NP-MRD: Showing NP-Card for (2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde (NP0328035)

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Record Information

Version

2.0

Created at

2022-09-12 11:08:01 UTC

Updated at

2022-09-12 11:08:01 UTC

NP-MRD ID

NP0328035

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde

Description

Pukalide aldehyde belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde is found in Leptogorgia alba. (2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde was first documented in 2018 (PMID: 29260557). Based on a literature review very few articles have been published on pukalide aldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122213082D          

 25 28  0  0  1  0            999 V2000
    4.1697    3.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389    3.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5002    2.0865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0668    1.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8694    1.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.5430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9693   -1.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.7143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5426   -1.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9750   -1.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350   -0.8701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7920   -0.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697   -0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733    0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    1.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    0.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    1.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3063    0.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2388    0.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644    1.4259    0.0000 O   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
  4  2  1  1  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  2  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  1  0  0  0
 11 13  1  0  0  0  0
 14 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
  4 22  1  0  0  0  0
  9 23  1  6  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
    4.0495    1.6758   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5017    0.5059   -0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2804   -0.6484    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756    0.1274   -1.0821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4984   -0.7063   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -2.1332   -0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2479   -2.4852   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3402   -1.9922   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2470   -1.9672    0.5042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6230   -1.5712    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923   -0.0613    0.6794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9933    0.3814    1.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3539    0.8679    0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2251    0.6211   -0.6212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9276    1.3684   -0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065    2.4684    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716    2.6422   -0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    3.6764    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    4.5700    1.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531    1.6390   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038    0.9670   -1.1179 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4400    1.2335   -1.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772   -3.3895    0.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7400   -3.4646    0.8764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0951   -4.2120    1.6516 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600    1.7899   -0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6430    2.5939   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9014   -1.6235   -0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1994   -0.5131    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355   -0.4710   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485   -0.6434   -1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474   -0.1913    0.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0828   -0.6420    0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -2.3507   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -2.7572    0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7096   -1.6464   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059   -1.3474    1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090   -2.0400    1.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -1.7269   -0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.3295    2.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074    0.6228    1.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639    1.3274    2.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978    0.0455   -1.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1293    3.0762    0.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736    3.7035    0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801    2.0980   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144    0.9118   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 17 20  2  0
 20 22  1  0
 20 21  1  0
  9 23  1  0
 23 24  1  0
 24 25  2  0
 22  4  1  0
 24  7  1  0
 14 11  1  0
 21 15  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  1 26  1  0
  1 27  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  6
 16 44  1  0
 18 45  1  0
 22 46  1  0
 22 47  1  0
M  END


  Mrv1652309122213082D          

 25 28  0  0  1  0            999 V2000
    4.1697    3.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389    3.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5002    2.0865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0668    1.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8694    1.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.5430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9693   -1.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.7143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5426   -1.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9750   -1.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350   -0.8701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7920   -0.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697   -0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733    0.3271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    1.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    0.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    1.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3063    0.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2388    0.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644    1.4259    0.0000 O   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
  4  2  1  1  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  2  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  1  0  0  0
 11 13  1  0  0  0  0
 14 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 20 22  1  0  0  0  0
  4 22  1  0  0  0  0
  9 23  1  6  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0328035

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H]1CCC2=C[C@@H](C[C@]3(C)O[C@H]3C3=CC(C=O)=C(C1)O3)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O5/c1-11(2)12-4-5-13-6-15(23-19(13)22)9-20(3)18(25-20)17-8-14(10-21)16(7-12)24-17/h6,8,10,12,15,18H,1,4-5,7,9H2,2-3H3/t12-,15-,18-,20-/m0/s1

> <INCHI_KEY>
CDYDRAISDJZNIZ-IBBHNLMTSA-N

> <FORMULA>
C20H22O5

> <MOLECULAR_WEIGHT>
342.391

> <EXACT_MASS>
342.146723808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.771595652583294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4S,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carbaldehyde

> <JCHEM_LOGP>
3.1046128766666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.481605522659663

> <JCHEM_PKA_STRONGEST_BASIC>
-2.990455343811295

> <JCHEM_POLAR_SURFACE_AREA>
69.03999999999999

> <JCHEM_REFRACTIVITY>
92.72889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4S,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       7.783   6.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.841   5.370   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.339   5.727   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.400   3.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.458   2.775   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.956   3.131   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.014   2.012   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.602   0.378   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.262  -1.014   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.143  -2.071   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.791  -1.333   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.346  -2.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.287  -2.788   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.279  -1.624   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.078  -0.532   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.544  -0.408   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.187   1.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.737   1.608   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.563   0.611   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.462   2.063   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.519   0.943   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.902   3.539   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.638   0.123   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.512   1.658   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.680   2.662   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   11   15                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20   15                                                       
CONECT   22   20    4                                                       
CONECT   23    9   24                                                       
CONECT   24   23    7   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₅

Average Mass

342.3910 Da

Monoisotopic Mass

342.14672 Da

IUPAC Name

(2R,4S,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carbaldehyde

Traditional Name

(2R,4S,6R,12S)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H]1CCC2=C[C@@H](C[C@]3(C)O[C@H]3C3=CC(C=O)=C(C1)O3)OC2=O

InChI Identifier

InChI=1S/C20H22O5/c1-11(2)12-4-5-13-6-15(23-19(13)22)9-20(3)18(25-20)17-8-14(10-21)16(7-12)24-17/h6,8,10,12,15,18H,1,4-5,7,9H2,2-3H3/t12-,15-,18-,20-/m0/s1

InChI Key

CDYDRAISDJZNIZ-IBBHNLMTSA-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

Species Name	Source	Reference
Leptogorgia alba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Aryl-aldehyde
2-furanone
Dihydrofuran
Heteroaromatic compound
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Aldehyde
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.1	ChemAxon
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.04 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.73 m³·mol⁻¹	ChemAxon
Polarizability	35.77 Å³	ChemAxon
Number of Rings	4	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

C00042874

Chemspider ID

23146027

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44296102

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Thomas SAL, von Salm JL, Clark S, Ferlita S, Nemani P, Azhari A, Rice CA, Wilson NG, Kyle DE, Baker BJ: Keikipukalides, Furanocembrane Diterpenes from the Antarctic Deep Sea Octocoral Plumarella delicatissima. J Nat Prod. 2018 Jan 26;81(1):117-123. doi: 10.1021/acs.jnatprod.7b00732. Epub 2017 Dec 20. [PubMed:29260557 ]
LOTUS database [Link]

Showing NP-Card for (2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde (NP0328035)

MOL for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

3D MOL for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

3D SDF for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

3D-SDF for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

PDB for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

3D PDB for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

SMILES for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

INCHI for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

Structure for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)

3D Structure for NP0328035 ((2r,4s,6r,12s)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carbaldehyde)