25   26                                                  
CONECT   17    2    6   14   16                                             
CONECT   18    5    8   12   13                                             
CONECT   19    7    9   12   14                                             
CONECT   20    4    8   10   27                                             
CONECT   21    9                                                            
CONECT   22   11                                                            
CONECT   23   15                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27   20                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

Download
3D PDB for NP0049808 (Gibberellin A99)
Download
SMILES for NP0049808 (Gibberellin A99)
CC1(CC(O)CC2(C=O)C3CCC4(O)CC3(CC4=C)C(C12)C(O)=O)C(O)=O
Download
INCHI for NP0049808 (Gibberellin A99)
InChI=1S/C20H26O7/c1-10-5-18-8-20(10,27)4-3-12(18)19(9-21)7-11(22)6-17(2,16(25)26)14(19)13(18)15(23)24/h9,11-14,22,27H,1,3-8H2,2H3,(H,23,24)(H,25,26)
Download
View in JSmol
Synonyms
ValueSource
GA99HMDB
8-Formyl-6,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylateGenerator
Chemical FormulaC20H26O7
Average Mass378.4162 Da
Monoisotopic Mass378.16785 Da
IUPAC Name8-formyl-6,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid
Traditional Name8-formyl-6,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid
CAS Registry Number174693-32-4
SMILES
CC1(CC(O)CC2(C=O)C3CCC4(O)CC3(CC4=C)C(C12)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C20H26O7/c1-10-5-18-8-20(10,27)4-3-12(18)19(9-21)7-11(22)6-17(2,16(25)26)14(19)13(18)15(23)24/h9,11-14,22,27H,1,3-8H2,2H3,(H,23,24)(H,25,26)
InChI KeyCUTYINBLQKKDCO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Spinacia oleraceaFooDB
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 ParentsNot Available
SubstituentsNot Available
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
logP0.38ALOGPS
logP0.073ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.85ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity92.99 m³·mol⁻¹ChemAxon
Polarizability38.2 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0041231  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021133  
KNApSAcK IDC00000317  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85362822  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References