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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 20:00:19 UTC

Update Date

2021-09-23 20:00:25 UTC

HMDB ID

HMDB0302712

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zaluzanin D

Description

Zaluzanin d belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Zaluzanin d is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Zaluzanin d can be found in sweet bay, which makes zaluzanin d a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302712
     RDKit          3D
Zaluzanin D
 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.4721    2.1827    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907    2.0013   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    3.0685   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    4.2914    0.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160    2.4667   -0.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978    1.1150    0.1583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4076    0.8020   -0.5485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0917   -0.4108   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2541   -1.6612   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -1.6390    0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966   -2.4413    1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -0.8842    0.7835 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3120   -1.6223    0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -0.5972   -0.5270 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4320   -0.4583   -0.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5162   -0.6205   -0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9229   -0.4936   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3014   -0.8903   -2.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.6781   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401    1.8519   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458    0.1993   -0.3077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8507    3.1420    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798    1.3698   -0.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801    1.0096    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2964    0.8279   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -0.2084    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -0.5944   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -1.8513   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -2.5118    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -3.0355    2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -2.4915    2.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305   -0.3318    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580   -2.4983   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394   -1.9187    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -0.8363   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2549   -1.4724   -0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    0.2026    0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5920   -0.1579   -1.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744    2.7453   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251    1.9920   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -0.3191   -1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  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  2  3
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
 19 20  2  3
 19 21  1  0
  7  2  1  0
 21 12  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  1
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  6
 17 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  6
M  END


  Mrv0541 02241221432D          

 21 23  0  0  1  0            999 V2000
    4.8023    0.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573    0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    0.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7444    1.0885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7814    1.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    2.2026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4946    1.5576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9491    0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696    1.5576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1552    2.2026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3388    3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    3.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8254    3.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    3.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172    1.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    2.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252    0.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    0.8690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 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
  7 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 17  1  6  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 11 21  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0302712

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)O[C@H]1C[C@H]2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3CCC2=C)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13+,14-,15-,16-/m0/s1

> <INCHI_KEY>
GKMFOEIZCLMZDE-QRJUGERDSA-N

> <FORMULA>
C17H20O4

> <MOLECULAR_WEIGHT>
288.3383

> <EXACT_MASS>
288.136159128

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.240882079012835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-8-yl acetate

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.285569560666667

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.63259964768888

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
76.63839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302712
     RDKit          3D
Zaluzanin D
 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.4721    2.1827    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907    2.0013   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    3.0685   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    4.2914    0.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160    2.4667   -0.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978    1.1150    0.1583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4076    0.8020   -0.5485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0917   -0.4108   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2541   -1.6612   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -1.6390    0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966   -2.4413    1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -0.8842    0.7835 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3120   -1.6223    0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -0.5972   -0.5270 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4320   -0.4583   -0.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5162   -0.6205   -0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9229   -0.4936   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3014   -0.8903   -2.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.6781   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401    1.8519   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458    0.1993   -0.3077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8507    3.1420    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798    1.3698   -0.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801    1.0096    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2964    0.8279   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -0.2084    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -0.5944   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -1.8513   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -2.5118    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -3.0355    2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -2.4915    2.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305   -0.3318    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580   -2.4983   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394   -1.9187    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -0.8363   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2549   -1.4724   -0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    0.2026    0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5920   -0.1579   -1.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744    2.7453   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251    1.9920   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -0.3191   -1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  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  2  3
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
 19 20  2  3
 19 21  1  0
  7  2  1  0
 21 12  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  1
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  6
 17 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  6
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       8.964   0.674   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.760   1.634   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.990   3.157   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.327   1.072   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.123   2.032   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.192   3.570   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.750   4.112   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.790   2.908   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.638   1.622   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.097   0.180   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.250   2.908   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.290   4.112   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.632   5.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.020   6.281   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.407   5.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.611   6.573   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.152   3.570   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.437   4.419   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.083   2.032   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.287   1.072   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.402   1.622   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12   21                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    7   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   11                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0302712
HETATM    1  C1  UNL     1      -4.472   2.183   0.059  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.191   2.001  -0.158  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.185   3.069  -0.042  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.390   4.291   0.164  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.916   2.467  -0.208  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.098   1.115   0.158  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.408   0.802  -0.549  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.092  -0.411  -0.056  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.254  -1.661  -0.095  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.127  -1.639   0.844  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.297  -2.441   1.907  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.119  -0.884   0.783  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.312  -1.622   0.252  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.142  -0.597  -0.527  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.432  -0.458  -0.014  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.516  -0.620  -0.850  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.923  -0.494  -0.403  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.301  -0.890  -2.058  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.338   0.678  -0.351  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.840   1.852  -0.266  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.046   0.199  -0.308  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.851   3.142   0.338  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.180   1.370  -0.037  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.280   1.010   1.246  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.296   0.828  -1.640  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.500  -0.208   0.953  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.971  -0.594  -0.709  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.892  -1.851  -1.129  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.916  -2.512   0.152  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.183  -3.036   2.038  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.521  -2.492   2.651  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.331  -0.332   1.718  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.058  -2.498  -0.343  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.939  -1.919   1.124  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.107  -0.836  -1.611  1.00  0.00           H  
HETATM   36  H15 UNL     1       6.255  -1.472  -0.051  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.971   0.203   0.454  1.00  0.00           H  
HETATM   38  H17 UNL     1       6.592  -0.158  -1.212  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.274   2.745  -0.142  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.925   1.992  -0.321  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.311  -0.319  -1.273  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3    7
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   21   24
CONECT    7    8   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   11   12
CONECT   11   30   31
CONECT   12   13   21   32
CONECT   13   14   33   34
CONECT   14   15   19   35
CONECT   15   16
CONECT   16   17   18   18
CONECT   17   36   37   38
CONECT   19   20   20   21
CONECT   20   39   40
CONECT   21   41
END

HMDB0302712
     RDKit          3D
Zaluzanin D
 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.4721    2.1827    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907    2.0013   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    3.0685   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    4.2914    0.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160    2.4667   -0.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978    1.1150    0.1583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4076    0.8020   -0.5485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0917   -0.4108   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2541   -1.6612   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -1.6390    0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966   -2.4413    1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -0.8842    0.7835 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3120   -1.6223    0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -0.5972   -0.5270 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4320   -0.4583   -0.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5162   -0.6205   -0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9229   -0.4936   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3014   -0.8903   -2.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.6781   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401    1.8519   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458    0.1993   -0.3077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8507    3.1420    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798    1.3698   -0.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801    1.0096    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2964    0.8279   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -0.2084    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -0.5944   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920   -1.8513   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9156   -2.5118    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -3.0355    2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -2.4915    2.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3305   -0.3318    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580   -2.4983   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394   -1.9187    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -0.8363   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2549   -1.4724   -0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    0.2026    0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5920   -0.1579   -1.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744    2.7453   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251    1.9920   -0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -0.3191   -1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  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  2  3
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
 19 20  2  3
 19 21  1  0
  7  2  1  0
 21 12  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  1
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  6
 17 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3AS,6as,8S,9ar,9BS)-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-8-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₀O₄

Average Molecular Weight

288.3383

Monoisotopic Molecular Weight

288.136159128

IUPAC Name

(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-8-yl acetate

Traditional Name

(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@H]2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3CCC2=C)C1=C

InChI Identifier

InChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13+,14-,15-,16-/m0/s1

InChI Key

GKMFOEIZCLMZDE-QRJUGERDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Guaiane sesquiterpenoid
Sesquiterpenoid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302712)

Food

Herb and spice

Herb

Sweet bay (FooDB: FOOD00097)

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
logP	2.12	ALOGPS
logP	2.29	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.64 m³·mol⁻¹	ChemAxon
Polarizability	31.24 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
AllCCS	[M+H]+	168.765	32859911
AllCCS	[M+H-H2O]+	165.453	32859911
AllCCS	[M+Na]+	172.715	32859911
AllCCS	[M+NH4]+	171.833	32859911
AllCCS	[M-H]-	171.883	32859911
AllCCS	[M+Na-2H]-	171.702	32859911
AllCCS	[M+HCOO]-	171.627	32859911
DeepCCS	[M+H]+	171.129	30932474
DeepCCS	[M-H]-	168.733	30932474
DeepCCS	[M-2H]-	202.567	30932474
DeepCCS	[M+Na]+	177.237	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 10V, Positive-QTOF	splash10-000i-0190000000-6d0301e8e2a8f5c5bd0b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 20V, Positive-QTOF	splash10-00or-0590000000-318f94ed1fd992737d4a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 40V, Positive-QTOF	splash10-0fr6-5920000000-3c7f2e6a30f6a652f8de	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 10V, Negative-QTOF	splash10-000i-0090000000-0b2670ccbbd575ad58b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 20V, Negative-QTOF	splash10-000e-2090000000-39e8ce3fbb474ffc34a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 40V, Negative-QTOF	splash10-0zfv-9460000000-8c42ade7379d16b4acda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 10V, Positive-QTOF	splash10-0002-0090000000-91d13576550adc3ebbbe	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 20V, Positive-QTOF	splash10-004i-0490000000-86fc6d08e26400d80e5e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 40V, Positive-QTOF	splash10-0avi-0940000000-55edbf2bb8da88ec663f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 10V, Negative-QTOF	splash10-0a4s-4090000000-2265b1214f1e7eeefd6f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 20V, Negative-QTOF	splash10-0a4i-9000000000-eabed36a33d71a484052	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zaluzanin D 40V, Negative-QTOF	splash10-0a4i-9110000000-ab984d162c2b2cbf698a	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005904

KNApSAcK ID

Not Available

Chemspider ID

552935

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

637305

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

Not Available

Showing metabocard for Zaluzanin D (HMDB0302712)

MOL for HMDB0302712 (Zaluzanin D)

3D MOL for HMDB0302712 (Zaluzanin D)

3D SDF for HMDB0302712 (Zaluzanin D)

3D-SDF for HMDB0302712 (Zaluzanin D)

PDB for HMDB0302712 (Zaluzanin D)

3D PDB for HMDB0302712 (Zaluzanin D)

SMILES for HMDB0302712 (Zaluzanin D)

INCHI for HMDB0302712 (Zaluzanin D)

Structure for HMDB0302712 (Zaluzanin D)

3D Structure for HMDB0302712 (Zaluzanin D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra