NP-MRD: Showing NP-Card for 7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid (NP0330317)

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Record Information

Version

2.0

Created at

2022-09-12 15:32:43 UTC

Updated at

2022-09-12 15:32:43 UTC

NP-MRD ID

NP0330317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid

Description

7-[4-(5-Cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]Hept-3-en-2-yl]hepta-2,4,6-trienoic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 7-[4-(5-Cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]Hept-3-en-2-yl]hepta-2,4,6-trienoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231519282D          

 31 33  0  0  0  0            999 V2000
    7.9908    3.1924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1783    3.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8962    4.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6480    2.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8356    2.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3053    2.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7631   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7631    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4776   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1921   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6210   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3355   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7644   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7644   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3355   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  4  0  0  0
  4  5  2  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 10 31  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   11.5069   -1.9181    2.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3617   -1.3854    1.8568 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9006   -0.3668    2.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6920   -1.9417    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4922   -1.4650    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8283   -2.0216   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6348   -1.5873   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9327   -0.5699   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.0300   -0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5465    0.4893   -1.0113 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6460    1.9537   -0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    0.1560    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312    0.8767    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702    0.6339    1.0981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9003    0.5287    0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059    0.6527   -0.3453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8376    0.2763    1.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1191    0.1962    1.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9264    0.3320    0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2518    0.2366    0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1488    0.3647   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9143    1.6426   -0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2170    1.5915    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5508    0.3003    0.8753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3266   -0.8027   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9755   -0.8639   -0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    1.8273   -1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654    2.9218   -0.7650 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055    1.4611   -2.3615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6539   -0.0091   -2.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889    0.4958   -2.3503 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0331   -0.4188    3.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1180   -2.7343    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1046   -0.6593    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3378   -2.8287   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1711   -2.0563   -2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4565   -0.1020    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6777   -0.9692   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3100    2.0807   -0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7418   -0.6157    0.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8028    0.5181    2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4176    0.1334    2.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -0.0171    2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    0.5061   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6636    0.0459    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4856    0.4287   -1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2783    2.4133    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0912    2.0698   -1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0710    1.8275   -0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2691    2.3862    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6585    0.2931    1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9883    0.1810    1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1120   -0.6658   -0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6041   -1.7555    0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4509   -1.7527   -0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1232   -1.0782   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142    2.0216   -3.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997    0.4586   -3.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 10  1  0
 26 21  1  0
 31 29  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  6
 31 58  1  6
M  END


  Mrv1533004231519282D          

 31 33  0  0  0  0            999 V2000
    7.9908    3.1924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1783    3.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8962    4.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6480    2.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8356    2.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3053    2.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3342    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7631   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7631    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4776   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1921   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6210   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3355   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7644   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7644   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3355   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  4  0  0  0
  4  5  2  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 10 31  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C=CC=CC=CC1(O)C=C(NC(=O)C=CC=CC2CCCCC2)C(=O)C2OC12

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO6/c26-19(13-8-7-12-17-10-4-3-5-11-17)25-18-16-24(30,23-22(31-23)21(18)29)15-9-2-1-6-14-20(27)28/h1-2,6-9,12-17,22-23,30H,3-5,10-11H2,(H,25,26)(H,27,28)

> <INCHI_KEY>
BUSGWUFLNHIBPT-UHFFFAOYSA-N

> <FORMULA>
C24H27NO6

> <MOLECULAR_WEIGHT>
425.481

> <EXACT_MASS>
425.183837593

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
47.06450324186329

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
2.853063451

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.60345863066231

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.346095264758466

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4386043009372593

> <JCHEM_POLAR_SURFACE_AREA>
116.22999999999999

> <JCHEM_REFRACTIVITY>
121.7558

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0      14.916   5.959   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      13.400   6.227   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.873   7.674   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      12.410   5.047   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.893   5.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.903   4.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.387   4.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.397   3.222   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.880   3.490   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.890   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.900   3.490   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.224   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.224   0.000   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       7.558  -0.770   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.891  -0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.891   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.225  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.559  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.892  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.226  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.560  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.893  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.227  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.227  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.893  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.560  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.890  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.890  -2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.556   0.000   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.223   0.770   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.556   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   31                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   13   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29   31                                                       
CONECT   31   30   10   29                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
7-[4-(5-Cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoate	Generator

Chemical Formula

C₂₄H₂₇NO₆

Average Mass

425.4810 Da

Monoisotopic Mass

425.18384 Da

IUPAC Name

7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid

Traditional Name

7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C=CC=CC=CC1(O)C=C(NC(=O)C=CC=CC2CCCCC2)C(=O)C2OC12

InChI Identifier

InChI=1S/C24H27NO6/c26-19(13-8-7-12-17-10-4-3-5-11-17)25-18-16-24(30,23-22(31-23)21(18)29)15-9-2-1-6-14-20(27)28/h1-2,6-9,12-17,22-23,30H,3-5,10-11H2,(H,25,26)(H,27,28)

InChI Key

BUSGWUFLNHIBPT-UHFFFAOYSA-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 medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Amino fatty acid
Heterocyclic fatty acid
Cyclohexenone
Hydroxy fatty acid
N-acyl-amine
Unsaturated fatty acid
Tertiary alcohol
Carboxamide group
Ketone
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	3.78	ALOGPS
logP	2.85	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.23 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	121.76 m³·mol⁻¹	ChemAxon
Polarizability	47.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

78410535

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid (NP0330317)

MOL for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

3D MOL for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

3D SDF for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

3D-SDF for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

PDB for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

3D PDB for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

SMILES for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

INCHI for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

Structure for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)

3D Structure for NP0330317 (7-[4-(5-cyclohexylpenta-2,4-dienamido)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl]hepta-2,4,6-trienoic acid)