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Showing metabocard for Gibberellin A98 (HMDB0041510)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:11:55 UTC
Update Date2022-03-07 02:57:03 UTC
HMDB IDHMDB0041510
Secondary Accession Numbers
  • HMDB41510
Metabolite Identification
Common NameGibberellin A98
DescriptionGibberellin A98, also known as GA98, belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position. Based on a literature review a significant number of articles have been published on Gibberellin A98.
Structure
Data?1595529932
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041510 (Gibberellin A98)


  Mrv1652307232020422D          

 28 32  0  0  1  0            999 V2000
    0.1402   -0.5225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0859    0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3766    1.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1398    1.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.8157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8605    1.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4436    0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954    0.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6200    0.1410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7874    0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    0.0329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -1.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.5573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0727   -0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -1.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.0887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3584   -0.6856    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3584    0.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    0.5538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6461   -0.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6523    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7360    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444    1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1052    0.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7871    0.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5352    1.9931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  5 11  1  1  0  0  0
  1 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 19 22  1  0  0  0  0
 21 23  1  6  0  0  0
 19 24  1  6  0  0  0
 25 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 24  2  0  0  0  0
 21  5  1  0  0  0  0
 22 18  1  1  0  0  0
 22  1  1  0  0  0  0
 20 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 15 27  1  1  0  0  0
  6 28  1  0  0  0  0
M  END
Download

3D MOL for HMDB0041510 (Gibberellin A98)

HMDB0041510
     RDKit          3D
Gibberellin A98
 52 56  0  0  0  0  0  0  0  0999 V2000
    3.8837    0.2317   -1.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268    0.2073   -0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    1.0893   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377    0.3592    0.4305 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3382   -0.0180    1.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -0.6618    0.3357 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6066   -0.6190    0.8003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006   -2.0691    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -2.1502    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6910   -0.9175   -0.2069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7773   -0.7585   -0.0944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2911   -1.4854    1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404   -1.0373    1.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0526    0.1621    1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1234    0.5644    1.6810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808    1.0054    0.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8389    2.4164    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0129    0.5759   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9049   -0.9120   -1.3523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4132   -1.1988   -2.6191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577   -1.2830   -1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9523    0.7734    0.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0364    1.0214    1.0652 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3859    2.3338    1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5727    2.7288    1.4918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4812    3.3311    1.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676    0.8997   -2.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -0.4031   -2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489    2.0940   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2943    1.0428   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0978   -0.6830    2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077    0.8338    1.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2318   -0.6994    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588   -2.7557    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -2.3230   -0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -2.3265    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9398   -3.0140   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.9551   -1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305   -1.5533    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4766   -2.5445    0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    2.5063   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    2.6426    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    3.1779   -0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    1.0547   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0261    0.9721   -1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680   -1.4060   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -1.6334   -2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.9845   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3941   -2.3891   -1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6337    1.1635   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593    0.4310    1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    3.1628    2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  6  2  1  0
 21 11  1  0
 10  4  1  0
 22 11  1  0
 23  4  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  6
 12 39  1  0
 12 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  6
 23 51  1  1
 26 52  1  0
M  END
Download

3D SDF for HMDB0041510 (Gibberellin A98)


  Mrv1652307232020422D          

 28 32  0  0  1  0            999 V2000
    0.1402   -0.5225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0859    0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3766    1.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1398    1.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.8157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8605    1.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4436    0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954    0.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6200    0.1410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7874    0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    0.0329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -1.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.5573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0727   -0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -1.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.0887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3584   -0.6856    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3584    0.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    0.5538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6461   -0.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6523    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7360    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444    1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1052    0.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7871    0.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5352    1.9931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  5 11  1  1  0  0  0
  1 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 19 22  1  0  0  0  0
 21 23  1  6  0  0  0
 19 24  1  6  0  0  0
 25 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 24  2  0  0  0  0
 21  5  1  0  0  0  0
 22 18  1  1  0  0  0
 22  1  1  0  0  0  0
 20 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 15 27  1  1  0  0  0
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041510

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)C[C@@H](O)C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-10-5-18-8-20(10,25)4-3-12(18)19-7-11(21)6-17(2,16(24)26-9-19)14(19)13(18)15(22)23/h11-14,21,25H,1,3-9H2,2H3,(H,22,23)/t11-,12-,13-,14-,17-,18+,19-,20+/m1/s1

> <INCHI_KEY>
MEKWLWHELUEYHS-VGGMDSHUSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.25392211596139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5S,8S,9S,10S,11R,16S)-5,16-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.42368828866666636

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.199216971836005

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.246733004478766

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9048824007538662

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
90.48259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8S,9S,10S,11R,16S)-5,16-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0041510 (Gibberellin A98)

HMDB0041510
     RDKit          3D
Gibberellin A98
 52 56  0  0  0  0  0  0  0  0999 V2000
    3.8837    0.2317   -1.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268    0.2073   -0.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    1.0893   -0.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377    0.3592    0.4305 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3382   -0.0180    1.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -0.6618    0.3357 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6066   -0.6190    0.8003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006   -2.0691    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -2.1502    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6910   -0.9175   -0.2069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7773   -0.7585   -0.0944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2911   -1.4854    1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404   -1.0373    1.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0526    0.1621    1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1234    0.5644    1.6810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808    1.0054    0.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8389    2.4164    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0129    0.5759   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9049   -0.9120   -1.3523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4132   -1.1988   -2.6191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577   -1.2830   -1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9523    0.7734    0.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0364    1.0214    1.0652 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3859    2.3338    1.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5727    2.7288    1.4918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4812    3.3311    1.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676    0.8997   -2.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -0.4031   -2.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489    2.0940   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2943    1.0428   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0978   -0.6830    2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077    0.8338    1.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2318   -0.6994    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3588   -2.7557    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -2.3230   -0.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562   -2.3265    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9398   -3.0140   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.9551   -1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305   -1.5533    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4766   -2.5445    0.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    2.5063   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680    2.6426    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    3.1779   -0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    1.0547   -1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0261    0.9721   -1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4680   -1.4060   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004   -1.6334   -2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.9845   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3941   -2.3891   -1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6337    1.1635   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593    0.4310    1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    3.1628    2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  6  2  1  0
 21 11  1  0
 10  4  1  0
 22 11  1  0
 23  4  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  6
 12 39  1  0
 12 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  6
 23 51  1  1
 26 52  1  0
M  END
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PDB for HMDB0041510 (Gibberellin A98)

HEADER    PROTEIN                                 23-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-20         0                                  
HETATM    1  C   UNK     0       0.262  -0.975   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.027   1.818   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.703   3.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.128   3.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.271   1.523   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.473   2.834   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.695   0.171   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.725   1.315   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.157   0.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.203   0.883   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -0.214   0.061   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       0.739  -2.439   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.246  -2.758   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.290  -3.585   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.869   1.040   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.869  -0.499   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.549  -2.813   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      -1.200  -2.032   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -2.536  -1.280   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.536   1.811   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.206   1.034   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.206  -0.503   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.218   2.887   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.241   0.275   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.256   2.890   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.063   0.366   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -5.203   1.810   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.732   3.720   0.000  0.00  0.00           O+0
CONECT    1    9   12   22                                                  
CONECT    2    9    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    9   11   21                                             
CONECT    6    4    8    2   28                                             
CONECT    7    8    9                                                       
CONECT    8    6    7   10                                                  
CONECT    9    5    7    2    1                                             
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   16   20   27                                                  
CONECT   16   15   19                                                       
CONECT   17   19                                                            
CONECT   18   22                                                            
CONECT   19   22   24   16   17                                             
CONECT   20   21   15                                                       
CONECT   21   20   22   23    5                                             
CONECT   22   21   19   18    1                                             
CONECT   23   21   25                                                       
CONECT   24   19   25   26                                                  
CONECT   25   24   23                                                       
CONECT   26   24                                                            
CONECT   27   15                                                            
CONECT   28    6                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END
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3D PDB for HMDB0041510 (Gibberellin A98)

COMPND    HMDB0041510
HETATM    1  C1  UNL     1       3.884   0.232  -1.947  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.127   0.207  -0.865  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.907   1.089  -0.665  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.238   0.359   0.431  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.338  -0.018   1.340  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.314  -0.662   0.336  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.607  -0.619   0.800  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.801  -2.069   0.122  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.289  -2.150   0.367  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.691  -0.918  -0.207  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.777  -0.759  -0.094  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.291  -1.485   1.097  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.540  -1.037   1.580  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.053   0.162   1.183  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.123   0.564   1.681  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.381   1.005   0.178  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.839   2.416   0.367  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.013   0.576  -1.169  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.905  -0.912  -1.352  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.413  -1.199  -2.619  1.00  0.00           O  
HETATM   21  C17 UNL     1      -1.458  -1.283  -1.336  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.952   0.773   0.006  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.036   1.021   1.065  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.386   2.334   1.501  1.00  0.00           C  
HETATM   25  O5  UNL     1       1.573   2.729   1.492  1.00  0.00           O  
HETATM   26  O6  UNL     1      -0.481   3.331   1.984  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.668   0.900  -2.770  1.00  0.00           H  
HETATM   28  H2  UNL     1       4.754  -0.403  -2.080  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.249   2.094  -0.529  1.00  0.00           H  
HETATM   30  H4  UNL     1       1.294   1.043  -1.599  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.098  -0.683   2.167  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.908   0.834   1.766  1.00  0.00           H  
HETATM   33  H7  UNL     1       5.232  -0.699   0.040  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.359  -2.756   0.770  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.973  -2.323  -0.946  1.00  0.00           H  
HETATM   36  H10 UNL     1       1.156  -2.326   1.429  1.00  0.00           H  
HETATM   37  H11 UNL     1       0.940  -3.014  -0.214  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.921  -0.955  -1.315  1.00  0.00           H  
HETATM   39  H13 UNL     1      -0.631  -1.553   1.959  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.477  -2.545   0.765  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.868   2.506  -0.088  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.068   2.643   1.452  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.237   3.178  -0.122  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.373   1.055  -1.940  1.00  0.00           H  
HETATM   45  H19 UNL     1      -4.026   0.972  -1.268  1.00  0.00           H  
HETATM   46  H20 UNL     1      -3.468  -1.406  -0.554  1.00  0.00           H  
HETATM   47  H21 UNL     1      -4.300  -1.633  -2.574  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.942  -0.984  -2.264  1.00  0.00           H  
HETATM   49  H23 UNL     1      -1.394  -2.389  -1.284  1.00  0.00           H  
HETATM   50  H24 UNL     1      -0.634   1.163  -0.980  1.00  0.00           H  
HETATM   51  H25 UNL     1      -0.259   0.431   1.983  1.00  0.00           H  
HETATM   52  H26 UNL     1      -0.836   3.163   2.922  1.00  0.00           H  
CONECT    1    2    2   27   28
CONECT    2    3    6
CONECT    3    4   29   30
CONECT    4    5   10   23
CONECT    5    6   31   32
CONECT    6    7    8
CONECT    7   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38
CONECT   11   12   21   22
CONECT   12   13   39   40
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   18   22
CONECT   17   41   42   43
CONECT   18   19   44   45
CONECT   19   20   21   46
CONECT   20   47
CONECT   21   48   49
CONECT   22   23   50
CONECT   23   24   51
CONECT   24   25   25   26
CONECT   26   52
END
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SMILES for HMDB0041510 (Gibberellin A98)

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)C[C@@H](O)C2
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INCHI for HMDB0041510 (Gibberellin A98)

InChI=1S/C20H26O6/c1-10-5-18-8-20(10,25)4-3-12(18)19-7-11(21)6-17(2,16(24)26-9-19)14(19)13(18)15(22)23/h11-14,21,25H,1,3-9H2,2H3,(H,22,23)/t11-,12-,13-,14-,17-,18+,19-,20+/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
GA98ChEBI
Gibberellin A98HMDB
Chemical FormulaC20H26O6
Average Molecular Weight362.422
Monoisotopic Molecular Weight362.172938557
IUPAC Name(1R,2R,5S,8S,9S,10S,11R,16S)-5,16-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid
Traditional Name(1R,2R,5S,8S,9S,10S,11R,16S)-5,16-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid
CAS Registry Number95784-14-8
SMILES
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)C[C@@H](O)C2
InChI Identifier
InChI=1S/C20H26O6/c1-10-5-18-8-20(10,25)4-3-12(18)19-7-11(21)6-17(2,16(24)26-9-19)14(19)13(18)15(22)23/h11-14,21,25H,1,3-9H2,2H3,(H,22,23)/t11-,12-,13-,14-,17-,18+,19-,20+/m1/s1
InChI KeyMEKWLWHELUEYHS-VGGMDSHUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentC19-gibberellin 6-carboxylic acids
Alternative Parents
Substituents
  • 20-norgibberellane-6-carboxylic acid
  • 2-hydroxy,20-norgibberellane
  • Diterpene lactone
  • Delta_valerolactone
  • Delta valerolactone
  • Oxane
  • Dicarboxylic acid or derivatives
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.33 g/LALOGPS
logP0.44ALOGPS
logP0.42ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)4.25ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity90.48 m³·mol⁻¹ChemAxon
Polarizability37.25 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-216.57530932474
DeepCCS[M+Na]+190.92130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Gibberellin A98[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)C[C@@H](O)C23944.3Standard polar33892256
Gibberellin A98[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)C[C@@H](O)C22864.0Standard non polar33892256
Gibberellin A98[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)C[C@@H](O)C23314.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Gibberellin A98,1TMS,isomer #1C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O)C1)[C@H]2[C@@H]3C(=O)O2957.1Semi standard non polar33892256
Gibberellin A98,1TMS,isomer #2C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C2862.2Semi standard non polar33892256
Gibberellin A98,1TMS,isomer #3C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)C1)[C@H]2[C@@H]3C(=O)O2874.2Semi standard non polar33892256
Gibberellin A98,2TMS,isomer #1C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)C1)[C@H]2[C@@H]3C(=O)O2888.7Semi standard non polar33892256
Gibberellin A98,2TMS,isomer #2C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C2885.0Semi standard non polar33892256
Gibberellin A98,2TMS,isomer #3C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C2832.6Semi standard non polar33892256
Gibberellin A98,3TMS,isomer #1C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C2850.5Semi standard non polar33892256
Gibberellin A98,1TBDMS,isomer #1C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O)C1)[C@H]2[C@@H]3C(=O)O3199.1Semi standard non polar33892256
Gibberellin A98,1TBDMS,isomer #2C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C3109.6Semi standard non polar33892256
Gibberellin A98,1TBDMS,isomer #3C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)C1)[C@H]2[C@@H]3C(=O)O3108.6Semi standard non polar33892256
Gibberellin A98,2TBDMS,isomer #1C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)C1)[C@H]2[C@@H]3C(=O)O3344.2Semi standard non polar33892256
Gibberellin A98,2TBDMS,isomer #2C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C3361.1Semi standard non polar33892256
Gibberellin A98,2TBDMS,isomer #3C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C3296.8Semi standard non polar33892256
Gibberellin A98,3TBDMS,isomer #1C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@]12COC(=O)[C@](C)(C[C@@H](O[Si](C)(C)C(C)(C)C)C1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C3532.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Gibberellin A98 GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gibberellin A98 GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gibberellin A98 10V, Negative-QTOFsplash10-03di-0009000000-13fa5d274b532949cdc92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gibberellin A98 20V, Negative-QTOFsplash10-03di-0009000000-92f312da8ce7eff2acec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gibberellin A98 40V, Negative-QTOFsplash10-08fr-1029000000-ab9403dc61130f136b772021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gibberellin A98 10V, Positive-QTOFsplash10-03di-0009000000-8e56b59c9fec783d966b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gibberellin A98 20V, Positive-QTOFsplash10-03di-0019000000-ceee72ffe0f0b9a429512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gibberellin A98 40V, Positive-QTOFsplash10-03di-0009000000-07b49860e548398798ad2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021483
KNApSAcK IDC00000299
Chemspider ID58827473
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101997919
PDB IDNot Available
ChEBI ID133480
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.