MiMeDB: Showing metabocard for Phomenolactone (MMDBc0015159)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:02:26 UTC

Update Date

2022-08-31 06:38:48 UTC

Metabolite ID

MMDBc0015159

Metabolite Identification

Common Name

Phomenolactone

Description

Phomenolactone belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Phomenolactone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108022D          

 49 49  0  0  0  0            999 V2000
   -9.2881   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  2  0  0  0  0
 15 14  2  0  0  0  0
 23  2  1  0  0  0  0
 23  7  1  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26  5  1  0  0  0  0
 26 14  1  0  0  0  0
 27  6  1  0  0  0  0
 27 19  2  0  0  0  0
 28 18  2  0  0  0  0
 28 19  1  0  0  0  0
 28 22  1  0  0  0  0
 29 10  1  0  0  0  0
 29 12  1  0  0  0  0
 30 11  1  0  0  0  0
 30 15  1  0  0  0  0
 31 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 13  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 22  1  0  0  0  0
 36 29  1  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 33  2  0  0  0  0
 40 34  1  0  0  0  0
 41 32  1  0  0  0  0
 41 33  1  0  0  0  0
 42  8  1  0  0  0  0
 43  9  1  0  0  0  0
 44 10  1  0  0  0  0
 45 13  1  0  0  0  0
 46 14  1  0  0  0  0
 47 15  1  0  0  0  0
 48 18  1  0  0  0  0
 49 19  1  0  0  0  0
M  END


  Mrv1652305152108022D          

 49 49  0  0  0  0            999 V2000
   -9.2881   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   14.8500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  2  0  0  0  0
 15 14  2  0  0  0  0
 23  2  1  0  0  0  0
 23  7  1  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26  5  1  0  0  0  0
 26 14  1  0  0  0  0
 27  6  1  0  0  0  0
 27 19  2  0  0  0  0
 28 18  2  0  0  0  0
 28 19  1  0  0  0  0
 28 22  1  0  0  0  0
 29 10  1  0  0  0  0
 29 12  1  0  0  0  0
 30 11  1  0  0  0  0
 30 15  1  0  0  0  0
 31 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 13  1  0  0  0  0
 32 20  1  0  0  0  0
 33 21  1  0  0  0  0
 34 26  1  0  0  0  0
 34 27  1  0  0  0  0
 35 22  1  0  0  0  0
 36 29  1  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 33  2  0  0  0  0
 40 34  1  0  0  0  0
 41 32  1  0  0  0  0
 41 33  1  0  0  0  0
 42  8  1  0  0  0  0
 43  9  1  0  0  0  0
 44 10  1  0  0  0  0
 45 13  1  0  0  0  0
 46 14  1  0  0  0  0
 47 15  1  0  0  0  0
 48 18  1  0  0  0  0
 49 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015159

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC(O)C(\[H])=C(/[H])C(C)C(O)C(\C)=C(/[H])\C(\CO)=C(/[H])C(C)CC(C)CC(C)CC)=C(\[H])C(O)C\C([H])=C(/[H])C1CC(O)CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C34H56O7/c1-7-23(2)16-24(3)17-25(4)18-28(22-35)19-27(6)34(40)26(5)14-15-30(37)11-8-10-29(36)12-9-13-32-20-31(38)21-33(39)41-32/h8-10,13-15,18-19,23-26,29-32,34-38,40H,7,11-12,16-17,20-22H2,1-6H3/b10-8+,13-9+,15-14+,27-19+,28-18-

> <INCHI_KEY>
WARAHFBYZHPXNP-CMKJWTFASA-N

> <FORMULA>
C34H56O7

> <MOLECULAR_WEIGHT>
576.815

> <EXACT_MASS>
576.402604143

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
69.61831307238742

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-6-[(1E,5E,9E,13E,15Z)-4,8,12,16-tetrahydroxy-11,13-dimethyl-15-(2,4,6-trimethyloctylidene)hexadeca-1,5,9,13-tetraen-1-yl]oxan-2-one

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.651401759999999

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.788743543644117

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.897752650397173

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9144333612671575

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
170.37640000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-6-[(1E,5E,9E,13E,15Z)-4,8,12,16-tetrahydroxy-11,13-dimethyl-15-(2,4,6-trimethyloctylidene)hexadeca-1,5,9,13-tetraen-1-yl]oxan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0     -17.338  25.410   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.670  23.870   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.003  23.870   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  23.870   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  23.870   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  23.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -16.004  26.180   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  26.180   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  26.180   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  25.410   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  25.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  25.410   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  25.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  26.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  25.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.337  26.180   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  26.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002  26.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  26.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  25.410   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004  27.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668  23.870   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -14.670  25.410   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -12.003  25.410   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.336  25.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  25.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.001  25.410   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.668  25.410   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  26.180   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  26.180   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.004  26.180   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.337  26.180   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.670  28.490   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.667  26.180   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.335  23.100   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.002  27.720   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       2.667  27.720   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      17.338  25.410   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.670  30.030   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -2.667  27.720   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      13.337  27.720   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0       5.335  27.720   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      10.669  27.720   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.668  23.870   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      12.003  23.870   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.000  27.720   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.334  23.870   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -8.002  27.720   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.335  27.720   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7    1   23                                                       
CONECT    8   10   11   42                                                  
CONECT    9   12   13   43                                                  
CONECT   10    8   29   44                                                  
CONECT   11    8   30                                                       
CONECT   12    9   29                                                       
CONECT   13    9   32   45                                                  
CONECT   14   15   26   46                                                  
CONECT   15   14   30   47                                                  
CONECT   16   23   24                                                       
CONECT   17   24   25                                                       
CONECT   18   25   28   48                                                  
CONECT   19   27   28   49                                                  
CONECT   20   31   32                                                       
CONECT   21   31   33                                                       
CONECT   22   28   35                                                       
CONECT   23    2    7   16                                                  
CONECT   24    3   16   17                                                  
CONECT   25    4   17   18                                                  
CONECT   26    5   14   34                                                  
CONECT   27    6   19   34                                                  
CONECT   28   18   19   22                                                  
CONECT   29   10   12   36                                                  
CONECT   30   11   15   37                                                  
CONECT   31   20   21   38                                                  
CONECT   32   13   20   41                                                  
CONECT   33   21   39   41                                                  
CONECT   34   26   27   40                                                  
CONECT   35   22                                                            
CONECT   36   29                                                            
CONECT   37   30                                                            
CONECT   38   31                                                            
CONECT   39   33                                                            
CONECT   40   34                                                            
CONECT   41   32   33                                                       
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
MASTER        0    0    0    0    0    0    0    0   49    0   98    0
END

Synonyms

Not Available

Molecular Formula

C₃₄H₅₆O₇

Average Mass

576.815

Monoisotopic Mass

576.402604143

IUPAC Name

4-hydroxy-6-[(1E,5E,9E,13E,15Z)-4,8,12,16-tetrahydroxy-11,13-dimethyl-15-(2,4,6-trimethyloctylidene)hexadeca-1,5,9,13-tetraen-1-yl]oxan-2-one

Traditional Name

4-hydroxy-6-[(1E,5E,9E,13E,15Z)-4,8,12,16-tetrahydroxy-11,13-dimethyl-15-(2,4,6-trimethyloctylidene)hexadeca-1,5,9,13-tetraen-1-yl]oxan-2-one

CAS Registry Number

Not Available

SMILES

[H]\C(CC(O)C(\[H])=C(/[H])C(C)C(O)C(\C)=C(/[H])\C(\CO)=C(/[H])C(C)CC(C)CC(C)CC)=C(\[H])C(O)C\C([H])=C(/[H])C1CC(O)CC(=O)O1

InChI Identifier

InChI=1S/C34H56O7/c1-7-23(2)16-24(3)17-25(4)18-28(22-35)19-27(6)34(40)26(5)14-15-30(37)11-8-10-29(36)12-9-13-32-20-31(38)21-33(39)41-32/h8-10,13-15,18-19,23-26,29-32,34-38,40H,7,11-12,16-17,20-22H2,1-6H3/b10-8+,13-9+,15-14+,27-19+,28-18-

InChI Key

WARAHFBYZHPXNP-CMKJWTFASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Long chain fatty alcohol
Fatty alcohol
Delta valerolactone
Delta_valerolactone
Fatty acyl
Oxane
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0057 g/L	ALOGPS
logP	4.71	ALOGPS
logP	4.65	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.9	ChemAxon
pKa (Strongest Basic)	-0.91	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	170.38 m³·mol⁻¹	ChemAxon
Polarizability	69.62 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4944059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439665

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Phomenolactone (MMDBc0015159)

MOL for #<Metabolite:0x0000559d05487d38>

3D MOL for #<Metabolite:0x0000559d05487d38>

3D SDF for #<Metabolite:0x0000559d05487d38>

3D-SDF for #<Metabolite:0x0000559d05487d38>

PDB for #<Metabolite:0x0000559d05487d38>

3D PDB for #<Metabolite:0x0000559d05487d38>

SMILES for #<Metabolite:0x0000559d05487d38>

INCHI for #<Metabolite:0x0000559d05487d38>

Structure for #<Metabolite:0x0000559d05487d38>

3D Structure for #<Metabolite:0x0000559d05487d38>