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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:53:30 UTC

Update Date

2022-03-07 02:55:02 UTC

HMDB ID

HMDB0036722

Secondary Accession Numbers

HMDB36722

Metabolite Identification

Common Name

ent-17-Acetoxy-16b-kauran-19-al

Description

ent-17-Acetoxy-16b-kauran-19-al belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Based on a literature review a small amount of articles have been published on ent-17-Acetoxy-16b-kauran-19-al.

Structure

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


  Mrv0541 05061309182D          

 25 28  0  0  0  0            999 V2000
   -2.4912    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    2.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778    1.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7862    2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938    0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1409    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    3.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751    0.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  1  0  0  0  0
 15  1  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18  7  1  0  0  0  0
 19  6  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21  3  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23 14  2  0  0  0  0
 24 15  2  0  0  0  0
 25 13  1  0  0  0  0
 25 15  1  0  0  0  0
M  END

HMDB0036722
     RDKit          3D
ent-17-Acetoxy-16b-kauran-19-al
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.3019    1.4805    2.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244    0.5697    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499   -0.6702    1.3613 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3632    1.0585   -0.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    0.2303   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -0.6153   -0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    0.2524   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668    0.0896   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1710    1.3793   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    1.3444   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    0.7668    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9574    1.2038    0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9137    2.7157    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2395    0.9394    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229    0.6940    0.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664    0.5974    2.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591   -0.8497    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -1.2896    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -0.7102   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726   -1.3845   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -1.0267   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -2.2321   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -2.5895   -1.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787   -1.3812   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615   -0.3682   -2.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499    2.3167    1.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    0.9058    2.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    1.9004    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.8742   -1.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887   -0.4750   -1.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327   -1.3428    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    1.3268   -0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    0.0455    0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.6782   -2.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547    2.1961   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    2.3610   -1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    0.6914   -2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    1.1114    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074    3.2921    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475    2.9273    1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713    2.9902    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211    0.9601   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.2196    2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    0.7399    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094   -1.0844    3.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4829   -1.4474    2.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5100   -1.0731    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356   -2.3995    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1468   -0.9979   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -2.4509   -0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6893   -1.4582    0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935   -1.3270   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6694   -2.1356    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4318   -3.0866   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465   -3.1300   -2.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1210   -3.2587   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9525   -1.7029   -2.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -0.8185   -3.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713    0.4470   -2.8614 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  6  1  0
 21  8  1  0
 25  8  1  0
 19 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
M  END


  Mrv0541 05061309182D          

 25 28  0  0  0  0            999 V2000
   -2.4912    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    2.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778    1.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7862    2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938    0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1409    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    3.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.7016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751    0.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  1  0  0  0  0
 15  1  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18  7  1  0  0  0  0
 19  6  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 20 14  1  0  0  0  0
 20 18  1  0  0  0  0
 21  3  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23 14  2  0  0  0  0
 24 15  2  0  0  0  0
 25 13  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036722

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O3/c1-15(24)25-13-17-12-22-10-7-18-20(2,14-23)8-4-9-21(18,3)19(22)6-5-16(17)11-22/h14,16-19H,4-13H2,1-3H3

> <INCHI_KEY>
AXCCTUATUTWPBD-UHFFFAOYSA-N

> <FORMULA>
C22H34O3

> <MOLECULAR_WEIGHT>
346.5036

> <EXACT_MASS>
346.250794954

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.416074530040376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetate

> <ALOGPS_LOGP>
3.96

> <JCHEM_LOGP>
4.079260846666667

> <ALOGPS_LOGS>
-6.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.741728233266126

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
97.66389999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036722
     RDKit          3D
ent-17-Acetoxy-16b-kauran-19-al
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.3019    1.4805    2.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244    0.5697    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499   -0.6702    1.3613 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3632    1.0585   -0.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    0.2303   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -0.6153   -0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    0.2524   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668    0.0896   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1710    1.3793   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    1.3444   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    0.7668    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9574    1.2038    0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9137    2.7157    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2395    0.9394    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229    0.6940    0.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664    0.5974    2.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591   -0.8497    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -1.2896    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -0.7102   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726   -1.3845   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -1.0267   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -2.2321   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -2.5895   -1.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787   -1.3812   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615   -0.3682   -2.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499    2.3167    1.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    0.9058    2.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    1.9004    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.8742   -1.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887   -0.4750   -1.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327   -1.3428    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    1.3268   -0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    0.0455    0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.6782   -2.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547    2.1961   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    2.3610   -1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    0.6914   -2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    1.1114    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074    3.2921    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475    2.9273    1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713    2.9902    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211    0.9601   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.2196    2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    0.7399    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094   -1.0844    3.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4829   -1.4474    2.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5100   -1.0731    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356   -2.3995    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1468   -0.9979   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -2.4509   -0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6893   -1.4582    0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935   -1.3270   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6694   -2.1356    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4318   -3.0866   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465   -3.1300   -2.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1210   -3.2587   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9525   -1.7029   -2.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -0.8185   -3.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713    0.4470   -2.8614 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  6  1  0
 21  8  1  0
 25  8  1  0
 19 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  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      -4.650   0.529   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.061   5.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.108   0.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.129   1.420   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.170   0.028   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.722   0.398   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.099   4.917   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.628   2.877   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.618   1.124   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.569   4.626   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.053   2.140   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.378   3.797   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.265   2.796   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.934   4.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.722   1.758   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.045   1.193   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.263   2.606   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.105   3.741   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.616   4.037   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.606   2.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.933   3.166   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.904   6.373   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.321   3.176   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.194   1.568   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    8    9                                                       
CONECT    5    6   16                                                       
CONECT    6    5   19                                                       
CONECT    7   10   18                                                       
CONECT    8    4   20                                                       
CONECT    9    4   21                                                       
CONECT   10    7   22                                                       
CONECT   11   16   22                                                       
CONECT   12   17   22                                                       
CONECT   13   17   25                                                       
CONECT   14   20   23                                                       
CONECT   15    1   24   25                                                  
CONECT   16    5   11   17                                                  
CONECT   17   12   13   16                                                  
CONECT   18    7   20   21                                                  
CONECT   19    6   21   22                                                  
CONECT   20    2    8   14   18                                             
CONECT   21    3    9   18   19                                             
CONECT   22   10   11   12   19                                             
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0036722
HETATM    1  C1  UNL     1       5.302   1.480   2.274  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.824   0.570   1.176  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.850  -0.670   1.361  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.363   1.058  -0.019  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.915   0.230  -1.045  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.728  -0.615  -0.643  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.559   0.252  -0.233  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.467   0.090  -1.219  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.171   1.379  -1.597  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.653   1.344  -1.283  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.754   0.767   0.106  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.957   1.204   0.863  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.914   2.716   1.105  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.240   0.939   0.217  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.223   0.694   0.884  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.866   0.597   2.253  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.559  -0.850   2.279  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.461  -1.290   1.371  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.622  -0.710  -0.017  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.873  -1.384  -0.573  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.492  -1.027  -0.928  1.00  0.00           C  
HETATM   22  C19 UNL     1       0.278  -2.232  -0.438  1.00  0.00           C  
HETATM   23  C20 UNL     1       1.412  -2.590  -1.371  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.179  -1.381  -1.831  1.00  0.00           C  
HETATM   25  C22 UNL     1       1.262  -0.368  -2.460  1.00  0.00           C  
HETATM   26  H1  UNL     1       5.850   2.317   1.798  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.037   0.906   2.875  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.475   1.900   2.852  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.667   0.874  -1.928  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.689  -0.475  -1.415  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.033  -1.343   0.114  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.900   1.327  -0.280  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.333   0.045   0.802  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.022   1.678  -2.651  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.255   2.196  -0.948  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.074   2.361  -1.369  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.112   0.691  -2.054  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.859   1.111   0.705  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.007   3.292   0.188  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.847   2.927   1.705  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.071   2.990   1.757  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.321   0.960  -0.846  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.190   1.220   2.879  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.888   0.740   2.705  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.209  -1.084   3.330  1.00  0.00           H  
HETATM   46  H21 UNL     1      -3.483  -1.447   2.162  1.00  0.00           H  
HETATM   47  H22 UNL     1      -0.510  -1.073   1.845  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.536  -2.399   1.259  1.00  0.00           H  
HETATM   49  H24 UNL     1      -3.147  -0.998  -1.571  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.546  -2.451  -0.768  1.00  0.00           H  
HETATM   51  H26 UNL     1      -3.689  -1.458   0.139  1.00  0.00           H  
HETATM   52  H27 UNL     1      -0.894  -1.327  -1.930  1.00  0.00           H  
HETATM   53  H28 UNL     1       0.669  -2.136   0.572  1.00  0.00           H  
HETATM   54  H29 UNL     1      -0.432  -3.087  -0.449  1.00  0.00           H  
HETATM   55  H30 UNL     1       1.047  -3.130  -2.265  1.00  0.00           H  
HETATM   56  H31 UNL     1       2.121  -3.259  -0.845  1.00  0.00           H  
HETATM   57  H32 UNL     1       2.953  -1.703  -2.529  1.00  0.00           H  
HETATM   58  H33 UNL     1       0.584  -0.819  -3.210  1.00  0.00           H  
HETATM   59  H34 UNL     1       1.871   0.447  -2.861  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   29   30
CONECT    6    7   24   31
CONECT    7    8   32   33
CONECT    8    9   21   25
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   19   38
CONECT   12   13   14   16
CONECT   13   39   40   41
CONECT   14   15   15   42
CONECT   16   17   43   44
CONECT   17   18   45   46
CONECT   18   19   47   48
CONECT   19   20   21
CONECT   20   49   50   51
CONECT   21   22   52
CONECT   22   23   53   54
CONECT   23   24   55   56
CONECT   24   25   57
CONECT   25   58   59
END

HMDB0036722
     RDKit          3D
ent-17-Acetoxy-16b-kauran-19-al
 59 62  0  0  0  0  0  0  0  0999 V2000
    5.3019    1.4805    2.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244    0.5697    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499   -0.6702    1.3613 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3632    1.0585   -0.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152    0.2303   -1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -0.6153   -0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    0.2524   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668    0.0896   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1710    1.3793   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    1.3444   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540    0.7668    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9574    1.2038    0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9137    2.7157    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2395    0.9394    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229    0.6940    0.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664    0.5974    2.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591   -0.8497    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -1.2896    1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -0.7102   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726   -1.3845   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922   -1.0267   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -2.2321   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4118   -2.5895   -1.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787   -1.3812   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615   -0.3682   -2.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499    2.3167    1.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    0.9058    2.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4751    1.9004    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.8742   -1.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887   -0.4750   -1.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327   -1.3428    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    1.3268   -0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    0.0455    0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.6782   -2.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547    2.1961   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    2.3610   -1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    0.6914   -2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    1.1114    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0074    3.2921    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475    2.9273    1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713    2.9902    1.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211    0.9601   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.2196    2.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    0.7399    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094   -1.0844    3.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4829   -1.4474    2.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5100   -1.0731    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356   -2.3995    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1468   -0.9979   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -2.4509   -0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6893   -1.4582    0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935   -1.3270   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6694   -2.1356    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4318   -3.0866   -0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465   -3.1300   -2.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1210   -3.2587   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9525   -1.7029   -2.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -0.8185   -3.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713    0.4470   -2.8614 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  6  1  0
 21  8  1  0
 25  8  1  0
 19 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetic acid	Generator

Chemical Formula

C₂₂H₃₄O₃

Average Molecular Weight

346.5036

Monoisotopic Molecular Weight

346.250794954

IUPAC Name

{5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetate

Traditional Name

{5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetate

CAS Registry Number

41756-46-1

SMILES

CC(=O)OCC1CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3

InChI Identifier

InChI=1S/C22H34O3/c1-15(24)25-13-17-12-22-10-7-18-20(2,14-23)8-4-9-21(18,3)19(22)6-5-16(17)11-22/h14,16-19H,4-13H2,1-3H3

InChI Key

AXCCTUATUTWPBD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036722)

Source

Endogenous

Endogenous (HMDB: HMDB0036722)

Plant

Plant (HMDB: HMDB0036722)

Animal

Animal (HMDB: HMDB0036722)

Exogenous

Food

Food (HMDB: HMDB0036722)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036722)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036722)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036722)

Lipid metabolism pathway (HMDB: HMDB0036722)

Cellular process

Cell signaling (HMDB: HMDB0036722)

Biochemical process

Lipid transport (HMDB: HMDB0036722)

Role

Biological role

Energy source (HMDB: HMDB0036722)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036722)

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	0.00014 g/L	ALOGPS
logP	3.96	ALOGPS
logP	4.08	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.66 m³·mol⁻¹	ChemAxon
Polarizability	40.42 Å³	ChemAxon
Number of Rings	4	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]+	178.406	31661259
DarkChem	[M-H]-	176.723	31661259
DeepCCS	[M-2H]-	212.14	30932474
DeepCCS	[M+Na]+	187.367	30932474
AllCCS	[M+H]+	187.8	32859911
AllCCS	[M+H-H2O]+	185.3	32859911
AllCCS	[M+NH4]+	190.2	32859911
AllCCS	[M+Na]+	190.8	32859911
AllCCS	[M-H]-	188.8	32859911
AllCCS	[M+Na-2H]-	189.4	32859911
AllCCS	[M+HCOO]-	190.2	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.	8.89 minutes	32390414
Predicted by Siyang on May 30, 2022	20.9709 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2914.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	591.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	250.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	243.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	655.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	818.1 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	993.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	111.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1717.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	564.2 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	1824.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	607.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	371.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	503.2 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	15.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
ent-17-Acetoxy-16b-kauran-19-al	CC(=O)OCC1CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3	3240.2	Standard polar	33892256
ent-17-Acetoxy-16b-kauran-19-al	CC(=O)OCC1CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3	2565.9	Standard non polar	33892256
ent-17-Acetoxy-16b-kauran-19-al	CC(=O)OCC1CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3	2749.3	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 - ent-17-Acetoxy-16b-kauran-19-al GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lg-2296000000-c6ab508a5bd4d14cd11b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 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 - ent-17-Acetoxy-16b-kauran-19-al 10V, Positive-QTOF	splash10-000b-0079000000-e8f91561847db6ea56e0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 20V, Positive-QTOF	splash10-000i-1193000000-cc2150642aedda99042b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 40V, Positive-QTOF	splash10-000l-1591000000-1a46b55c2bcf14b3f662	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 10V, Negative-QTOF	splash10-0002-3019000000-001c65517b47662e5085	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 20V, Negative-QTOF	splash10-0a4j-9026000000-1483900f77a3d5e8d1c5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 40V, Negative-QTOF	splash10-0a4l-9031000000-9014f1b7faca0e8c964f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 10V, Positive-QTOF	splash10-066r-0059000000-f9a1a82959c23b8cdc94	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 20V, Positive-QTOF	splash10-0a4i-0092000000-f6a2735e3e151fb1e0ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 40V, Positive-QTOF	splash10-014j-0953000000-31e25a261615162694e7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 10V, Negative-QTOF	splash10-0udi-0009000000-f17a58246c3ab01b9538	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-17-Acetoxy-16b-kauran-19-al 40V, Negative-QTOF	splash10-0a4l-9000000000-864e3f1fc0d230ea85fe	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

FDB015659

KNApSAcK ID

Not Available

Chemspider ID

467185

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

536366

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856751

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 ent-17-Acetoxy-16b-kauran-19-al (HMDB0036722)

MOL for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

3D MOL for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

3D SDF for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

3D-SDF for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

PDB for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

3D PDB for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

SMILES for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

INCHI for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

Structure for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

3D Structure for HMDB0036722 (ent-17-Acetoxy-16b-kauran-19-al)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra