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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:48:10 UTC

Update Date

2022-03-07 02:55:47 UTC

HMDB ID

HMDB0038483

Secondary Accession Numbers

HMDB38483

Metabolite Identification

Common Name

Auxin a

Description

Auxin a, also known as auxen triolate or auxin-a, belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a small amount of articles have been published on Auxin a.

Structure

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

HMDB0038483
     RDKit          3D
Auxin a
 55 55  0  0  0  0  0  0  0  0999 V2000
   -1.9100    2.7723    1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    2.4499    0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450    1.9662   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    1.7018   -1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7921    0.8403   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4377    1.0699   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -0.1124    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589   -0.1638    0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4648   -0.4800    1.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674    1.1067    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658    1.4783   -0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178    2.6768   -0.9079 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.4654   -1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    1.0076   -2.9529 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910    0.3241   -1.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -0.2009    0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9828    0.7441   -1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -1.1555   -0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209   -2.3385    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236   -3.1798    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2432   -3.2709    0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1379   -4.4890    1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -0.3725   -0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3141    1.8954    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729    3.5783    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    3.2524    2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6538    3.4166    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067    1.7664    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    2.8394   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958    1.0674   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    2.6817   -1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    1.2775   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    0.4941   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    2.0617   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -0.9102   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -1.0245    2.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195    1.0685    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.9824    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7207    1.7020   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    3.3962   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074   -0.5227   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.7987   -2.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7509    1.1396   -1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744   -1.5438   -1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327   -2.1440    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880   -3.1948   -0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -4.2121    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708   -2.7049    0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289   -2.8704    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.6198   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4190   -4.2848    2.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3396   -5.3193    0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1399   -4.8703    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0215   -0.9345   -0.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922   -0.1025    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 18 23  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END


  Mrv0541 05061310292D          

 23 23  0  0  0  0            999 V2000
   -3.1065    3.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935    5.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    1.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6366    3.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2860    3.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804    4.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5681    3.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286    1.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    2.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519    3.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9806    2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389    3.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    3.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038483

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C1CC(C(C)CC)C(=C1)C(O)CC(O)C(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O5/c1-5-10(3)12-7-13(11(4)6-2)14(8-12)15(19)9-16(20)17(21)18(22)23/h8,10-13,15-17,19-21H,5-7,9H2,1-4H3,(H,22,23)

> <INCHI_KEY>
RKOUCPMGBBKLNK-UHFFFAOYSA-N

> <FORMULA>
C18H32O5

> <MOLECULAR_WEIGHT>
328.4437

> <EXACT_MASS>
328.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
36.443615528861045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[3,5-bis(butan-2-yl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoic acid

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.239092279666666

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.225081465662043

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7862745730531264

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0082127470425837

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
89.39699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[3,5-bis(sec-butyl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038483
     RDKit          3D
Auxin a
 55 55  0  0  0  0  0  0  0  0999 V2000
   -1.9100    2.7723    1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    2.4499    0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450    1.9662   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    1.7018   -1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7921    0.8403   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4377    1.0699   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -0.1124    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589   -0.1638    0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4648   -0.4800    1.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674    1.1067    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658    1.4783   -0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178    2.6768   -0.9079 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.4654   -1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    1.0076   -2.9529 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910    0.3241   -1.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -0.2009    0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9828    0.7441   -1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -1.1555   -0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209   -2.3385    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236   -3.1798    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2432   -3.2709    0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1379   -4.4890    1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -0.3725   -0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3141    1.8954    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729    3.5783    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    3.2524    2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6538    3.4166    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067    1.7664    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    2.8394   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958    1.0674   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    2.6817   -1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    1.2775   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    0.4941   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    2.0617   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -0.9102   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -1.0245    2.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195    1.0685    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.9824    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7207    1.7020   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    3.3962   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074   -0.5227   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.7987   -2.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7509    1.1396   -1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744   -1.5438   -1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327   -2.1440    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880   -3.1948   -0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -4.2121    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708   -2.7049    0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289   -2.8704    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.6198   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4190   -4.2848    2.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3396   -5.3193    0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1399   -4.8703    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0215   -0.9345   -0.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922   -0.1025    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 18 23  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.799   5.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.415   9.349   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.989   3.201   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.055   6.337   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.267   5.853   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.270   8.319   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.060   6.102   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.800   3.624   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.274   4.251   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.362   4.608   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.590   6.813   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.830   4.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.446   5.782   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.607   4.251   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.941   3.481   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.608   3.481   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.942   4.251   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.275   3.481   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.941   1.941   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.608   1.941   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.942   5.791   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.609   4.251   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.275   1.941   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5    1   10                                                       
CONECT    6    2   11                                                       
CONECT    7   12   13                                                       
CONECT    8   12   14                                                       
CONECT    9   15   16                                                       
CONECT   10    3    5   12                                                  
CONECT   11    4    6   13                                                  
CONECT   12    7    8   10                                                  
CONECT   13    7   11   14                                                  
CONECT   14    8   13   15                                                  
CONECT   15    9   14   19                                                  
CONECT   16    9   17   20                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   22   23                                                  
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0038483
HETATM    1  C1  UNL     1      -1.910   2.772   1.444  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.088   2.450   0.564  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.745   1.966  -0.797  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.042   1.702  -1.547  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.792   0.840  -0.905  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.438   1.070  -0.356  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.108  -0.112   0.031  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.459  -0.164   0.610  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.465  -0.480   1.964  1.00  0.00           O  
HETATM   10  C9  UNL     1       2.267   1.107   0.458  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.566   1.478  -0.966  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.318   2.677  -0.908  1.00  0.00           O  
HETATM   13  C11 UNL     1       3.468   0.465  -1.665  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.738   1.008  -2.953  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.791   0.324  -1.026  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.873  -0.201   0.103  1.00  0.00           O  
HETATM   17  O5  UNL     1       5.983   0.744  -1.605  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.872  -1.155  -0.169  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.921  -2.339   0.710  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.124  -3.180   0.184  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.243  -3.271   0.492  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.138  -4.489   1.411  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.203  -0.373  -0.094  1.00  0.00           C  
HETATM   24  H1  UNL     1      -1.314   1.895   1.734  1.00  0.00           H  
HETATM   25  H2  UNL     1      -1.273   3.578   1.009  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.275   3.252   2.412  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.654   3.417   0.465  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.807   1.766   1.065  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.277   2.839  -1.343  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.896   1.067  -2.419  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.469   2.682  -1.846  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.787   1.277  -0.813  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.653   0.494  -1.954  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.021   2.062  -0.285  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.057  -0.910  -0.006  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.264  -1.024   2.183  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.220   1.068   1.012  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.724   1.982   0.897  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.721   1.702  -1.608  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.806   3.396  -0.453  1.00  0.00           H  
HETATM   41  H18 UNL     1       3.007  -0.523  -1.759  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.300   1.799  -2.874  1.00  0.00           H  
HETATM   43  H20 UNL     1       6.751   1.140  -1.102  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.874  -1.544  -1.240  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.133  -2.144   1.765  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.988  -3.195  -0.909  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.029  -4.212   0.551  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.071  -2.705   0.463  1.00  0.00           H  
HETATM   49  H26 UNL     1       1.229  -2.870   0.668  1.00  0.00           H  
HETATM   50  H27 UNL     1       0.190  -3.620  -0.561  1.00  0.00           H  
HETATM   51  H28 UNL     1      -0.419  -4.285   2.324  1.00  0.00           H  
HETATM   52  H29 UNL     1      -0.340  -5.319   0.830  1.00  0.00           H  
HETATM   53  H30 UNL     1       1.140  -4.870   1.694  1.00  0.00           H  
HETATM   54  H31 UNL     1      -3.021  -0.935  -0.549  1.00  0.00           H  
HETATM   55  H32 UNL     1      -2.392  -0.103   0.961  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    5   29
CONECT    4   30   31   32
CONECT    5    6   23   33
CONECT    6    7    7   34
CONECT    7    8   18
CONECT    8    9   10   35
CONECT    9   36
CONECT   10   11   37   38
CONECT   11   12   13   39
CONECT   12   40
CONECT   13   14   15   41
CONECT   14   42
CONECT   15   16   16   17
CONECT   17   43
CONECT   18   19   23   44
CONECT   19   20   21   45
CONECT   20   46   47   48
CONECT   21   22   49   50
CONECT   22   51   52   53
CONECT   23   54   55
END

HMDB0038483
     RDKit          3D
Auxin a
 55 55  0  0  0  0  0  0  0  0999 V2000
   -1.9100    2.7723    1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    2.4499    0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450    1.9662   -0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421    1.7018   -1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7921    0.8403   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4377    1.0699   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084   -0.1124    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4589   -0.1638    0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4648   -0.4800    1.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674    1.1067    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658    1.4783   -0.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178    2.6768   -0.9079 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.4654   -1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7375    1.0076   -2.9529 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910    0.3241   -1.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -0.2009    0.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9828    0.7441   -1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -1.1555   -0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209   -2.3385    0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236   -3.1798    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2432   -3.2709    0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1379   -4.4890    1.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030   -0.3725   -0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3141    1.8954    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729    3.5783    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    3.2524    2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6538    3.4166    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067    1.7664    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    2.8394   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958    1.0674   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    2.6817   -1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    1.2775   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    0.4941   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    2.0617   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -0.9102   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -1.0245    2.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195    1.0685    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.9824    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7207    1.7020   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    3.3962   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074   -0.5227   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.7987   -2.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7509    1.1396   -1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744   -1.5438   -1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327   -2.1440    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880   -3.1948   -0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -4.2121    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708   -2.7049    0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289   -2.8704    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.6198   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4190   -4.2848    2.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3396   -5.3193    0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1399   -4.8703    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0215   -0.9345   -0.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922   -0.1025    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 18 23  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(2,4-Di-sec-butyl-cyclopent-5-enyl)-2,3,5-trihydroxy-valeric acid	ChEBI
5-(3,5-Di-sec-butylcyclopent-1-enyl)-2,3,5-trihydroxyvaleric acid	ChEBI
5-C-(3,5-Bis(1-methylpropyl)-1-cyclopenten-1-yl)-4-deoxy-pentonic acid	ChEBI
Auxen triolic acid	ChEBI
Auxentriolic acid	ChEBI
Auxin-a	ChEBI
5-(2,4-Di-sec-butyl-cyclopent-5-enyl)-2,3,5-trihydroxy-valerate	Generator
5-(3,5-Di-sec-butylcyclopent-1-enyl)-2,3,5-trihydroxyvalerate	Generator
5-C-(3,5-Bis(1-methylpropyl)-1-cyclopenten-1-yl)-4-deoxy-pentonate	Generator
Auxen triolate	Generator
Auxentriolate	Generator
Acids, indolylacetic	HMDB
Auxin	HMDB
Indoleacetic acids	HMDB
Auxins	HMDB
Acids, indoleacetic	HMDB
Indolylacetic acids	HMDB
5-[3,5-Bis(butan-2-yl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoate	HMDB

Chemical Formula

C₁₈H₃₂O₅

Average Molecular Weight

328.4437

Monoisotopic Molecular Weight

328.224974134

IUPAC Name

5-[3,5-bis(butan-2-yl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoic acid

Traditional Name

5-[3,5-bis(sec-butyl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C1CC(C(C)CC)C(=C1)C(O)CC(O)C(O)C(O)=O

InChI Identifier

InChI=1S/C18H32O5/c1-5-10(3)12-7-13(11(4)6-2)14(8-12)15(19)9-16(20)17(21)18(22)23/h8,10-13,15-17,19-21H,5-7,9H2,1-4H3,(H,22,23)

InChI Key

RKOUCPMGBBKLNK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Fatty acyl
Monosaccharide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
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: HMDB0038483)

Source

Endogenous

Endogenous (HMDB: HMDB0038483)

Plant

Plant (HMDB: HMDB0038483)
Poaceae (HMDB: HMDB0038483)

Animal

Animal (HMDB: HMDB0038483)

Exogenous

Food

Food (HMDB: HMDB0038483)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Nut

Nuts (FooDB: FOOD00869)

Exogenous (HMDB: HMDB0038483)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038483)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038483)

Lipid metabolism pathway (HMDB: HMDB0038483)

Cellular process

Cell signaling (HMDB: HMDB0038483)

Biochemical process

Lipid transport (HMDB: HMDB0038483)

Role

Biological role

Energy source (HMDB: HMDB0038483)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038483)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	196 °C	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	0.51 g/L	ALOGPS
logP	3	ALOGPS
logP	2.24	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	89.4 m³·mol⁻¹	ChemAxon
Polarizability	36.44 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]+	176.705	31661259
DarkChem	[M-H]-	175.081	31661259
DeepCCS	[M+H]+	185.783	30932474
DeepCCS	[M-H]-	183.425	30932474
DeepCCS	[M-2H]-	216.311	30932474
DeepCCS	[M+Na]+	191.876	30932474
AllCCS	[M+H]+	184.1	32859911
AllCCS	[M+H-H2O]+	181.2	32859911
AllCCS	[M+NH4]+	186.7	32859911
AllCCS	[M+Na]+	187.4	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	185.8	32859911
AllCCS	[M+HCOO]-	186.9	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. Predicted by Afia on May 17, 2022.	5.53 minutes	32390414
Predicted by Siyang on May 30, 2022	14.2769 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.14 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	47.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2349.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	276.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	172.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	149.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	660.9 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	643.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1115.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	545.3 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	1637.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	369.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	440.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	230.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	164.8 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	33.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Auxin a	CCC(C)C1CC(C(C)CC)C(=C1)C(O)CC(O)C(O)C(O)=O	3760.7	Standard polar	33892256
Auxin a	CCC(C)C1CC(C(C)CC)C(=C1)C(O)CC(O)C(O)C(O)=O	2251.9	Standard non polar	33892256
Auxin a	CCC(C)C1CC(C(C)CC)C(=C1)C(O)CC(O)C(O)C(O)=O	2460.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Auxin a,1TMS,isomer #1	CCC(C)C1C=C(C(CC(O)C(O)C(=O)O)O[Si](C)(C)C)C(C(C)CC)C1	2535.7	Semi standard non polar	33892256
Auxin a,1TMS,isomer #2	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C)C(O)C(=O)O)C(C(C)CC)C1	2540.4	Semi standard non polar	33892256
Auxin a,1TMS,isomer #3	CCC(C)C1C=C(C(O)CC(O)C(O[Si](C)(C)C)C(=O)O)C(C(C)CC)C1	2571.1	Semi standard non polar	33892256
Auxin a,1TMS,isomer #4	CCC(C)C1C=C(C(O)CC(O)C(O)C(=O)O[Si](C)(C)C)C(C(C)CC)C1	2539.3	Semi standard non polar	33892256
Auxin a,2TMS,isomer #1	CCC(C)C1C=C(C(CC(O[Si](C)(C)C)C(O)C(=O)O)O[Si](C)(C)C)C(C(C)CC)C1	2507.3	Semi standard non polar	33892256
Auxin a,2TMS,isomer #2	CCC(C)C1C=C(C(CC(O)C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)C(C(C)CC)C1	2545.4	Semi standard non polar	33892256
Auxin a,2TMS,isomer #3	CCC(C)C1C=C(C(CC(O)C(O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(C(C)CC)C1	2484.0	Semi standard non polar	33892256
Auxin a,2TMS,isomer #4	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O)C(C(C)CC)C1	2531.8	Semi standard non polar	33892256
Auxin a,2TMS,isomer #5	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C)C(O)C(=O)O[Si](C)(C)C)C(C(C)CC)C1	2504.5	Semi standard non polar	33892256
Auxin a,2TMS,isomer #6	CCC(C)C1C=C(C(O)CC(O)C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(C(C)CC)C1	2538.3	Semi standard non polar	33892256
Auxin a,3TMS,isomer #1	CCC(C)C1C=C(C(CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)C(C(C)CC)C1	2487.9	Semi standard non polar	33892256
Auxin a,3TMS,isomer #2	CCC(C)C1C=C(C(CC(O[Si](C)(C)C)C(O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(C(C)CC)C1	2469.7	Semi standard non polar	33892256
Auxin a,3TMS,isomer #3	CCC(C)C1C=C(C(CC(O)C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(C(C)CC)C1	2486.0	Semi standard non polar	33892256
Auxin a,3TMS,isomer #4	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(C(C)CC)C1	2487.3	Semi standard non polar	33892256
Auxin a,4TMS,isomer #1	CCC(C)C1C=C(C(CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(C(C)CC)C1	2478.8	Semi standard non polar	33892256
Auxin a,1TBDMS,isomer #1	CCC(C)C1C=C(C(CC(O)C(O)C(=O)O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2762.1	Semi standard non polar	33892256
Auxin a,1TBDMS,isomer #2	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C(C)(C)C)C(O)C(=O)O)C(C(C)CC)C1	2765.1	Semi standard non polar	33892256
Auxin a,1TBDMS,isomer #3	CCC(C)C1C=C(C(O)CC(O)C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(C(C)CC)C1	2797.3	Semi standard non polar	33892256
Auxin a,1TBDMS,isomer #4	CCC(C)C1C=C(C(O)CC(O)C(O)C(=O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2764.8	Semi standard non polar	33892256
Auxin a,2TBDMS,isomer #1	CCC(C)C1C=C(C(CC(O[Si](C)(C)C(C)(C)C)C(O)C(=O)O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2952.8	Semi standard non polar	33892256
Auxin a,2TBDMS,isomer #2	CCC(C)C1C=C(C(CC(O)C(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2982.8	Semi standard non polar	33892256
Auxin a,2TBDMS,isomer #3	CCC(C)C1C=C(C(CC(O)C(O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2947.3	Semi standard non polar	33892256
Auxin a,2TBDMS,isomer #4	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O)C(C(C)CC)C1	2977.2	Semi standard non polar	33892256
Auxin a,2TBDMS,isomer #5	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C(C)(C)C)C(O)C(=O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2961.4	Semi standard non polar	33892256
Auxin a,2TBDMS,isomer #6	CCC(C)C1C=C(C(O)CC(O)C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	2982.8	Semi standard non polar	33892256
Auxin a,3TBDMS,isomer #1	CCC(C)C1C=C(C(CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	3175.5	Semi standard non polar	33892256
Auxin a,3TBDMS,isomer #2	CCC(C)C1C=C(C(CC(O[Si](C)(C)C(C)(C)C)C(O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	3166.0	Semi standard non polar	33892256
Auxin a,3TBDMS,isomer #3	CCC(C)C1C=C(C(CC(O)C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	3174.4	Semi standard non polar	33892256
Auxin a,3TBDMS,isomer #4	CCC(C)C1C=C(C(O)CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	3182.2	Semi standard non polar	33892256
Auxin a,4TBDMS,isomer #1	CCC(C)C1C=C(C(CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(C(C)CC)C1	3376.1	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 - Auxin a GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fs-8694000000-2d35c05df67e8b959530	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Auxin a GC-MS (4 TMS) - 70eV, Positive	splash10-0zfr-5022197000-aea91607506891fc1dc2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Auxin a GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 10V, Positive-QTOF	splash10-03fu-0198000000-96abea4dfa87529fb828	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 20V, Positive-QTOF	splash10-0a4l-1291000000-fa556f72c2005293532f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 40V, Positive-QTOF	splash10-014i-9430000000-e6d21fcf98ed47739931	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 10V, Negative-QTOF	splash10-004i-4297000000-986195f9ca9e0e895996	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 20V, Negative-QTOF	splash10-0ayi-4290000000-fae70c80e633627d3c1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 40V, Negative-QTOF	splash10-05i0-9150000000-503ad70891bf9201b4e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 10V, Negative-QTOF	splash10-056r-0019000000-95245e0314849ad29cbb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 20V, Negative-QTOF	splash10-056r-9171000000-d6ad5da9d6fe3112435b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 40V, Negative-QTOF	splash10-00di-2930000000-6a7301ca3bba8060a7a8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 10V, Positive-QTOF	splash10-004i-0289000000-0a473c8121ab47402c74	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 20V, Positive-QTOF	splash10-00fr-0910000000-eaf6d600df373ecb4034	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Auxin a 40V, Positive-QTOF	splash10-0a4i-9210000000-edf209bbae72dc344554	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB017851

KNApSAcK ID

C00001524

Chemspider ID

83749

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92772

PDB ID

Not Available

ChEBI ID

142254

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 Auxin a (HMDB0038483)

MOL for HMDB0038483 (Auxin a)

3D MOL for HMDB0038483 (Auxin a)

3D SDF for HMDB0038483 (Auxin a)

3D-SDF for HMDB0038483 (Auxin a)

PDB for HMDB0038483 (Auxin a)

3D PDB for HMDB0038483 (Auxin a)

SMILES for HMDB0038483 (Auxin a)

INCHI for HMDB0038483 (Auxin a)

Structure for HMDB0038483 (Auxin a)

3D Structure for HMDB0038483 (Auxin a)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra