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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:58:39 UTC

Update Date

2022-03-07 02:55:04 UTC

HMDB ID

HMDB0036801

Secondary Accession Numbers

HMDB36801

Metabolite Identification

Common Name

ent-16b,19-Kauranediol 19-acetate

Description

ent-16b,19-Kauranediol 19-acetate 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. ent-16b,19-Kauranediol 19-acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061309212D          

 25 28  0  0  0  0            999 V2000
    6.9371    2.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7828    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
   -0.5355    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7609    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
    3.5456    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
    0.7383    2.0342    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
    6.2148    2.6167    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
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1630    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
    0.1409    1.3963    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
    6.1988    3.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3993    2.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5085    2.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 15  1  1  0  0  0  0
 16  6  1  0  0  0  0
 16 12  1  0  0  0  0
 17  8  1  0  0  0  0
 18  7  1  0  0  0  0
 19  2  1  0  0  0  0
 19  9  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21  4  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 13  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  2  0  0  0  0
 24 21  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END

HMDB0036801
     RDKit          3D
ent-16b,19-Kauranediol 19-acetate
 61 64  0  0  0  0  0  0  0  0999 V2000
    6.1640   -0.9491   -1.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6977   -0.9840   -1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.4790   -2.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -0.5004   -0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6310   -0.5750   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470    0.0356    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.8679    1.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329    1.3980    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975    2.5298    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6905    2.1531    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0799    1.0391    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869    1.7374    2.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.0813    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3409   -1.4379    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1177   -1.5566    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975   -0.6398    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -1.4422   -1.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -0.5458   -1.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    0.6809   -2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    0.8590   -1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.6807    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162   -0.2582   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247   -1.1697   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217    1.0879   -0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -0.5308    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -0.0249   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7269   -0.9058   -0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5022   -1.7965   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4164   -1.6840   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -0.1748   -1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -1.9180    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669   -0.5850    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4842   -0.7312    2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504    1.5195    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7319    1.4599    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    3.0330    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448    3.3186    0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0151    1.9260   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    3.0469    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    1.1508    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9629    2.7399    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586    1.7212    2.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -0.2479    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8906   -2.2249    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.4761   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -2.5995    1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -1.3248    2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236   -2.3955   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399   -1.5862   -1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337   -1.0817   -2.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687    1.6074   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504    0.5366   -3.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340    0.2113   -1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333    1.9334   -1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    1.4548    0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6662   -1.3104   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1291   -0.7289    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0177   -2.1386   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    1.1637   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    0.3774    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550   -1.4498    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 13  6  1  0
 21 16  1  0
 21 11  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 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  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
M  END


  Mrv0541 05061309212D          

 25 28  0  0  0  0            999 V2000
    6.9371    2.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7828    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
   -0.5355    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7609    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
    3.5456    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
    0.7383    2.0342    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
    6.2148    2.6167    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
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1630    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
    0.1409    1.3963    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
    6.1988    3.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3993    2.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5085    2.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 15  1  1  0  0  0  0
 16  6  1  0  0  0  0
 16 12  1  0  0  0  0
 17  8  1  0  0  0  0
 18  7  1  0  0  0  0
 19  2  1  0  0  0  0
 19  9  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21  4  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 13  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  2  0  0  0  0
 24 21  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036801

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4(C)O)CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C22H36O3/c1-15(23)25-14-19(2)9-5-10-20(3)17(19)8-11-22-12-16(6-7-18(20)22)21(4,24)13-22/h16-18,24H,5-14H2,1-4H3

> <INCHI_KEY>
AELNFENJKQXLPW-UHFFFAOYSA-N

> <FORMULA>
C22H36O3

> <MOLECULAR_WEIGHT>
348.5194

> <EXACT_MASS>
348.266445018

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
41.14920241249923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
3.8089310050000007

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.84515566362301

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6795287027004068

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
98.47719999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.14e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036801
     RDKit          3D
ent-16b,19-Kauranediol 19-acetate
 61 64  0  0  0  0  0  0  0  0999 V2000
    6.1640   -0.9491   -1.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6977   -0.9840   -1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.4790   -2.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -0.5004   -0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6310   -0.5750   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470    0.0356    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.8679    1.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329    1.3980    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975    2.5298    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6905    2.1531    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0799    1.0391    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869    1.7374    2.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.0813    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3409   -1.4379    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1177   -1.5566    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975   -0.6398    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -1.4422   -1.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -0.5458   -1.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    0.6809   -2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    0.8590   -1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.6807    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162   -0.2582   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247   -1.1697   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217    1.0879   -0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -0.5308    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -0.0249   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7269   -0.9058   -0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5022   -1.7965   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4164   -1.6840   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -0.1748   -1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -1.9180    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669   -0.5850    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4842   -0.7312    2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504    1.5195    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7319    1.4599    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    3.0330    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448    3.3186    0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0151    1.9260   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    3.0469    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    1.1508    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9629    2.7399    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586    1.7212    2.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -0.2479    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8906   -2.2249    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.4761   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -2.5995    1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -1.3248    2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236   -2.3955   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399   -1.5862   -1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337   -1.0817   -2.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687    1.6074   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504    0.5366   -3.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340    0.2113   -1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333    1.9334   -1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    1.4548    0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6662   -1.3104   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1291   -0.7289    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0177   -2.1386   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    1.1637   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    0.3774    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550   -1.4498    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 13  6  1  0
 21 16  1  0
 21 11  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 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  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  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      12.949   4.140   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   0.827   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.000   1.725   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.129   1.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.170   0.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.722   0.398   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.099   4.917   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.628   2.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.618   1.124   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.569   4.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.053   2.140   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.378   3.797   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      11.601   4.885   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       6.105   3.741   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.616   4.038   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.606   2.284   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.263   2.606   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      11.571   6.424   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.745   3.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.282   4.089   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5    9   10                                                       
CONECT    6    7   16                                                       
CONECT    7    6   18                                                       
CONECT    8   11   17                                                       
CONECT    9    5   19                                                       
CONECT   10    5   20                                                       
CONECT   11    8   22                                                       
CONECT   12   16   22                                                       
CONECT   13   21   22                                                       
CONECT   14   19   25                                                       
CONECT   15    1   23   25                                                  
CONECT   16    6   12   21                                                  
CONECT   17    8   19   20                                                  
CONECT   18    7   20   22                                                  
CONECT   19    2    9   14   17                                             
CONECT   20    3   10   17   18                                             
CONECT   21    4   13   16   24                                             
CONECT   22   11   12   13   18                                             
CONECT   23   15                                                            
CONECT   24   21                                                            
CONECT   25   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0036801
HETATM    1  C1  UNL     1       6.164  -0.949  -1.777  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.698  -0.984  -1.587  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.997  -1.479  -2.495  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.051  -0.500  -0.460  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.631  -0.575  -0.362  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.247   0.036   0.983  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.986  -0.868   1.994  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.833   1.398   1.168  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.898   2.530   0.937  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.690   2.153   0.121  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.080   1.039   0.821  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.587   1.737   2.104  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.793  -0.081   1.284  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.341  -1.438   0.720  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.118  -1.557   1.184  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.897  -0.640   0.288  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.145  -1.442  -1.002  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.173  -0.546  -1.657  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.470   0.681  -2.129  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.089   0.859  -1.480  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.277   0.681   0.029  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.116  -0.258  -0.494  1.00  0.00           C  
HETATM   23  C21 UNL     1      -5.325  -1.170  -0.555  1.00  0.00           C  
HETATM   24  O3  UNL     1      -4.522   1.088  -0.572  1.00  0.00           O  
HETATM   25  C22 UNL     1      -3.353  -0.531   0.768  1.00  0.00           C  
HETATM   26  H1  UNL     1       6.418  -0.025  -2.347  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.727  -0.906  -0.838  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.502  -1.797  -2.415  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.416  -1.684  -0.337  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.100  -0.175  -1.213  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.879  -1.918   1.645  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.067  -0.585   2.014  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.484  -0.731   2.962  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.250   1.519   2.201  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.732   1.460   0.498  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.565   3.033   1.879  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.445   3.319   0.367  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.015   1.926  -0.884  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.002   3.047   0.154  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.413   1.151   2.549  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.963   2.740   1.879  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.259   1.721   2.814  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.713  -0.248   2.403  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.891  -2.225   1.246  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.390  -1.476  -0.364  1.00  0.00           H  
HETATM   46  H21 UNL     1      -1.415  -2.600   1.021  1.00  0.00           H  
HETATM   47  H22 UNL     1      -1.195  -1.325   2.250  1.00  0.00           H  
HETATM   48  H23 UNL     1      -2.624  -2.395  -0.672  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.240  -1.586  -1.584  1.00  0.00           H  
HETATM   50  H25 UNL     1      -3.734  -1.082  -2.467  1.00  0.00           H  
HETATM   51  H26 UNL     1      -3.069   1.607  -2.031  1.00  0.00           H  
HETATM   52  H27 UNL     1      -2.250   0.537  -3.225  1.00  0.00           H  
HETATM   53  H28 UNL     1      -0.334   0.211  -1.907  1.00  0.00           H  
HETATM   54  H29 UNL     1      -0.833   1.933  -1.720  1.00  0.00           H  
HETATM   55  H30 UNL     1      -2.077   1.455   0.252  1.00  0.00           H  
HETATM   56  H31 UNL     1      -5.666  -1.310  -1.600  1.00  0.00           H  
HETATM   57  H32 UNL     1      -6.129  -0.729   0.083  1.00  0.00           H  
HETATM   58  H33 UNL     1      -5.018  -2.139  -0.106  1.00  0.00           H  
HETATM   59  H34 UNL     1      -4.991   1.164  -1.459  1.00  0.00           H  
HETATM   60  H35 UNL     1      -3.425   0.377   1.410  1.00  0.00           H  
HETATM   61  H36 UNL     1      -3.655  -1.450   1.284  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    8   13
CONECT    7   31   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   13   21
CONECT   12   40   41   42
CONECT   13   14   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   21   25
CONECT   17   18   48   49
CONECT   18   19   22   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   55
CONECT   22   23   24   25
CONECT   23   56   57   58
CONECT   24   59
CONECT   25   60   61
END

HMDB0036801
     RDKit          3D
ent-16b,19-Kauranediol 19-acetate
 61 64  0  0  0  0  0  0  0  0999 V2000
    6.1640   -0.9491   -1.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6977   -0.9840   -1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9965   -1.4790   -2.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -0.5004   -0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6310   -0.5750   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470    0.0356    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.8679    1.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329    1.3980    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975    2.5298    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6905    2.1531    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0799    1.0391    0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869    1.7374    2.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.0813    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3409   -1.4379    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1177   -1.5566    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975   -0.6398    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -1.4422   -1.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -0.5458   -1.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    0.6809   -2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    0.8590   -1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.6807    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1162   -0.2582   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247   -1.1697   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5217    1.0879   -0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -0.5308    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -0.0249   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7269   -0.9058   -0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5022   -1.7965   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4164   -1.6840   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -0.1748   -1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -1.9180    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669   -0.5850    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4842   -0.7312    2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504    1.5195    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7319    1.4599    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    3.0330    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448    3.3186    0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0151    1.9260   -0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    3.0469    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    1.1508    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9629    2.7399    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586    1.7212    2.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -0.2479    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8906   -2.2249    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.4761   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -2.5995    1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -1.3248    2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236   -2.3955   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399   -1.5862   -1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337   -1.0817   -2.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687    1.6074   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504    0.5366   -3.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340    0.2113   -1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333    1.9334   -1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775    1.4548    0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6662   -1.3104   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1291   -0.7289    0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0177   -2.1386   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    1.1637   -1.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    0.3774    1.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6550   -1.4498    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
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 11 12  1  0
 11 13  1  0
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 15 16  1  0
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 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 13  6  1  0
 21 16  1  0
 21 11  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 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  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ent-16b,19-Kauranediol 19-acetic acid	Generator
{14-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl}methyl acetic acid	Generator

Chemical Formula

C₂₂H₃₆O₃

Average Molecular Weight

348.5194

Monoisotopic Molecular Weight

348.266445018

IUPAC Name

{14-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl}methyl acetate

Traditional Name

{14-hydroxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl}methyl acetate

CAS Registry Number

30320-70-8

SMILES

CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4(C)O)CCC12

InChI Identifier

InChI=1S/C22H36O3/c1-15(23)25-14-19(2)9-5-10-20(3)17(19)8-11-22-12-16(6-7-18(20)22)21(4,24)13-22/h16-18,24H,5-14H2,1-4H3

InChI Key

AELNFENJKQXLPW-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036801)
Cell membrane (HMDB: HMDB0036801)

Cellular substructure

Extracellular (HMDB: HMDB0036801)
Membrane (HMDB: HMDB0036801)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036801)

Source

Endogenous

Endogenous (HMDB: HMDB0036801)

Animal

Animal (HMDB: HMDB0036801)

Exogenous

Food

Food (HMDB: HMDB0036801)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036801)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036801)

Cellular process

Cell signaling (HMDB: HMDB0036801)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036801)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036801)

Nutrient

Nutrient (HMDB: HMDB0036801)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036801)

Emulsifier (HMDB: HMDB0036801)

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	0.00081 g/L	ALOGPS
logP	4.04	ALOGPS
logP	3.81	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	19.85	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.48 m³·mol⁻¹	ChemAxon
Polarizability	41.15 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]+	183.392	31661259
DarkChem	[M-H]-	178.329	31661259
DeepCCS	[M-2H]-	214.323	30932474
DeepCCS	[M+Na]+	189.55	30932474
AllCCS	[M+H]+	188.4	32859911
AllCCS	[M+H-H2O]+	185.9	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.3	32859911
AllCCS	[M-H]-	190.1	32859911
AllCCS	[M+Na-2H]-	190.8	32859911
AllCCS	[M+HCOO]-	191.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
ent-16b,19-Kauranediol 19-acetate	CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4(C)O)CCC12	3339.1	Standard polar	33892256
ent-16b,19-Kauranediol 19-acetate	CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4(C)O)CCC12	2534.2	Standard non polar	33892256
ent-16b,19-Kauranediol 19-acetate	CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4(C)O)CCC12	2673.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
ent-16b,19-Kauranediol 19-acetate,1TMS,isomer #1	CC(=O)OCC1(C)CCCC2(C)C1CCC13CC(CCC12)C(C)(O[Si](C)(C)C)C3	2618.8	Semi standard non polar	33892256
ent-16b,19-Kauranediol 19-acetate,1TBDMS,isomer #1	CC(=O)OCC1(C)CCCC2(C)C1CCC13CC(CCC12)C(C)(O[Si](C)(C)C(C)(C)C)C3	2917.3	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-16b,19-Kauranediol 19-acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lu-3198000000-a27e9df4e862117bd6f5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-16b,19-Kauranediol 19-acetate GC-MS (1 TMS) - 70eV, Positive	splash10-052f-6039300000-523f5bdde920bd930537	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-16b,19-Kauranediol 19-acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-16b,19-Kauranediol 19-acetate 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-16b,19-Kauranediol 19-acetate 10V, Positive-QTOF	splash10-007t-0069000000-c2a44e3cca361d91d0dc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 20V, Positive-QTOF	splash10-0079-1192000000-63122d631763ce12ac99	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 40V, Positive-QTOF	splash10-00xu-2490000000-87de550e5e78e0c065aa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 10V, Negative-QTOF	splash10-0002-3019000000-90a28e6a813cd9fddf63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 20V, Negative-QTOF	splash10-0a4j-9026000000-ec0dd0b37e63f70ccb91	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 40V, Negative-QTOF	splash10-0a4l-9041000000-0d42584b535a5c5a7183	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 10V, Positive-QTOF	splash10-054t-0095000000-10e97489717c4d6091ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 20V, Positive-QTOF	splash10-0abd-3395000000-969257aac845ad9f434a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 40V, Positive-QTOF	splash10-052u-6930000000-ebb2e09a52bdb271fccf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 10V, Negative-QTOF	splash10-0002-0039000000-f55fc19f06904bad8fc0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16b,19-Kauranediol 19-acetate 40V, Negative-QTOF	splash10-0a4l-9000000000-97638d9306c7bf2438b3	2021-09-23	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

FDB015747

KNApSAcK ID

Not Available

Chemspider ID

547287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

630219

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for ent-16b,19-Kauranediol 19-acetate (HMDB0036801)

MOL for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

3D MOL for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

3D SDF for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

3D-SDF for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

PDB for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

3D PDB for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

SMILES for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

INCHI for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

Structure for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

3D Structure for HMDB0036801 (ent-16b,19-Kauranediol 19-acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra