NP-MRD: Showing NP-Card for methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate (NP0152306)

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Record Information

Version

2.0

Created at

2022-09-02 08:45:06 UTC

Updated at

2022-09-02 08:45:06 UTC

NP-MRD ID

NP0152306

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate

Description

Untenone A belongs to the class of organic compounds known as 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group. methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate was first documented in 2004 (PMID: 15050640). Based on a literature review very few articles have been published on untenone A (PMID: 31560019).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022210452D          

 27 27  0  0  1  0            999 V2000
   -8.3577   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6432   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9287   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4998   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7853   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0708   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4985   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3594   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -6.4755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4094   -7.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889   -5.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -5.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -5.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5259   -4.9106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -6.2206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5259   -6.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2796   -6.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -7.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071   -8.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 67 67  0  0  0  0  0  0  0  0999 V2000
   -9.0367   -0.8464   -0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8583    0.5727   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4906    1.0570   -1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912    1.0084   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1996   -0.3410    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1423   -0.2022    1.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475    0.3897    0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2232   -0.4214   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    0.2267   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762    0.3507    0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912    0.9998   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2820    1.1460    1.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151   -0.1899    1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2067   -1.1319    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4803   -0.6129    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5368   -0.3846    1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7810    0.1330    0.3727 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8067    0.3663    1.2959 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5396    1.3816   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5402    1.1584   -1.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7818   -0.2604   -1.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460   -0.8780   -3.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -0.8615   -0.6827 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7166   -0.9740   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2795   -2.0675   -0.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4932    0.1373   -0.7957 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9256    0.0945   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3637   -0.9581    0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2483   -1.5466   -0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9503   -1.2154   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5013    0.8410   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2589    1.1960   -0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0252    0.5514   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5727    2.1545   -1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7927    1.7340    0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5156    1.4272   -0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1071   -0.6920    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9727   -1.1050   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5481    0.5204    2.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9651   -1.1495    2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9494    1.4555    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.3394    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8703   -0.5698   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341   -1.4432    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1950    1.2511   -1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5377   -0.3315   -1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3544    0.9294    1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665   -0.6993    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796    0.3979   -0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0293    1.9902   -0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1627    1.6862    0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    1.7601    1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476   -0.0342    2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7634   -0.7004    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -1.3162   -0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642   -2.0694    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -1.3684   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2949    0.3141   -0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206    0.3789    1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7340   -1.3480    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6834   -0.1903    2.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830    2.3453    0.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3852    1.9132   -2.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7979   -1.8590   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3257    0.9704   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2283   -0.8592   -1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1741    0.1730    0.3500 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 18 61  1  0
 19 62  1  0
 20 63  1  0
 23 64  1  1
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END


  Mrv1652309022210452D          

 27 27  0  0  1  0            999 V2000
   -8.3577   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6432   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9287   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2143   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4998   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7853   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0708   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4985   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -6.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3594   -6.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -6.4755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4094   -7.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889   -5.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -5.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -5.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5259   -4.9106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -6.2206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5259   -6.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2796   -6.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -7.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071   -8.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152306

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC[C@]1(O)C=CC(=O)[C@H]1C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-23(26)19-17-20(24)21(23)22(25)27-2/h17,19,21,26H,3-16,18H2,1-2H3/t21-,23-/m0/s1

> <INCHI_KEY>
KWZRXBBTMLZDDX-GMAHTHKFSA-N

> <FORMULA>
C23H40O4

> <MOLECULAR_WEIGHT>
380.569

> <EXACT_MASS>
380.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.904054088731755

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,2S)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate

> <ALOGPS_LOGP>
7.13

> <JCHEM_LOGP>
6.874178789000001

> <ALOGPS_LOGS>
-6.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.488693249077063

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.298189999123291

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3818044083429983

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
110.73819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.87e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2S)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0     -15.601 -12.088   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.267 -12.858   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.934 -12.088   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.600 -12.858   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.266 -12.088   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.933 -12.858   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.599 -12.088   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.265 -12.858   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.932 -12.088   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.598 -12.858   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.264 -12.088   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.931 -12.858   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.403 -12.088   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.737 -12.858   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.071 -12.088   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.404 -12.858   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.738 -12.088   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.364 -13.494   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.833 -10.842   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.738  -9.596   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.202 -10.072   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.448  -9.167   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.202 -11.612   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.448 -12.517   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.855 -11.891   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.287 -14.048   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.533 -14.954   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   23                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   17   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₄₀O₄

Average Mass

380.5690 Da

Monoisotopic Mass

380.29266 Da

IUPAC Name

methyl (1S,2S)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate

Traditional Name

methyl (1S,2S)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC[C@]1(O)C=CC(=O)[C@H]1C(=O)OC

InChI Identifier

InChI=1S/C23H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-23(26)19-17-20(24)21(23)22(25)27-2/h17,19,21,26H,3-16,18H2,1-2H3/t21-,23-/m0/s1

InChI Key

KWZRXBBTMLZDDX-GMAHTHKFSA-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 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

1,3-dicarbonyl compounds

Alternative Parents

Substituents

1,3-dicarbonyl compound
Methyl ester
Tertiary alcohol
Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
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	7.13	ALOGPS
logP	6.87	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	110.74 m³·mol⁻¹	ChemAxon
Polarizability	47.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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

9189586

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11014401

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gui Q, Wang J, Ng S, Dancevic A, Wright TB, Evans PA: Copper-catalyzed desymmetrization of prochiral 4,4-disubstituted cyclopentenes via a site-selective allylic oxidation: a concise total synthesis of untenone A. Chem Commun (Camb). 2019 Oct 10;55(82):12368-12371. doi: 10.1039/c9cc01743g. [PubMed:31560019 ]
Saito F, Takeuchi R, Kamino T, Kuramochi K, Sugawara F, Sakaguchi K, Kobayashi S: Structure-activity relationships of untenone A and its derivatives for inhibition of DNA polymerases. Bioorg Med Chem Lett. 2004 Apr 19;14(8):1975-7. doi: 10.1016/j.bmcl.2004.01.092. [PubMed:15050640 ]
LOTUS database [Link]

Showing NP-Card for methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate (NP0152306)

MOL for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

3D MOL for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

3D SDF for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

3D-SDF for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

PDB for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

3D PDB for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

SMILES for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

INCHI for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

Structure for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)

3D Structure for NP0152306 (methyl (1s,2s)-2-hexadecyl-2-hydroxy-5-oxocyclopent-3-ene-1-carboxylate)