NP-MRD: Showing NP-Card for hypoxytetronic acid A (NP0350889)

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Record Information

Version

2.0

Created at

2025-03-28 08:45:22 UTC

Updated at

2025-07-30 22:22:40 UTC

NP-MRD ID

NP0350889

Natural Product DOI

https://doi.org/10.57994/3874

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hypoxytetronic acid A

Description

Hypoxytetronic acid A is also known as hypoxytetronate a. Based on a literature review very few articles have been published on hypoxytetronic acid A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01082311112D          

 36 38  0  0  1  0            999 V2000
    2.3243   -1.9406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594   -2.3151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7268   -2.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6469   -3.5847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7331   -4.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879   -3.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5428   -2.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809   -3.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711   -2.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -2.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -2.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594   -1.4901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3919   -1.0052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9794   -1.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6383   -0.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5520    0.1508    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7984    0.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121    1.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6469   -0.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945   -1.8647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -0.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    1.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    1.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0367    1.2315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8214    1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345    0.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2191    1.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2629    0.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7818    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -0.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9172    1.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  1  0  0  0
  8  7  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
  2 12  1  1  0  0  0
  3 13  2  0  0  0  0
 14  2  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 18 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  1  0  0  0
 15 22  1  0  0  0  0
 14 23  1  1  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  2  0  0  0  0
 27 36  2  0  0  0  0
M  END


  Mrv2104 01082311112D          

 36 38  0  0  1  0            999 V2000
    2.3243   -1.9406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594   -2.3151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7268   -2.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6469   -3.5847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7331   -4.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879   -3.1431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5428   -2.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4809   -3.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711   -2.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -2.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -2.5451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594   -1.4901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3919   -1.0052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9794   -1.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6383   -0.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5520    0.1508    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7984    0.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121    1.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6469   -0.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945   -1.8647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -0.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9568    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    1.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    1.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0367    1.2315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8214    1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345    0.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2191    1.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2629    0.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7818    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -0.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9172    1.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  1  0  0  0
  8  7  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
  2 12  1  1  0  0  0
  3 13  2  0  0  0  0
 14  2  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 18 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  1  0  0  0
 15 22  1  0  0  0  0
 14 23  1  1  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  2  0  0  0  0
 27 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0350889

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(C[C@](C)(C[C@H](C)CC)OC1=O)[C@@]1([H])C\C(O[C@]1(C)C[C@H](C)CC)=C1\C(=O)O[C@H](CC(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O8/c1-7-14(3)11-25(5)13-16(23(30)34-25)17-9-18(33-26(17,6)12-15(4)8-2)21-22(29)19(10-20(27)28)32-24(21)31/h14-17,19H,7-13H2,1-6H3,(H,27,28)/b21-18-/t14-,15-,16+,17-,19-,25+,26-/m1/s1

> <INCHI_KEY>
HVRSGIGXFDPJNN-XMWQUBSDSA-N

> <FORMULA>
C26H38O8

> <MOLECULAR_WEIGHT>
478.582

> <EXACT_MASS>
478.256668184

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.59132454511135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(Z,4R,5R,5'R)-5-methyl-4-[(3S,5S)-5-methyl-5-[(2R)-2-methylbutyl]-2-oxooxolan-3-yl]-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-2'H,4'H,5H,5'H-[2,3'-bioxolyliden]-5'-yl]acetic acid

> <JCHEM_LOGP>
4.597376661333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.255426758339178

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8260269118236803

> <JCHEM_PKA_STRONGEST_BASIC>
-4.874980681262569

> <JCHEM_POLAR_SURFACE_AREA>
116.19999999999999

> <JCHEM_REFRACTIVITY>
124.00969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(Z,4R,5R,5'R)-5-methyl-4-[(3S,5S)-5-methyl-5-[(2R)-2-methylbutyl]-2-oxooxolan-3-yl]-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-5'H-[2,3'-bioxolyliden]-5'-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JAN-23         0                                  
HETATM    1  H   UNK     0       4.339  -3.622   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       5.711  -4.322   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.957  -5.227   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.481  -6.691   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.941  -6.691   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.102  -8.223   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.434  -7.012   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.404  -5.867   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.880  -4.403   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.898  -6.187   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.133  -5.043   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.465  -5.227   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.421  -4.751   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.711  -2.782   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.465  -1.876   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.695  -3.210   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.058  -1.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.897   0.282   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.490   0.908   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.329   2.439   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.143   1.187   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.941  -0.412   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       7.083  -3.481   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       6.957  -1.876   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.481  -0.412   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.386   0.834   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.910   2.299   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.156   3.204   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.402   2.299   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.867   2.775   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.011   1.744   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      13.476   2.220   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.691   0.238   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.926   0.834   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.831  -0.412   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.446   2.775   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12   14                                             
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   12                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    5    2                                                       
CONECT   13    3                                                            
CONECT   14    2   15   23   24                                             
CONECT   15   14   16   17   22                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   15   25                                                       
CONECT   23   14                                                            
CONECT   24   14   25                                                       
CONECT   25   24   22   26                                                  
CONECT   26   25   27   34                                                  
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29   26   35                                                  
CONECT   35   34                                                            
CONECT   36   27                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Value	Source
Hypoxytetronate a	Generator

Chemical Formula

C₂₆H₃₈O₈

Average Mass

478.5820 Da

Monoisotopic Mass

478.25667 Da

IUPAC Name

2-[(Z,4R,5R,5'R)-5-methyl-4-[(3S,5S)-5-methyl-5-[(2R)-2-methylbutyl]-2-oxooxolan-3-yl]-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-2'H,4'H,5H,5'H-[2,3'-bioxolyliden]-5'-yl]acetic acid

Traditional Name

[(Z,4R,5R,5'R)-5-methyl-4-[(3S,5S)-5-methyl-5-[(2R)-2-methylbutyl]-2-oxooxolan-3-yl]-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-5'H-[2,3'-bioxolyliden]-5'-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(C[C@](C)(C[C@H](C)CC)OC1=O)[C@@]1([H])C\C(O[C@]1(C)C[C@H](C)CC)=C1\C(=O)O[C@H](CC(O)=O)C1=O

InChI Identifier

InChI=1S/C26H38O8/c1-7-14(3)11-25(5)13-16(23(30)34-25)17-9-18(33-26(17,6)12-15(4)8-2)21-22(29)19(10-20(27)28)32-24(21)31/h14-17,19H,7-13H2,1-6H3,(H,27,28)/b21-18-/t14-,15-,16+,17-,19-,25+,26-/m1/s1

InChI Key

HVRSGIGXFDPJNN-XMWQUBSDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypoxylon monticulosum		Not Available

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	4.6	ChemAxon
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	124.01 m³·mol⁻¹	ChemAxon
Polarizability	51.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for hypoxytetronic acid A (NP0350889)

MOL for NP0350889 (hypoxytetronic acid A)

3D MOL for NP0350889 (hypoxytetronic acid A)

3D SDF for NP0350889 (hypoxytetronic acid A)

3D-SDF for NP0350889 (hypoxytetronic acid A)

PDB for NP0350889 (hypoxytetronic acid A)

3D PDB for NP0350889 (hypoxytetronic acid A)

SMILES for NP0350889 (hypoxytetronic acid A)

INCHI for NP0350889 (hypoxytetronic acid A)

Structure for NP0350889 (hypoxytetronic acid A)

3D Structure for NP0350889 (hypoxytetronic acid A)