NP-MRD: Showing NP-Card for (2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid (NP0296600)

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Record Information

Version

2.0

Created at

2022-09-10 06:16:46 UTC

Updated at

2022-09-10 06:16:46 UTC

NP-MRD ID

NP0296600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid

Description

(2Z,4S,5R,6R,7R,9R)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Based on a literature review very few articles have been published on (2Z,4S,5R,6R,7R,9R)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102208162D          

 32 31  0  0  1  0            999 V2000
   -2.0476   -1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -2.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6974   -2.9487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075   -4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4037   -4.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -3.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6528   -2.4810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -3.8842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1573   -4.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -5.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229   -5.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1929   -4.0401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7330   -3.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0030   -2.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992   -2.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -4.8196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3926   -5.6416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2731   -4.9755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5431   -5.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -5.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -4.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035   -5.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132   -4.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5431   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -2.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -2.9487    0.0000 O   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  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

     RDKit          3D

 60 59  0  0  0  0  0  0  0  0999 V2000
    4.6145    0.7599   -1.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2137    0.8678    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463    0.6545    0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882   -0.7185    0.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0184   -1.7196    0.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525   -2.6165    0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5836   -3.6290    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0118   -2.5977   -1.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -0.9279    0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.8205    0.9918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678   -0.1082   -0.4244 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4668    0.8526   -1.2974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2876    0.9038   -2.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9935    1.9385   -3.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843    0.0568   -3.1769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    0.7033    0.4417 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3188    1.6867    1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4660    3.0391    1.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3037    4.0592    1.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    3.3905    0.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0057   -0.0428    1.3422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4445   -0.7408    2.3616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1435   -0.7097    0.6106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9226   -2.0499    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1867   -3.1383    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379   -3.2284    2.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371   -2.2226    2.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9760   -4.4659    2.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5078    0.1953   -0.4493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7213    0.8180   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1087    1.7610   -1.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5617    0.5974    0.4095 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1907    1.6471   -1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475    0.5660   -1.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2817   -0.1185   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8540    0.2329    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    1.9259    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894    1.4799    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908    0.6870    1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5458   -0.8483   -0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759   -3.4787    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.5968    2.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -4.6384    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7773   -0.7193   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280    1.6130   -4.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279    2.9521   -3.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0941    1.9310   -3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7095    1.3130   -0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0076    4.5849    1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    4.8352    2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751    3.6402    2.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5682    0.8279    1.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052   -0.5600    3.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0698   -0.7086    1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -2.2402   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -4.1212    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869   -4.6082    3.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449    1.2426   -2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5187    2.6959   -1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    1.9154   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 21 23  1  0
 23 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 28  1  0
 26 27  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  6
  7 41  1  0
  7 42  1  0
  7 43  1  0
 11 44  1  6
 14 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  6
 19 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  1
 22 53  1  0
 23 54  1  1
 31 58  1  0
 31 59  1  0
 31 60  1  0
 24 55  1  0
 25 56  1  0
 28 57  1  0
M  END


  Mrv1652309102208162D          

 32 31  0  0  1  0            999 V2000
   -2.0476   -1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -2.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6974   -2.9487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075   -4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4037   -4.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -3.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6528   -2.4810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -3.8842    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1573   -4.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -5.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229   -5.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1929   -4.0401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7330   -3.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0030   -2.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992   -2.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -4.8196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3926   -5.6416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2731   -4.9755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5431   -5.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -5.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -4.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035   -5.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8132   -4.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5431   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -2.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -2.9487    0.0000 O   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  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0296600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@@H](OC(C)=O)C(=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H](O)[C@@H](OC(C)=O)\C=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O12/c1-6-7-14(29-10(2)21)17(27)19(31-12(4)23)20(32-13(5)24)18(28)15(30-11(3)22)8-9-16(25)26/h8-9,14-15,18-20,28H,6-7H2,1-5H3,(H,25,26)/b9-8-/t14-,15+,18-,19+,20-/m1/s1

> <INCHI_KEY>
VMXYLMGDDIKJPC-NTCYLOJKSA-N

> <FORMULA>
C20H28O12

> <MOLECULAR_WEIGHT>
460.432

> <EXACT_MASS>
460.158076342

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.10127667350639

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,4S,5R,6R,7R,9R)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid

> <JCHEM_LOGP>
0.25048032100000084

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.353260593899435

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7628381625357723

> <JCHEM_PKA_STRONGEST_BASIC>
-3.670604084611055

> <JCHEM_POLAR_SURFACE_AREA>
179.8

> <JCHEM_REFRACTIVITY>
103.9352

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4S,5R,6R,7R,9R)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.822  -2.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.318  -3.758   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.806  -4.049   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.302  -5.504   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.310  -6.668   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.806  -8.124   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.814  -9.288   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.754  -9.248   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.210  -5.795   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.219  -4.631   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.714  -7.250   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.294  -8.415   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.210  -9.870   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.798 -11.034   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.723 -10.161   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.227  -7.541   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.235  -6.377   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.731  -4.922   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.739  -3.758   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.678  -3.798   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.731  -8.997   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.599 -10.531   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.243  -9.288   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.747 -10.743   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.259 -11.034   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.268  -9.870   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.763  -8.415   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.780 -10.161   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.251  -8.124   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.747  -6.668   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.695  -5.544   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.755  -5.504   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   23   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

View in JSmol

Synonyms

Value	Source
(2Z,4S,5R,6R,7R,9R)-4,6,7,9-Tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoate	Generator

Chemical Formula

C₂₀H₂₈O₁₂

Average Mass

460.4320 Da

Monoisotopic Mass

460.15808 Da

IUPAC Name

(2Z,4S,5R,6R,7R,9R)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid

Traditional Name

(2Z,4S,5R,6R,7R,9R)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid

CAS Registry Number

Not Available

SMILES

CCC[C@@H](OC(C)=O)C(=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H](O)[C@@H](OC(C)=O)\C=C/C(O)=O

InChI Identifier

InChI=1S/C20H28O12/c1-6-7-14(29-10(2)21)17(27)19(31-12(4)23)20(32-13(5)24)18(28)15(30-11(3)22)8-9-16(25)26/h8-9,14-15,18-20,28H,6-7H2,1-5H3,(H,25,26)/b9-8-/t14-,15+,18-,19+,20-/m1/s1

InChI Key

VMXYLMGDDIKJPC-NTCYLOJKSA-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

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Fatty alcohol
Alpha-acyloxy ketone
Fatty acyl
Monosaccharide
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	0.25	ChemAxon
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	179.8 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	103.94 m³·mol⁻¹	ChemAxon
Polarizability	43.1 Å³	ChemAxon
Number of Rings	0	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

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

162994180

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid (NP0296600)

MOL for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

3D MOL for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

3D SDF for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

3D-SDF for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

PDB for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

3D PDB for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

SMILES for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

INCHI for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

Structure for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)

3D Structure for NP0296600 ((2z,4s,5r,6r,7r,9r)-4,6,7,9-tetrakis(acetyloxy)-5-hydroxy-8-oxododec-2-enoic acid)