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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:35:45 UTC

Update Date

2022-03-07 02:54:34 UTC

HMDB ID

HMDB0035587

Secondary Accession Numbers

HMDB35587

Metabolite Identification

Common Name

Pandamarilactonine A

Description

Pandamarilactonine A belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Based on a literature review very few articles have been published on Pandamarilactonine A.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0035587
     RDKit          3D
Pandamarilactonine A
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.5362    0.6616   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1960    0.4297    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0349    0.9564   -0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730    0.4577    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    0.7518    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7003    0.1698    1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.6366    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1379    0.2721   -0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -0.3022   -0.8371 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -1.2664   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2596   -1.7471   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1901   -1.4048   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -0.9903   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448   -0.0728    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5568    1.0130    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8247    0.9788    0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8727    1.9078    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144   -0.1345    1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752   -0.5211    2.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7943   -0.7598    1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5387   -0.4057    1.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8987   -0.4390    1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7504   -1.1208    1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2058   -0.2013   -0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4335    0.9268   -1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0480    1.5327   -0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8981    1.6525   -1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3710    1.4454   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1709    1.0397    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1746   -0.3726    2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -1.4653    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.0288    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5347    1.1197    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    0.7122   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4023   -2.1429   -1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -0.8973   -2.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471   -1.1496   -3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -2.8142   -2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807   -0.4751   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -2.2479   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -1.8649    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312    0.2860    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1352    1.7528   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5183    2.5820   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1697    2.5290    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7127    1.2833   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
  4 21  1  0
 21 22  1  0
 22 23  2  0
 22  2  1  0
 13  9  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
M  END

  Mrv0541 02241208112D          

 23 25  0  0  0  0            999 V2000
   -1.8815    2.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    2.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764    2.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    2.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    1.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876    1.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0205    2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5885    3.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374    1.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565    0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565   -0.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427   -0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0427   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084   -2.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4512   -2.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -2.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257   -2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8582   -3.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354   -3.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 12  2  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
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035587

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(OC1=O)C1CCCN1CCC\C=C1/OC(=O)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H23NO4/c1-12-10-14(22-17(12)20)6-3-4-8-19-9-5-7-15(19)16-11-13(2)18(21)23-16/h6,10-11,15-16H,3-5,7-9H2,1-2H3/b14-6-

> <INCHI_KEY>
HSICZNIIIPFAAO-NSIKDUERSA-N

> <FORMULA>
C18H23NO4

> <MOLECULAR_WEIGHT>
317.3795

> <EXACT_MASS>
317.162708229

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.34871822478814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-5-(1-{4-[(2Z)-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]butyl}pyrrolidin-2-yl)-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
2.986184883666666

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.689855211940714

> <JCHEM_PKA_STRONGEST_BASIC>
9.404899496500247

> <JCHEM_POLAR_SURFACE_AREA>
55.839999999999996

> <JCHEM_REFRACTIVITY>
89.4151

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-5-(1-{4-[(2Z)-4-methyl-5-oxofuran-2-ylidene]butyl}pyrrolidin-2-yl)-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035587
     RDKit          3D
Pandamarilactonine A
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.5362    0.6616   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1960    0.4297    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0349    0.9564   -0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730    0.4577    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    0.7518    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7003    0.1698    1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.6366    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1379    0.2721   -0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -0.3022   -0.8371 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -1.2664   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2596   -1.7471   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1901   -1.4048   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -0.9903   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448   -0.0728    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5568    1.0130    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8247    0.9788    0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8727    1.9078    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144   -0.1345    1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752   -0.5211    2.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7943   -0.7598    1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5387   -0.4057    1.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8987   -0.4390    1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7504   -1.1208    1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2058   -0.2013   -0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4335    0.9268   -1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0480    1.5327   -0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8981    1.6525   -1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3710    1.4454   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1709    1.0397    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1746   -0.3726    2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -1.4653    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.0288    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5347    1.1197    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    0.7122   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4023   -2.1429   -1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -0.8973   -2.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471   -1.1496   -3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -2.8142   -2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807   -0.4751   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -2.2479   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -1.8649    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312    0.2860    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1352    1.7528   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5183    2.5820   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1697    2.5290    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7127    1.2833   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
  4 21  1  0
 21 22  1  0
 22 23  2  0
 22  2  1  0
 13  9  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.512   5.452   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.972   5.452   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.516   5.452   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.056   5.452   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.990   3.986   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.745   3.080   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.502   3.986   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.284   3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.526   3.986   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.038   3.986   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.965   6.697   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.990   3.508   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.745   1.542   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.412   0.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.412  -0.766   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.080  -1.536   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.080  -3.075   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.322  -3.986   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.842  -5.450   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.696  -5.450   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.168  -3.986   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.602  -6.695   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.746  -6.697   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    7                                                       
CONECT    3    4   10                                                       
CONECT    4    3    9   11                                                  
CONECT    5    1    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    2    6   10                                                  
CONECT    8    9   10                                                       
CONECT    9    4    8   12                                                  
CONECT   10    3    7    8                                                  
CONECT   11    4                                                            
CONECT   12    9                                                            
CONECT   13    6   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   17   20                                                       
CONECT   22   20                                                            
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0035587
HETATM    1  C1  UNL     1       7.536   0.662  -0.572  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.196   0.430   0.042  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.035   0.956  -0.316  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.973   0.458   0.555  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.665   0.752   0.517  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.700   0.170   1.466  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.605  -0.637   0.799  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.138   0.272  -0.120  1.00  0.00           C  
HETATM    9  N1  UNL     1      -1.211  -0.302  -0.837  1.00  0.00           N  
HETATM   10  C9  UNL     1      -0.873  -1.266  -1.831  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.260  -1.747  -2.273  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.190  -1.405  -1.128  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.200  -0.990  -0.046  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.845  -0.073   0.966  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.557   1.013   0.288  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.825   0.979   0.606  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.873   1.908   0.127  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.014  -0.134   1.512  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.075  -0.521   2.056  1.00  0.00           O  
HETATM   20  O2  UNL     1      -3.794  -0.760   1.715  1.00  0.00           O  
HETATM   21  O3  UNL     1       4.539  -0.406   1.471  1.00  0.00           O  
HETATM   22  C18 UNL     1       5.899  -0.439   1.177  1.00  0.00           C  
HETATM   23  O4  UNL     1       6.750  -1.121   1.801  1.00  0.00           O  
HETATM   24  H1  UNL     1       8.206  -0.201  -0.467  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.434   0.927  -1.637  1.00  0.00           H  
HETATM   26  H3  UNL     1       8.048   1.533  -0.082  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.898   1.652  -1.134  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.371   1.445  -0.256  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.171   1.040   1.950  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.175  -0.373   2.294  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.021  -1.465   0.188  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.030  -1.029   1.626  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.535   1.120   0.485  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.570   0.712  -0.844  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.402  -2.143  -1.318  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.284  -0.897  -2.673  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.547  -1.150  -3.180  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.249  -2.814  -2.505  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.781  -0.475  -1.359  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.818  -2.248  -0.822  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.724  -1.865   0.413  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.031   0.286   1.630  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.135   1.753  -0.383  1.00  0.00           H  
HETATM   44  H21 UNL     1      -5.518   2.582  -0.665  1.00  0.00           H  
HETATM   45  H22 UNL     1      -6.170   2.529   1.005  1.00  0.00           H  
HETATM   46  H23 UNL     1      -6.713   1.283  -0.246  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3   22
CONECT    3    4   27
CONECT    4    5    5   21
CONECT    5    6   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   13
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   41
CONECT   14   15   20   42
CONECT   15   16   16   43
CONECT   16   17   18
CONECT   17   44   45   46
CONECT   18   19   19   20
CONECT   21   22
CONECT   22   23   23
END

HMDB0035587
     RDKit          3D
Pandamarilactonine A
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.5362    0.6616   -0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1960    0.4297    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0349    0.9564   -0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730    0.4577    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    0.7518    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7003    0.1698    1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.6366    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1379    0.2721   -0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -0.3022   -0.8371 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -1.2664   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2596   -1.7471   -2.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1901   -1.4048   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -0.9903   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448   -0.0728    0.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5568    1.0130    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8247    0.9788    0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8727    1.9078    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144   -0.1345    1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752   -0.5211    2.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7943   -0.7598    1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5387   -0.4057    1.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8987   -0.4390    1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7504   -1.1208    1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2058   -0.2013   -0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4335    0.9268   -1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0480    1.5327   -0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8981    1.6525   -1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3710    1.4454   -0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1709    1.0397    1.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1746   -0.3726    2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -1.4653    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.0288    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5347    1.1197    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    0.7122   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4023   -2.1429   -1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -0.8973   -2.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471   -1.1496   -3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2486   -2.8142   -2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807   -0.4751   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -2.2479   -0.8217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -1.8649    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0312    0.2860    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1352    1.7528   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5183    2.5820   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1697    2.5290    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7127    1.2833   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
  4 21  1  0
 21 22  1  0
 22 23  2  0
 22  2  1  0
 13  9  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Pandamarilactonine a	HMDB
Pandamarilactonine a	MeSH

Chemical Formula

C₁₈H₂₃NO₄

Average Molecular Weight

317.3795

Monoisotopic Molecular Weight

317.162708229

IUPAC Name

3-methyl-5-(1-{4-[(2Z)-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]butyl}pyrrolidin-2-yl)-2,5-dihydrofuran-2-one

Traditional Name

3-methyl-5-(1-{4-[(2Z)-4-methyl-5-oxofuran-2-ylidene]butyl}pyrrolidin-2-yl)-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CC1=CC(OC1=O)C1CCCN1CCC\C=C1/OC(=O)C(C)=C1

InChI Identifier

InChI=1S/C18H23NO4/c1-12-10-14(22-17(12)20)6-3-4-8-19-9-5-7-15(19)16-11-13(2)18(21)23-16/h6,10-11,15-16H,3-5,7-9H2,1-2H3/b14-6-

InChI Key

HSICZNIIIPFAAO-NSIKDUERSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Dicarboxylic acid or derivatives
N-alkylpyrrolidine
Enol ester
Pyrrolidine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Oxacycle
Azacycle
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0035587)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.99	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	9.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.42 m³·mol⁻¹	ChemAxon
Polarizability	35.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.747	31661259
DarkChem	[M-H]-	173.36	31661259
DeepCCS	[M+H]+	178.302	30932474
DeepCCS	[M-H]-	175.944	30932474
DeepCCS	[M-2H]-	208.83	30932474
DeepCCS	[M+Na]+	184.396	30932474
AllCCS	[M+H]+	178.1	32859911
AllCCS	[M+H-H2O]+	174.9	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	179.9	32859911
AllCCS	[M+Na-2H]-	180.1	32859911
AllCCS	[M+HCOO]-	180.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pandamarilactonine A	CC1=CC(OC1=O)C1CCCN1CCC\C=C1/OC(=O)C(C)=C1	3590.1	Standard polar	33892256
Pandamarilactonine A	CC1=CC(OC1=O)C1CCCN1CCC\C=C1/OC(=O)C(C)=C1	2749.1	Standard non polar	33892256
Pandamarilactonine A	CC1=CC(OC1=O)C1CCCN1CCC\C=C1/OC(=O)C(C)=C1	2817.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pandamarilactonine A GC-MS (Non-derivatized) - 70eV, Positive	splash10-004r-6920000000-d6acac3ba7b17ffaf745	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pandamarilactonine A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pandamarilactonine A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 10V, Positive-QTOF	splash10-014l-0195000000-a303c18ac512eee9c83c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 20V, Positive-QTOF	splash10-0005-1490000000-ba12e3ba89fdcc0814fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 40V, Positive-QTOF	splash10-0f6t-9620000000-7815acd324f83b4fe7d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 10V, Negative-QTOF	splash10-014l-1095000000-47f07e53198f452d2d45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 20V, Negative-QTOF	splash10-00xr-2193000000-0f8cc3c5ae7279124c4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 40V, Negative-QTOF	splash10-004m-6790000000-ba5857e050153b851e2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 10V, Positive-QTOF	splash10-01b9-0089000000-fd4c41073ee8e7ad8eba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 20V, Positive-QTOF	splash10-01b9-0197000000-8d765b0a4954d3a44e23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 40V, Positive-QTOF	splash10-053r-6970000000-c1ce2bddeb77fd70887c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 10V, Negative-QTOF	splash10-014i-0009000000-3dee4e8f3950f2e5ac05	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 20V, Negative-QTOF	splash10-01ba-5095000000-425b9e7e03b175eafdf7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pandamarilactonine A 40V, Negative-QTOF	splash10-00rj-9320000000-722febe2dcdab0f2da47	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014398

KNApSAcK ID

C00033286

Chemspider ID

35013950

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751809

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Pandamarilactonine A (HMDB0035587)

MOL for HMDB0035587 (Pandamarilactonine A)

3D MOL for HMDB0035587 (Pandamarilactonine A)

3D SDF for HMDB0035587 (Pandamarilactonine A)

3D-SDF for HMDB0035587 (Pandamarilactonine A)

PDB for HMDB0035587 (Pandamarilactonine A)

3D PDB for HMDB0035587 (Pandamarilactonine A)

SMILES for HMDB0035587 (Pandamarilactonine A)

INCHI for HMDB0035587 (Pandamarilactonine A)

Structure for HMDB0035587 (Pandamarilactonine A)

3D Structure for HMDB0035587 (Pandamarilactonine A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra