NP-MRD: Showing NP-Card for Forbesionic acid (NP0085830)

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Record Information

Version

2.0

Created at

2022-04-29 06:17:08 UTC

Updated at

2022-04-29 06:17:08 UTC

NP-MRD ID

NP0085830

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Forbesionic acid

Description

Forbesionic acid is found in Garcinia hanburyi . Based on a literature review very few articles have been published on 4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]Octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292208172D          

 36 40  0  0  1  0            999 V2000
    7.0816    1.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7565   -0.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501   -0.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6927   -1.3997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4329   -0.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382   -1.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1096   -0.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828   -0.2748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2812    0.2801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7515   -1.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9263   -1.5848    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2336   -1.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5990   -0.3281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9033    0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5955    1.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932    2.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331    2.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510    2.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111    2.2260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487    3.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8619    0.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4481   -1.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590   -2.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5250    1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153    2.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4563    3.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331    3.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8205    3.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
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  9 10  1  1  0  0  0
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  9 14  1  0  0  0  0
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  9 26  1  0  0  0  0
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  7 29  2  0  0  0  0
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 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
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 34 36  1  0  0  0  0
M  END

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
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   -0.6678   -1.4210   -0.0326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6048   -2.3323    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944   -3.0119    1.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133   -2.8512    0.4202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1313   -3.2344   -0.9053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -2.2907   -1.2516 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5873   -1.2089   -2.1550 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.4354    3.2678   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612    3.0335   -1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2200    4.2565    0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0475    4.8954   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339    1.0474   -1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6609    1.6620   -0.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0021   -1.0214    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8077   -3.6181    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292208172D          

 36 40  0  0  1  0            999 V2000
    7.0816    1.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5828   -0.2748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2812    0.2801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7515   -1.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085830

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C2O[C@@]34[C@H]5C[C@@H](C=C3C(=O)C2=C(O)C=C1O)C(=O)[C@]4(CC=C(C)C(O)=O)OC5(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O8/c1-13(2)6-7-16-18(29)12-19(30)21-22(31)17-10-15-11-20-26(4,5)36-27(24(15)32,9-8-14(3)25(33)34)28(17,20)35-23(16)21/h6,8,10,12,15,20,29-30H,7,9,11H2,1-5H3,(H,33,34)/t15-,20+,27+,28-/m1/s1

> <INCHI_KEY>
POBKAWSSZZYYDY-UXFNGFMCSA-N

> <FORMULA>
C28H30O8

> <MOLECULAR_WEIGHT>
494.54

> <EXACT_MASS>
494.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.93912669256495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0^{2,11}.0^{2,15}.0^{4,9}]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
4.841900419999999

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.7528004772723795

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7666460842949556

> <JCHEM_PKA_STRONGEST_BASIC>
-4.209292275954546

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
133.02349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0^{2,11}.0^{2,15}.0^{4,9}]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      13.219   2.480   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.032   1.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.612  -0.027   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.667  -1.243   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.493  -2.613   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.141  -1.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.218  -2.291   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.671  -1.862   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.688  -0.513   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.992   0.523   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.003  -3.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.462  -2.958   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.169  -2.072   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.851  -0.612   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.419   1.318   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.712   2.296   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.521   3.824   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.102   4.423   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.749   4.754   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.167   4.155   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.558   6.282   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.476   0.225   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.402   1.451   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.779   1.951   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.130   3.145   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.526   0.369   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.729  -1.396   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.703  -2.835   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.817  -3.835   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.561   0.395   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.506   1.610   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.313   3.298   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.042   4.779   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.185   6.059   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.649   5.957   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.865   7.441   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   30                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14   26                                             
CONECT   10    9   30                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13    9   15   22                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   14   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23    9   27                                                  
CONECT   27   26   12                                                       
CONECT   28   13                                                            
CONECT   29    7                                                            
CONECT   30    6   10   31                                                  
CONECT   31   30    2   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
4-[(1S,2S,13S,15R)-6,8-Dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0,.0,.0,]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoate	Generator

Chemical Formula

C₂₈H₃₀O₈

Average Mass

494.5400 Da

Monoisotopic Mass

494.19407 Da

IUPAC Name

4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0^{2,11}.0^{2,15}.0^{4,9}]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

Traditional Name

4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0^{2,11}.0^{2,15}.0^{4,9}]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C2O[C@@]34[C@H]5C[C@@H](C=C3C(=O)C2=C(O)C=C1O)C(=O)[C@]4(CC=C(C)C(O)=O)OC5(C)C

InChI Identifier

InChI=1S/C28H30O8/c1-13(2)6-7-16-18(29)12-19(30)21-22(31)17-10-15-11-20-26(4,5)36-27(24(15)32,9-8-14(3)25(33)34)28(17,20)35-23(16)21/h6,8,10,12,15,20,29-30H,7,9,11H2,1-5H3,(H,33,34)/t15-,20+,27+,28-/m1/s1

InChI Key

POBKAWSSZZYYDY-UXFNGFMCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcinia hanburyi	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.93	ALOGPS
logP	4.84	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.02 m³·mol⁻¹	ChemAxon
Polarizability	50.94 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163184063

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Forbesionic acid (NP0085830)

MOL for NP0085830 (Forbesionic acid)

3D MOL for NP0085830 (Forbesionic acid)

3D SDF for NP0085830 (Forbesionic acid)

3D-SDF for NP0085830 (Forbesionic acid)

PDB for NP0085830 (Forbesionic acid)

3D PDB for NP0085830 (Forbesionic acid)

SMILES for NP0085830 (Forbesionic acid)

INCHI for NP0085830 (Forbesionic acid)

Structure for NP0085830 (Forbesionic acid)

3D Structure for NP0085830 (Forbesionic acid)