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Showing NP-Card for 16α, 17-epoxy gibberellin A12 (NP0334304)

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Record Information
Version2.0
Created at2024-09-09 23:04:37 UTC
Updated at2024-09-09 23:04:38 UTC
NP-MRD IDNP0334304
Secondary Accession NumbersNone
Natural Product Identification
Common Name16α, 17-epoxy gibberellin A12
Description16Œ±, 17-Epoxy gibberellin a12 is also known as 16α, 17-epoxy ga12. 16Œ±, 17-Epoxy gibberellin a12 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 16Œ±, 17-Epoxy gibberellin a12 can be found in a number of food items such as brassicas, cereals and cereal products, rosemary, and custard apple, which makes 16Œ±, 17-epoxy gibberellin a12 a potential biomarker for the consumption of these food products.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0334304 (16α, 17-epoxy gibberellin A12)


  Mrv2104 05252301362D          

 29 33  0  0  1  0            999 V2000
    5.7890    2.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0735   -0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047    1.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454    2.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943    2.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873    1.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3107    0.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570    0.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3082    1.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    1.6891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0839    1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935    0.1070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8818    0.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8725   -0.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1341   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.1999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5992   -0.0324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5461    0.7558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0950    0.8957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0737   -0.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4504   -1.2766    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.9455   -0.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575   -1.4378    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.4868    0.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    2.0987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2688    1.5901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -0.0688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040   -0.4464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  6  0  0  0
 18  2  1  1  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
 11  4  1  0  0  0  0
  5 12  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 11  8  1  0  0  0  0
 19  8  1  6  0  0  0
 19  9  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  1  0  0  0
 11 20  1  0  0  0  0
 12 27  1  0  0  0  0
 17 12  1  0  0  0  0
 19 12  1  0  0  0  0
 13 28  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  6  0  0  0
 13 19  1  0  0  0  0
 14 29  1  0  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
 15 21  2  0  0  0  0
 15 22  1  0  0  0  0
 18 16  1  6  0  0  0
 16 23  2  0  0  0  0
 16 24  1  0  0  0  0
 20 25  1  6  0  0  0
M  CHG  2  22  -1  24  -1
M  END
Download

3D MOL for NP0334304 (16α, 17-epoxy gibberellin A12)

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3D SDF for NP0334304 (16α, 17-epoxy gibberellin A12)

  Mrv2104 05252301362D          

 29 33  0  0  1  0            999 V2000
    5.7890    2.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0735   -0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047    1.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454    2.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943    2.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873    1.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3107    0.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570    0.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3082    1.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    1.6891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0839    1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935    0.1070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8818    0.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8725   -0.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1341   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.1999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5992   -0.0324    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5461    0.7558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0950    0.8957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0737   -0.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4504   -1.2766    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.9455   -0.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575   -1.4378    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.4868    0.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    2.0987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2688    1.5901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -0.0688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040   -0.4464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  6  0  0  0
 18  2  1  1  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
 11  4  1  0  0  0  0
  5 12  1  0  0  0  0
 17  6  1  0  0  0  0
 18  7  1  0  0  0  0
 11  8  1  0  0  0  0
 19  8  1  6  0  0  0
 19  9  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  1  0  0  0
 11 20  1  0  0  0  0
 12 27  1  0  0  0  0
 17 12  1  0  0  0  0
 19 12  1  0  0  0  0
 13 28  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  6  0  0  0
 13 19  1  0  0  0  0
 14 29  1  0  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
 15 21  2  0  0  0  0
 15 22  1  0  0  0  0
 18 16  1  6  0  0  0
 16 23  2  0  0  0  0
 16 24  1  0  0  0  0
 20 25  1  6  0  0  0
M  CHG  2  22  -1  24  -1
M  END
> <DATABASE_ID>
NP0334304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]3(C[C@@]11CO1)C([H])(CC2)[C@@]1(C)CCC[C@](C)(C([O-])=O)C1([H])[C@]3([H])C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c1-17-6-3-7-18(2,16(23)24)14(17)13(15(21)22)19-8-11(4-5-12(17)19)20(9-19)10-25-20/h11-14H,3-10H2,1-2H3,(H,21,22)(H,23,24)/p-2/t11-,12?,13-,14?,17-,18+,19+,20-/m1/s1

> <INCHI_KEY>
HURSLIFUDKOZCY-XIBRJXHKSA-L

> <FORMULA>
C20H26O5

> <MOLECULAR_WEIGHT>
346.424

> <EXACT_MASS>
346.179121097

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.46636022511458

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,2S,2'S,4'S,8'R,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane]-2',4'-dicarboxylate

> <JCHEM_LOGP>
2.7332388043333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.723470588269233

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.050219177336331

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204690179149989

> <JCHEM_POLAR_SURFACE_AREA>
92.78999999999999

> <JCHEM_REFRACTIVITY>
110.61489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2S,2'S,4'S,8'R,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane]-2',4'-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0334304 (16α, 17-epoxy gibberellin A12)
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PDB for NP0334304 (16α, 17-epoxy gibberellin A12)
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      10.806   3.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.337  -1.247   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.635   2.259   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.365   4.448   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.949   4.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.296   3.019   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.647   0.719   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.522   2.318   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.013   0.605   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.309   2.135   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.410   3.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.490   2.730   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.508   0.200   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.979   0.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.095  -1.284   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.317  -1.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.968   2.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.319  -0.061   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.486   1.411   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.777   1.672   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.604  -1.668   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.174  -2.383   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      14.832  -0.955   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.801  -2.684   0.000  0.00  0.00           O-1
HETATM   25  O   UNK     0       4.642   0.631   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       5.073   3.918   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       7.968   2.968   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       8.003  -0.128   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      10.834  -0.833   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3    6    7                                                       
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    3   17                                                       
CONECT    7    3   18                                                       
CONECT    8   11   19                                                       
CONECT    9   19   20                                                       
CONECT   10   20   25                                                       
CONECT   11    4    8   26   20                                             
CONECT   12    5   27   17   19                                             
CONECT   13   28   14   15   19                                             
CONECT   14   13   29   17   18                                             
CONECT   15   13   21   22                                                  
CONECT   16   18   23   24                                                  
CONECT   17    1    6   12   14                                             
CONECT   18    2    7   14   16                                             
CONECT   19    8    9   12   13                                             
CONECT   20    9   10   11   25                                             
CONECT   21   15                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
CONECT   25   10   20                                                       
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

Download
3D PDB for NP0334304 (16α, 17-epoxy gibberellin A12)
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SMILES for NP0334304 (16α, 17-epoxy gibberellin A12)
[H][C@@]12C[C@]3(C[C@@]11CO1)C([H])(CC2)[C@@]1(C)CCC[C@](C)(C([O-])=O)C1([H])[C@]3([H])C([O-])=O
Download
INCHI for NP0334304 (16α, 17-epoxy gibberellin A12)
InChI=1S/C20H28O5/c1-17-6-3-7-18(2,16(23)24)14(17)13(15(21)22)19-8-11(4-5-12(17)19)20(9-19)10-25-20/h11-14H,3-10H2,1-2H3,(H,21,22)(H,23,24)/p-2/t11-,12?,13-,14?,17-,18+,19+,20-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H26O5
Average Mass346.4240 Da
Monoisotopic Mass346.17912 Da
IUPAC Name(1'S,2S,2'S,4'S,8'R,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane]-2',4'-dicarboxylate
Traditional Name(1'S,2S,2'S,4'S,8'R,12'R)-4',8'-dimethylspiro[oxirane-2,13'-tetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane]-2',4'-dicarboxylate
CAS Registry NumberNot Available
SMILES
[H][C@@]12C[C@]3(C[C@@]11CO1)C([H])(CC2)[C@@]1(C)CCC[C@](C)(C([O-])=O)C1([H])[C@]3([H])C([O-])=O
InChI Identifier
InChI=1S/C20H28O5/c1-17-6-3-7-18(2,16(23)24)14(17)13(15(21)22)19-8-11(4-5-12(17)19)20(9-19)10-25-20/h11-14H,3-10H2,1-2H3,(H,21,22)(H,23,24)/p-2/t11-,12?,13-,14?,17-,18+,19+,20-/m1/s1
InChI KeyHURSLIFUDKOZCY-XIBRJXHKSA-L
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 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
    • 

  • Methyl-branched fatty acid
    • 

  • Heterocyclic fatty acid
    • 

  • Branched fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Dialkyl ether
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic anion
    • 

  • 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
logP2.73ChemAxon
pKa (Strongest Acidic)4.05ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area92.79 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity110.61 m³·mol⁻¹ChemAxon
Polarizability36.47 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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 ReferencesNot Available