NP-MRD: Showing NP-Card for (+)-Pallidone C (NP0081273)

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Record Information

Version

2.0

Created at

2022-04-29 02:13:50 UTC

Updated at

2022-04-29 02:13:50 UTC

NP-MRD ID

NP0081273

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Pallidone C

Description

(3S,4R,5R)-5-[(4Z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (+)-Pallidone C is found in Ferula pallida. Based on a literature review very few articles have been published on (3S,4R,5R)-5-[(4Z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292204132D          

 31 32  0  0  1  0            999 V2000
    2.7041   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6317   -0.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -0.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -0.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6717    0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    0.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9016    0.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816    1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866    2.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667    3.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    3.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    3.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9166   -0.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7546   -3.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -6.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -4.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  6  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 19  1  0  0  0  0
  2 20  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  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
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 30  1  0  0  0  0
  1 31  1  6  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
   -9.0424   -2.6503    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6680   -2.6002    1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7965   -1.6331    0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1825   -0.5697   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3054    0.3687   -0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    0.2798   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0509    1.2830   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6458    2.2279   -1.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6218    1.4468   -0.7281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0363    1.4352    0.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5703    1.8986    1.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012    0.8283    0.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3985    0.6390   -0.7695 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2628   -0.6821   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210    1.8345   -1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6315    2.2162   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7888    1.2697   -0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0427    1.8023   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708    3.1215   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    1.2100    0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719   -0.0221    1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916   -0.7554    0.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -0.5578    2.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2626   -1.5627    1.5744 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1996   -2.0789    2.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156   -2.7525    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7544    0.4877   -1.4690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6161    0.8876   -2.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -0.7871    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006   -0.9721    0.8284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4646   -1.7310    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3912   -2.1371   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5595   -2.2078    1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4257   -3.7053    0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2416   -0.4985   -0.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6547    1.2178   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    2.5026   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187   -0.9921    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5758   -1.4637   -0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8005   -0.8669   -1.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685    2.7333   -1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4045    1.8593   -2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    2.5754    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9345    3.1637   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9398    1.3556   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5883    0.2247   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7001    3.7524   -0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899    3.5528   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    2.9685   -1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6832    1.7103    0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572   -1.0598    2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656    0.2927    2.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8758   -1.1494    0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460   -2.3987    3.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8517   -2.8806    2.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016   -1.2768    2.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6663   -3.0463    1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1007   -2.5024   -0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2125   -3.5985    0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0651   -0.5456   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7902    1.9640   -3.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600    0.3672   -3.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7057    0.5031   -3.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9525   -1.7297    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1087   -2.5659    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 31  2  0
 31 29  1  0
 29 30  1  0
 29  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 27  1  0
 27 28  1  0
 27 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
  4  3  1  0
 10  9  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 65  1  0
 30 64  1  0
  5 36  1  0
  4 35  1  0
  9 37  1  6
 27 60  1  6
 28 61  1  0
 28 62  1  0
 28 63  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  6
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END


  Mrv1652304292204132D          

 31 32  0  0  1  0            999 V2000
    2.7041   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6317   -0.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -0.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -0.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6717    0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    0.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9016    0.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816    1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6567    1.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8866    2.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667    3.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8717    3.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    3.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9166   -0.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7546   -3.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -6.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -4.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  6  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 19  1  0  0  0  0
  2 20  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  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
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 23 30  1  0  0  0  0
  1 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0081273

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(C=C1)C(=O)[C@@H]1[C@@H](C)[C@@](C)(CCC\C(C)=C/C(=O)CC(C)C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O6/c1-15(2)12-18(26)13-16(3)8-7-11-25(5)17(4)22(24(29)31-25)23(28)20-10-9-19(30-6)14-21(20)27/h9-10,13-15,17,22,27H,7-8,11-12H2,1-6H3/b16-13-/t17-,22+,25-/m1/s1

> <INCHI_KEY>
RCBZGJUPMKCDAF-PKVWJQJLSA-N

> <FORMULA>
C25H34O6

> <MOLECULAR_WEIGHT>
430.541

> <EXACT_MASS>
430.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.64591554255132

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4R,5R)-5-[(4Z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
5.872846346333333

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.786804813041028

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.94686418595193

> <JCHEM_PKA_STRONGEST_BASIC>
-4.321885098638881

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
119.68589999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R,5R)-5-[(4Z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

> <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       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.127  -6.041   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.556  -3.330   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.046  -1.083   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.558  -1.083   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.098  -1.067   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.854   0.274   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.394   0.291   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.150   1.632   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.366   2.958   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.826   2.942   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.122   4.299   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.338   5.625   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.094   6.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.798   5.609   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.178  -1.035   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.009  -5.880   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.129 -10.100   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.598 -10.261   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.693  -9.015   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.319  -7.609   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.972 -11.668   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.877 -12.914   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.287  -8.532   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.512  -2.854   0.000  0.00  0.00           C+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   11                                                            
CONECT   20    2   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   25   29                                                       
CONECT   29   28                                                            
CONECT   30   23                                                            
CONECT   31    1                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₆

Average Mass

430.5410 Da

Monoisotopic Mass

430.23554 Da

IUPAC Name

(3S,4R,5R)-5-[(4Z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

Traditional Name

(3S,4R,5R)-5-[(4Z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C=C1)C(=O)[C@@H]1[C@@H](C)[C@@](C)(CCC\C(C)=C/C(=O)CC(C)C)OC1=O

InChI Identifier

InChI=1S/C25H34O6/c1-15(2)12-18(26)13-16(3)8-7-11-25(5)17(4)22(24(29)31-25)23(28)20-10-9-19(30-6)14-21(20)27/h9-10,13-15,17,22,27H,7-8,11-12H2,1-6H3/b16-13-/t17-,22+,25-/m1/s1

InChI Key

RCBZGJUPMKCDAF-PKVWJQJLSA-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
Ferula pallida	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Methoxyphenol
Phenoxy compound
Benzoyl
Phenol ether
Aryl alkyl ketone
Anisole
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
1,3-dicarbonyl compound
Gamma butyrolactone
Monocyclic benzene moiety
Acryloyl-group
Oxolane
Enone
Alpha,beta-unsaturated ketone
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	4.39	ALOGPS
logP	5.87	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	119.69 m³·mol⁻¹	ChemAxon
Polarizability	47.65 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

10235556

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21603448

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Pallidone C (NP0081273)

MOL for NP0081273 ((+)-Pallidone C)

3D MOL for NP0081273 ((+)-Pallidone C)

3D SDF for NP0081273 ((+)-Pallidone C)

3D-SDF for NP0081273 ((+)-Pallidone C)

PDB for NP0081273 ((+)-Pallidone C)

3D PDB for NP0081273 ((+)-Pallidone C)

SMILES for NP0081273 ((+)-Pallidone C)

INCHI for NP0081273 ((+)-Pallidone C)

Structure for NP0081273 ((+)-Pallidone C)

3D Structure for NP0081273 ((+)-Pallidone C)