NP-MRD: Showing NP-Card for (-)-Claviridic acid E (NP0081978)

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Record Information

Version

2.0

Created at

2022-04-29 03:02:10 UTC

Updated at

2022-04-29 03:02:10 UTC

NP-MRD ID

NP0081978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Claviridic acid E

Description

(4R,5Z)-4-(acetyloxy)-7-[(2S)-2-(acetyloxy)-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-ylidene]hept-5-enoic acid belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. (-)-Claviridic acid E is found in Clavularia viridis. Based on a literature review very few articles have been published on (4R,5Z)-4-(acetyloxy)-7-[(2S)-2-(acetyloxy)-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-ylidene]hept-5-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205022D          

 31 31  0  0  1  0            999 V2000
    6.2344    5.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2344    5.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    4.8786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9648    5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398    5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9023    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898    5.5460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6648    5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0148    4.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0148    5.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9023    4.8315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    5.1671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398    4.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    6.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1948    6.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    4.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0225    3.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152    2.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    3.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206    2.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7733    0.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6128    4.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3947    3.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0136    4.3523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5578    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  4 18  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 63 63  0  0  0  0  0  0  0  0999 V2000
    6.3870    2.5320   -0.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4103    1.6398    0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432    0.5301    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879    0.8155    1.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933    1.5390   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585    1.6554    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237    1.1594   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694    0.4339   -1.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9064   -0.9945   -1.9441 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3777   -1.8242   -0.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102   -1.8187    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -2.8750    1.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5195   -0.9793    0.9927 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6429   -1.5742   -3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8329   -2.0184   -4.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5427   -1.8280   -3.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5228   -2.2009   -4.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994   -1.1982   -2.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.9012   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227   -1.1648   -2.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.8626   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8427   -0.2445   -0.0352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1071    1.2209   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0280    2.0893    0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9524    1.7568    2.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.3479    3.1618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3134    1.8709    1.9500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0015   -0.7694    0.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8304   -1.5218    1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0495   -2.0283    2.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -1.7253    2.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8889    2.0727   -1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4491    2.7683   -0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9441    3.5215   -0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3634    2.2785    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4580    1.1945    1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6367   -0.2090    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7127   -0.0853    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7853    1.3868    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982   -0.1294    1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559    1.0425   -0.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612    2.5732   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6266    2.1885    1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524    1.3342   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4301    0.4786   -2.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661    1.0188   -2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693   -2.8176    2.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829   -3.8669    0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804   -2.7135    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7453   -1.5423   -3.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1583   -2.4714   -4.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -0.4484   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1261   -1.6255   -3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9848   -1.0748   -1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9400   -0.5086    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1517    1.3242   -0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551    1.5694   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3401    3.1248    0.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9955    2.2470    1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7515    1.9614    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4945   -1.3097    3.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7655   -3.0036    3.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7538   -2.3403    1.6991 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  1
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 18  9  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  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 14 50  1  0
 15 51  1  0
 19 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  1
 23 56  1  0
 23 57  1  0
 24 58  1  0
 24 59  1  0
 27 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END


  Mrv1652304292205022D          

 31 31  0  0  1  0            999 V2000
    6.2344    5.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2344    5.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    4.8786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9648    5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398    5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9023    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898    5.5460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6648    5.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0148    4.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0148    5.5460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9023    4.8315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    4.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4810    5.1671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398    4.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    6.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1948    6.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    4.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0225    3.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152    2.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    3.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206    2.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7733    0.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6128    4.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3947    3.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0136    4.3523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5578    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  4 18  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C[C@]1(OC(C)=O)C=CC(=O)\C1=C/C=C\[C@@H](CCC(O)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-4-5-6-7-8-9-16-24(31-19(3)26)17-15-22(27)21(24)12-10-11-20(30-18(2)25)13-14-23(28)29/h8-12,15,17,20H,4-7,13-14,16H2,1-3H3,(H,28,29)/b9-8-,11-10-,21-12+/t20-,24-/m0/s1

> <INCHI_KEY>
HFAAZEPLFUTAKQ-IKOTYBJSSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.513

> <EXACT_MASS>
432.21480337

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.22960458461087

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoic acid

> <ALOGPS_LOGP>
4.43

> <JCHEM_LOGP>
4.105197179999999

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9459355524573

> <JCHEM_PKA_STRONGEST_BASIC>
-6.654846311058577

> <JCHEM_POLAR_SURFACE_AREA>
106.97

> <JCHEM_REFRACTIVITY>
119.6429

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-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  C   UNK     0      11.638  11.123   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.638   9.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.173   9.107   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.268  10.353   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.728  10.353   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.958  11.686   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.418  11.686   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.648  10.353   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.108  10.353   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.338   9.019   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.798   9.019   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.028   7.685   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.028  10.353   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.418   9.019   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.958   9.019   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.365   9.645   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.728   7.685   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.173  11.598   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.697  13.063   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.039   8.064   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.375   6.561   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.242   5.519   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.772   5.979   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.639   4.937   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.974   3.434   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.841   2.392   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.177   0.889   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.477   7.597   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.937   7.106   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      13.092   8.124   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.241   5.596   0.000  0.00  0.00           C+0
CONECT    1    2   18                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20   28                                             
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    4    1   19                                                  
CONECT   19   18                                                            
CONECT   20    3   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28    3   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol

Synonyms

Value	Source
(4R,5Z)-4-(Acetyloxy)-7-[(2S)-2-(acetyloxy)-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate	Generator

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5130 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

(4R,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoic acid

Traditional Name

(4R,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C[C@]1(OC(C)=O)C=CC(=O)\C1=C/C=C\[C@@H](CCC(O)=O)OC(C)=O

InChI Identifier

InChI=1S/C24H32O7/c1-4-5-6-7-8-9-16-24(31-19(3)26)17-15-22(27)21(24)12-10-11-20(30-18(2)25)13-14-23(28)29/h8-12,15,17,20H,4-7,13-14,16H2,1-3H3,(H,28,29)/b9-8-,11-10-,21-12+/t20-,24-/m0/s1

InChI Key

HFAAZEPLFUTAKQ-IKOTYBJSSA-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
Clavularia viridis	-	KNApSAcK

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
Cyclic ketone
Ketone
Carboxylic acid ester
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	4.43	ALOGPS
logP	4.11	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	119.64 m³·mol⁻¹	ChemAxon
Polarizability	47.23 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

27023794

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163184318

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Claviridic acid E (NP0081978)

MOL for NP0081978 ((-)-Claviridic acid E)

3D MOL for NP0081978 ((-)-Claviridic acid E)

3D SDF for NP0081978 ((-)-Claviridic acid E)

3D-SDF for NP0081978 ((-)-Claviridic acid E)

PDB for NP0081978 ((-)-Claviridic acid E)

3D PDB for NP0081978 ((-)-Claviridic acid E)

SMILES for NP0081978 ((-)-Claviridic acid E)

INCHI for NP0081978 ((-)-Claviridic acid E)

Structure for NP0081978 ((-)-Claviridic acid E)

3D Structure for NP0081978 ((-)-Claviridic acid E)