NP-MRD: Showing NP-Card for 7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate (NP0239496)

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Record Information

Version

2.0

Created at

2022-09-06 23:06:32 UTC

Updated at

2022-09-06 23:06:32 UTC

NP-MRD ID

NP0239496

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate

Description

3-O-acetyl-5-methylbotcinolide belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. 7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate is found in Botrytis cinerea. Based on a literature review very few articles have been published on 3-O-acetyl-5-methylbotcinolide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072201062D          

 31 31  0  0  0  0            999 V2000
   -5.0236   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -4.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -2.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921   -3.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2633   -2.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -2.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6758   -1.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4511   -1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4511   -0.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263   -1.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -2.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513   -2.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9816   -2.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -2.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994   -3.5289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3150   -2.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -3.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457   -4.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386   -3.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7564   -4.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 67 67  0  0  0  0  0  0  0  0999 V2000
    5.6221    2.7296   -0.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2903    1.2182   -0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4592    0.4476   -1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2230   -1.1951    0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0216   -0.8327    0.7150 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6478    0.3402   -0.0403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7668   -0.1031   -1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7490    0.8276    0.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.0044    1.3104    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6272    2.3549    1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6800    2.0292   -1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9872    0.2649   -0.2505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0572    0.9369   -0.8425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3756    0.9524   -2.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5212    1.6772   -2.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.2911   -2.8679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -0.8452    0.6635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4105   -0.6499    2.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506   -2.0519    0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167   -3.1569    0.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1363   -1.8922    0.2505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9525   -1.9925    0.9068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0226   -2.3794    2.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6731    2.8517   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5091    3.0250   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9474    3.2945   -0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4015    0.9775   -1.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3601    0.8084   -0.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2161   -3.3883   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8814   -0.8354    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7583   -1.8683   -0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1967   -0.4085    1.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851    1.1183   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2529    0.0218   -1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8940   -1.2228   -1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    0.4555   -2.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477    0.0463    1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760    2.5269    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4792    3.4097    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160    2.2620    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918    2.4072    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    2.7444   -1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001   -0.2263   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4801    1.2031   -2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4765    1.6740   -3.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5532    2.7229   -2.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3956   -1.0892    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3954   -0.9393    2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890   -1.3150    2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2111    0.3504    2.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  9  1  0
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 30 31  1  0
 30 29  1  0
 29 27  1  0
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 22 23  1  0
 22 24  2  0
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 17 18  1  0
 17 19  1  6
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 15 13  1  0
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 13 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  1
  6 42  1  0
  7 43  1  0
  8 44  1  0
 12 45  1  1
 30 64  1  6
 31 65  1  0
 31 66  1  0
 31 67  1  0
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 26 62  1  0
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 20 56  1  6
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 23 58  1  0
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 19 55  1  0
 15 50  1  1
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 13 46  1  6
 14 47  1  0
 14 48  1  0
 14 49  1  0
M  END


  Mrv1652309072201062D          

 31 31  0  0  0  0            999 V2000
   -5.0236   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3092   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -4.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -2.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921   -3.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4509   -2.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6758   -1.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4511   -1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4511   -0.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263   -1.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -2.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513   -2.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9816   -2.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -2.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994   -3.5289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956   -3.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3150   -2.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -3.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457   -4.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386   -3.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7564   -4.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0239496

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC(O)\C=C\C(=O)OC1C(C)OC(=O)C(C)C(OC(C)=O)C(C)(O)C(O)C1C

> <INCHI_IDENTIFIER>
InChI=1S/C22H36O9/c1-7-8-9-16(24)10-11-17(25)31-18-12(2)19(26)22(6,28)20(30-15(5)23)13(3)21(27)29-14(18)4/h10-14,16,18-20,24,26,28H,7-9H2,1-6H3/b11-10+

> <INCHI_KEY>
GCTUDEYVOWVAEW-ZHACJKMWSA-N

> <FORMULA>
C22H36O9

> <MOLECULAR_WEIGHT>
444.521

> <EXACT_MASS>
444.235932739

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.87994664942158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2E)-4-hydroxyoct-2-enoate

> <JCHEM_LOGP>
1.924947351

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.352395443974423

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.94991256316128

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8715557607132842

> <JCHEM_POLAR_SURFACE_AREA>
139.58999999999997

> <JCHEM_REFRACTIVITY>
110.86009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2E)-4-hydroxyoct-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.377  -6.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.044  -5.744   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.710  -6.514   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.376  -5.744   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.043  -6.514   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.043  -8.054   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.709  -5.744   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.375  -6.514   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.042  -5.744   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.042  -4.204   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.292  -6.514   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.626  -5.744   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.358  -4.228   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.842  -3.960   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.128  -2.894   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.575  -2.367   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.575  -0.827   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.022  -2.894   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.012  -1.714   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.792  -4.228   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.309  -3.960   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.299  -5.140   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.816  -4.873   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.772  -6.587   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.525  -5.744   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.055  -5.566   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.135  -7.158   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.345  -6.734   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.872  -8.181   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.805  -6.734   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.279  -8.181   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   12   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₆O₉

Average Mass

444.5210 Da

Monoisotopic Mass

444.23593 Da

IUPAC Name

7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2E)-4-hydroxyoct-2-enoate

Traditional Name

7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2E)-4-hydroxyoct-2-enoate

CAS Registry Number

Not Available

SMILES

CCCCC(O)\C=C\C(=O)OC1C(C)OC(=O)C(C)C(OC(C)=O)C(C)(O)C(O)C1C

InChI Identifier

InChI=1S/C22H36O9/c1-7-8-9-16(24)10-11-17(25)31-18-12(2)19(26)22(6,28)20(30-15(5)23)13(3)21(27)29-14(18)4/h10-14,16,18-20,24,26,28H,7-9H2,1-6H3/b11-10+

InChI Key

GCTUDEYVOWVAEW-ZHACJKMWSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Botrytis cinerea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	1.92	ChemAxon
pKa (Strongest Acidic)	12.95	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	110.86 m³·mol⁻¹	ChemAxon
Polarizability	47.88 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

78444551

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584453

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate (NP0239496)

MOL for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

3D MOL for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

3D SDF for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

3D-SDF for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

PDB for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

3D PDB for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

SMILES for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

INCHI for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

Structure for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)

3D Structure for NP0239496 (7-(acetyloxy)-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl (2e)-4-hydroxyoct-2-enoate)