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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:08:35 UTC

Update Date

2022-03-07 02:55:55 UTC

HMDB ID

HMDB0038798

Secondary Accession Numbers

HMDB38798

Metabolite Identification

Common Name

(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol

Description

(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Based on a literature review a small amount of articles have been published on (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol.

Structure

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

HMDB0038798
     RDKit          3D
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol
 49 49  0  0  0  0  0  0  0  0999 V2000
    6.2958   -0.2465    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -0.1157    0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156    0.7432    1.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9555   -0.9646   -0.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -1.0633    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8745    0.1338   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    0.3601   -1.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.2490    0.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    0.0240   -0.2422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2499   -0.1572    1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.3263    2.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.6085    2.2507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0584    0.6028    2.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5582   -1.5825    3.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710   -1.1862    0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7636   -0.3367    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -0.4090   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    0.3455   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682    0.1423   -3.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313    1.3540   -1.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1437    1.1841   -1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    0.6991   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -0.5211    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4393   -1.0491   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3758   -1.2759    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -2.0048   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127    1.4094   -2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077    0.2271   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8552   -0.4098   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374    2.0461   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -0.8897   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9458    0.1140    1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887   -0.3090    3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    1.4977    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435    0.2907    2.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574    0.7786    3.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275   -2.1001    3.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.4925    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.1771    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130   -0.7048    0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729    0.7152    0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8172   -1.1317   -1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609    0.5757   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    0.7263   -3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -0.9312   -3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.3586   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055    1.3503    0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    0.9796   -2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974    2.0862   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
M  END


  Mrv0541 10261205152D          

 21 21  0  0  0  0            999 V2000
   -5.8929   -5.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6073   -5.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6073   -6.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -6.8652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1784   -6.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784   -5.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639   -5.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639   -6.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495   -6.4527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7495   -5.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -7.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6073   -7.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784   -4.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -6.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -6.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -7.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -7.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -8.1027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -8.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6060   -9.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -9.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  7  6  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  6  0  0  0
  4 12  1  1  0  0  0
  6 13  1  0  0  0  0
  9 14  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038798

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC(C)(O)[C@@H]1CCC(C)=CCC[C@@](C)(O)\C=C\1

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O4/c1-13-6-5-10-16(3,19)11-9-15(8-7-13)17(4,20)12-21-14(2)18/h6,9,11,15,19-20H,5,7-8,10,12H2,1-4H3/b11-9+,13-6-/t15-,16-,17?/m1/s1

> <INCHI_KEY>
RTFVWCRRSNVOBR-AEUJFMECSA-N

> <FORMULA>
C17H28O4

> <MOLECULAR_WEIGHT>
296.4018

> <EXACT_MASS>
296.198759384

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.42255222955836

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-2-[(1R,2E,4R)-4-hydroxy-4,8-dimethylcyclodeca-2,7-dien-1-yl]propyl acetate

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
2.034631555999999

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.586921345102972

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.939726446797607

> <JCHEM_PKA_STRONGEST_BASIC>
-1.229879866565545

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
84.83139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-2-[(1R,2E,4R)-4-hydroxy-4,8-dimethylcyclodeca-2,7-dien-1-yl]propyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038798
     RDKit          3D
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol
 49 49  0  0  0  0  0  0  0  0999 V2000
    6.2958   -0.2465    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -0.1157    0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156    0.7432    1.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9555   -0.9646   -0.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -1.0633    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8745    0.1338   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    0.3601   -1.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.2490    0.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    0.0240   -0.2422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2499   -0.1572    1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.3263    2.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.6085    2.2507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0584    0.6028    2.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5582   -1.5825    3.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710   -1.1862    0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7636   -0.3367    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -0.4090   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    0.3455   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682    0.1423   -3.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313    1.3540   -1.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1437    1.1841   -1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    0.6991   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -0.5211    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4393   -1.0491   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3758   -1.2759    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -2.0048   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127    1.4094   -2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077    0.2271   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8552   -0.4098   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374    2.0461   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -0.8897   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9458    0.1140    1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887   -0.3090    3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    1.4977    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435    0.2907    2.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574    0.7786    3.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275   -2.1001    3.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.4925    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.1771    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130   -0.7048    0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729    0.7152    0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8172   -1.1317   -1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609    0.5757   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    0.7263   -3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -0.9312   -3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.3586   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055    1.3503    0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    0.9796   -2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974    2.0862   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
M  END

HEADER    PROTEIN                                 26-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-OCT-12         0                                  
HETATM    1  C   UNK     0     -11.000  -9.735   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.334 -10.505   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.334 -12.045   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.000 -12.815   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.666 -12.045   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.666 -10.505   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.333  -9.735   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.333 -12.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.999 -12.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.999 -10.505   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -11.000 -14.355   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -12.334 -13.585   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.666  -8.965   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.665 -12.815   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.332 -12.045   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.665 -14.355   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.332 -13.585   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.332 -15.125   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.332 -16.665   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.998 -17.435   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.665 -17.435   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11   12                                             
CONECT    5    4    8                                                       
CONECT    6    1    7   13                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    7                                                       
CONECT   11    4                                                            
CONECT   12    4                                                            
CONECT   13    6                                                            
CONECT   14    9   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14   18                                                       
CONECT   17   14                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0038798
HETATM    1  C1  UNL     1       6.296  -0.247   0.128  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.862  -0.116   0.519  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.516   0.743   1.327  1.00  0.00           O  
HETATM    4  O2  UNL     1       3.955  -0.965  -0.037  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.584  -1.063   0.140  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.874   0.134  -0.353  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.284   0.360  -1.796  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.319   1.249   0.345  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.356   0.024  -0.242  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.250  -0.157   1.009  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.825  -0.326   2.145  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.343  -0.609   2.251  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.058   0.603   2.773  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.558  -1.583   3.246  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.871  -1.186   0.992  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.764  -0.337   0.164  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.326  -0.409  -1.257  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.382   0.345  -1.780  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.068   0.142  -3.221  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.631   1.354  -1.024  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.144   1.184  -1.075  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.691   0.699  -0.315  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.911  -0.521   1.020  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.439  -1.049  -0.610  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.376  -1.276   1.235  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.287  -2.005  -0.394  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.113   1.409  -2.096  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.408   0.227  -1.875  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.855  -0.410  -2.438  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.437   2.046  -0.226  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.127  -0.890  -0.898  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.946   0.114   1.641  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.389  -0.309   3.115  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.039   1.498   2.170  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.144   0.291   2.855  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.757   0.779   3.828  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.728  -2.100   3.444  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.965  -1.493   0.381  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.395  -2.177   1.133  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.813  -0.705   0.187  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.873   0.715   0.509  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.817  -1.132  -1.892  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.961   0.576  -3.767  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.217   0.726  -3.595  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.040  -0.931  -3.509  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.929   2.359  -1.377  1.00  0.00           H  
HETATM   47  H26 UNL     1      -1.905   1.350   0.073  1.00  0.00           H  
HETATM   48  H27 UNL     1       0.158   0.980  -2.112  1.00  0.00           H  
HETATM   49  H28 UNL     1       0.397   2.086  -0.740  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   25   26
CONECT    6    7    8    9
CONECT    7   27   28   29
CONECT    8   30
CONECT    9   10   21   31
CONECT   10   11   11   32
CONECT   11   12   33
CONECT   12   13   14   15
CONECT   13   34   35   36
CONECT   14   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   18   42
CONECT   18   19   20
CONECT   19   43   44   45
CONECT   20   21   46   47
CONECT   21   48   49
END

HMDB0038798
     RDKit          3D
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol
 49 49  0  0  0  0  0  0  0  0999 V2000
    6.2958   -0.2465    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -0.1157    0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156    0.7432    1.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9555   -0.9646   -0.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -1.0633    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8745    0.1338   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    0.3601   -1.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.2490    0.3451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    0.0240   -0.2422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2499   -0.1572    1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.3263    2.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428   -0.6085    2.2507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0584    0.6028    2.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5582   -1.5825    3.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710   -1.1862    0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7636   -0.3367    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -0.4090   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    0.3455   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682    0.1423   -3.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313    1.3540   -1.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1437    1.1841   -1.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    0.6991   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -0.5211    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4393   -1.0491   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3758   -1.2759    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -2.0048   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127    1.4094   -2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077    0.2271   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8552   -0.4098   -2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374    2.0461   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -0.8897   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9458    0.1140    1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3887   -0.3090    3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    1.4977    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435    0.2907    2.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574    0.7786    3.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275   -2.1001    3.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.4925    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.1771    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130   -0.7048    0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729    0.7152    0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8172   -1.1317   -1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609    0.5757   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    0.7263   -3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -0.9312   -3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.3586   -1.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9055    1.3503    0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    0.9796   -2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3974    2.0862   -0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
L-Tryptophan, N-(N-(1-oxodecyl)-L-alanyl)-, methyl ester	HMDB
L-Tryptophan,N-[N-(1-oxodecyl)-L-alanyl]-methyl ester	HMDB
2-Hydroxy-2-[(1R,2E,4R,7Z)-4-hydroxy-4,8-dimethylcyclodeca-2,7-dien-1-yl]propyl acetic acid	Generator

Chemical Formula

C₁₇H₂₈O₄

Average Molecular Weight

296.4018

Monoisotopic Molecular Weight

296.198759384

IUPAC Name

2-hydroxy-2-[(1R,2E,4R)-4-hydroxy-4,8-dimethylcyclodeca-2,7-dien-1-yl]propyl acetate

Traditional Name

2-hydroxy-2-[(1R,2E,4R)-4-hydroxy-4,8-dimethylcyclodeca-2,7-dien-1-yl]propyl acetate

CAS Registry Number

143305-08-2

SMILES

CC(=O)OCC(C)(O)[C@@H]1CCC(C)=CCC[C@@](C)(O)\C=C\1

InChI Identifier

InChI=1S/C17H28O4/c1-13-6-5-10-16(3,19)11-9-15(8-7-13)17(4,20)12-21-14(2)18/h6,9,11,15,19-20H,5,7-8,10,12H2,1-4H3/b11-9+,13-6-/t15-,16-,17?/m1/s1

InChI Key

RTFVWCRRSNVOBR-AEUJFMECSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Tertiary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038798)

Source

Endogenous

Endogenous (HMDB: HMDB0038798)

Plant

Plant (HMDB: HMDB0038798)

Animal

Animal (HMDB: HMDB0038798)

Exogenous

Food

Food (HMDB: HMDB0038798)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0038798)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038798)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038798)

Lipid metabolism pathway (HMDB: HMDB0038798)

Cellular process

Cell signaling (HMDB: HMDB0038798)

Biochemical process

Lipid transport (HMDB: HMDB0038798)

Role

Biological role

Energy source (HMDB: HMDB0038798)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038798)

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	0.21 g/L	ALOGPS
logP	2.4	ALOGPS
logP	2.03	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.94	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.83 m³·mol⁻¹	ChemAxon
Polarizability	33.42 Å³	ChemAxon
Number of Rings	1	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]+	172.133	31661259
DarkChem	[M-H]-	169.065	31661259
DeepCCS	[M+H]+	167.994	30932474
DeepCCS	[M-H]-	165.636	30932474
DeepCCS	[M-2H]-	199.531	30932474
DeepCCS	[M+Na]+	175.016	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	176.5	32859911
AllCCS	[M+HCOO]-	177.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.02 minutes	32390414
Predicted by Siyang on May 30, 2022	10.425 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.86 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2159.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	175.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	153.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	438.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	390.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	879.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	309.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	734.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	316.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	283.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	298.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	197.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol	CC(=O)OCC(C)(O)[C@@H]1CCC(C)=CCC[C@@](C)(O)\C=C\1	3037.8	Standard polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol	CC(=O)OCC(C)(O)[C@@H]1CCC(C)=CCC[C@@](C)(O)\C=C\1	2050.8	Standard non polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol	CC(=O)OCC(C)(O)[C@@H]1CCC(C)=CCC[C@@](C)(O)\C=C\1	2102.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol,1TMS,isomer #1	CC(=O)OCC(C)(O[Si](C)(C)C)[C@H]1/C=C/[C@](C)(O)CCC=C(C)CC1	2180.3	Semi standard non polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol,1TMS,isomer #2	CC(=O)OCC(C)(O)[C@H]1/C=C/[C@](C)(O[Si](C)(C)C)CCC=C(C)CC1	2188.4	Semi standard non polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol,2TMS,isomer #1	CC(=O)OCC(C)(O[Si](C)(C)C)[C@H]1/C=C/[C@](C)(O[Si](C)(C)C)CCC=C(C)CC1	2246.5	Semi standard non polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol,1TBDMS,isomer #1	CC(=O)OCC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1/C=C/[C@](C)(O)CCC=C(C)CC1	2409.3	Semi standard non polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol,1TBDMS,isomer #2	CC(=O)OCC(C)(O)[C@H]1/C=C/[C@](C)(O[Si](C)(C)C(C)(C)C)CCC=C(C)CC1	2417.0	Semi standard non polar	33892256
(1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol,2TBDMS,isomer #1	CC(=O)OCC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1/C=C/[C@](C)(O[Si](C)(C)C(C)(C)C)CCC=C(C)CC1	2703.6	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 - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-4890000000-7bdcbe91fdff0cd65df6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0ufu-9274200000-dde72be9b106eb4b0aec	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 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 - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 10V, Positive-QTOF	splash10-004j-0190000000-872de873f49289f18413	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 20V, Positive-QTOF	splash10-01ti-1590000000-71b39e23b80eefd00039	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 40V, Positive-QTOF	splash10-066u-9540000000-4a72bc0d95cf417c3873	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 10V, Negative-QTOF	splash10-0002-5090000000-27df0cdf03a47788cca5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 20V, Negative-QTOF	splash10-0a4i-9570000000-81cb1fdce8f31737cbd3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 40V, Negative-QTOF	splash10-0a4i-9510000000-76276503e83be62b9699	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 10V, Negative-QTOF	splash10-052b-1090000000-7ca9c4cf07c8687fc714	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 20V, Negative-QTOF	splash10-0a4i-9000000000-d1017fff51b7592bd0df	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 40V, Negative-QTOF	splash10-0a4i-9010000000-dde8f8bbe3951a20542c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 10V, Positive-QTOF	splash10-00n1-0190000000-29e0e89fe2cb9d968d1b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 20V, Positive-QTOF	splash10-0670-1190000000-7ed87713b30680a899c8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 40V, Positive-QTOF	splash10-0a6s-9420000000-286629a03a4c6fc54d7f	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB018223

KNApSAcK ID

Not Available

Chemspider ID

30777292

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol (HMDB0038798)

MOL for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

3D MOL for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

3D SDF for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

3D-SDF for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

PDB for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

3D PDB for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

SMILES for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

INCHI for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

Structure for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

3D Structure for HMDB0038798 ((1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra