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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:25:52 UTC

Update Date

2022-03-07 02:54:51 UTC

HMDB ID

HMDB0036302

Secondary Accession Numbers

HMDB36302

Metabolite Identification

Common Name

ent-16beta-Methoxy-19-kauranoic acid

Description

ent-16beta-Methoxy-19-kauranoic acid 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-16beta-Methoxy-19-kauranoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0036302
     RDKit          3D
ent-16beta-Methoxy-19-kauranoic acid
 58 61  0  0  0  0  0  0  0  0999 V2000
    4.8789    0.8562    1.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371    0.5459    2.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.1780    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175   -1.4763    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664   -0.5804    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990   -0.4780   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -1.6746   -0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -1.7770   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.5447    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.6866    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5358   -2.0187   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4673   -0.7762    1.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -0.7562    2.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221   -0.8884    2.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.3711   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    0.9370   -1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117    0.8108   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.7487   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056    1.8837    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3236    0.7739   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    1.9163    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529    1.8965   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806    0.5534   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636   -0.4129   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    1.4564    2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.4242    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -0.0510    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916   -1.3244    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3737   -1.7823    1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.3193    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720   -0.0033    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696   -1.6604    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3641   -1.6753   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771   -2.5792   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -2.1983   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097   -2.5757    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -0.5061    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5933   -2.1166    0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -1.9450   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046   -2.8816    0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886   -0.1660    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9080   -0.0725   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2016    1.1594    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8701    0.4953   -2.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6639    2.0212   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908   -0.0779   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999    1.6824   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    1.5309    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8268    2.6131    0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503    2.5429    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740    0.9900   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6951    2.8532   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0487    1.9113    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223    2.3581   -1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810    2.5497    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081    0.6439   -0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.0339   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -1.3765   -1.2717 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  3  1  0
 20  6  1  0
 24  6  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
M  END


  Mrv0541 05061309032D          

 24 27  0  0  0  0            999 V2000
    2.7366    0.4428    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
   -0.5355    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1293    2.7993    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
    3.5456    0.6020    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
    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
    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
    4.7862    2.5891    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
    4.0798    2.1630    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
    4.7703    3.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5084    2.1905    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
  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
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16  7  1  0  0  0  0
 18  1  1  0  0  0  0
 18  9  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  2  1  0  0  0  0
 19 10  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 11  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 23 17  1  0  0  0  0
 24  4  1  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036302

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1(C)CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O3/c1-18-9-5-10-19(2,17(22)23)15(18)8-11-21-12-14(6-7-16(18)21)20(3,13-21)24-4/h14-16H,5-13H2,1-4H3,(H,22,23)

> <INCHI_KEY>
VYVVNCBNYVCVGC-UHFFFAOYSA-N

> <FORMULA>
C21H34O3

> <MOLECULAR_WEIGHT>
334.4929

> <EXACT_MASS>
334.250794954

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.0880622077498

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-methoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
4.483395854000002

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.622419248903006

> <JCHEM_PKA_STRONGEST_BASIC>
-4.144503773480418

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
94.01939999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.79e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-methoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036302
     RDKit          3D
ent-16beta-Methoxy-19-kauranoic acid
 58 61  0  0  0  0  0  0  0  0999 V2000
    4.8789    0.8562    1.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371    0.5459    2.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.1780    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175   -1.4763    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664   -0.5804    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990   -0.4780   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -1.6746   -0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -1.7770   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.5447    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.6866    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5358   -2.0187   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4673   -0.7762    1.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -0.7562    2.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221   -0.8884    2.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.3711   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    0.9370   -1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117    0.8108   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.7487   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056    1.8837    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3236    0.7739   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    1.9163    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529    1.8965   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806    0.5534   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636   -0.4129   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    1.4564    2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.4242    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -0.0510    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916   -1.3244    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3737   -1.7823    1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.3193    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720   -0.0033    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696   -1.6604    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3641   -1.6753   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771   -2.5792   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -2.1983   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097   -2.5757    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -0.5061    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5933   -2.1166    0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -1.9450   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046   -2.8816    0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886   -0.1660    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9080   -0.0725   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2016    1.1594    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8701    0.4953   -2.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6639    2.0212   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908   -0.0779   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999    1.6824   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    1.5309    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8268    2.6131    0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503    2.5429    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740    0.9900   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6951    2.8532   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0487    1.9113    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223    2.3581   -1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810    2.5497    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081    0.6439   -0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.0339   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -1.3765   -1.2717 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  3  1  0
 20  6  1  0
 24  6  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  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       5.108   0.827   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      -1.000   1.725   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.241   5.225   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       6.618   1.124   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.628   2.877   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       1.045   1.193   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.105   3.741   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.934   4.833   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.606   2.284   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       0.263   2.606   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.933   3.166   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.905   6.373   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.282   4.089   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
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   24                                                            
CONECT    5    9   10                                                       
CONECT    6    7   14                                                       
CONECT    7    6   16                                                       
CONECT    8   11   15                                                       
CONECT    9    5   18                                                       
CONECT   10    5   19                                                       
CONECT   11    8   21                                                       
CONECT   12   14   21                                                       
CONECT   13   20   21                                                       
CONECT   14    6   12   20                                                  
CONECT   15    8   18   19                                                  
CONECT   16    7   18   21                                                  
CONECT   17   19   22   23                                                  
CONECT   18    1    9   15   16                                             
CONECT   19    2   10   15   17                                             
CONECT   20    3   13   14   24                                             
CONECT   21   11   12   13   16                                             
CONECT   22   17                                                            
CONECT   23   17                                                            
CONECT   24    4   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0036302
HETATM    1  C1  UNL     1       4.879   0.856   1.878  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.537   0.546   2.040  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.122  -0.178   0.958  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.917  -1.476   0.806  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.666  -0.580   1.014  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.099  -0.478  -0.352  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.354  -1.675  -0.818  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.029  -1.777  -0.290  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.583  -0.545   0.350  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.044  -0.687   0.488  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.536  -2.019  -0.115  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.467  -0.776   1.919  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.670  -0.756   2.888  1.00  0.00           O  
HETATM   14  O3  UNL     1      -4.822  -0.888   2.193  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.897   0.371  -0.140  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.366   0.937  -1.409  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.912   0.811  -1.612  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.109   0.749  -0.300  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.606   1.884   0.545  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.324   0.774  -0.629  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.096   1.916   0.031  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.553   1.897  -0.345  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.181   0.553  -0.357  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.364  -0.413  -1.226  1.00  0.00           C  
HETATM   25  H1  UNL     1       5.271   1.456   2.746  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.112   1.424   0.966  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.523  -0.051   1.853  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.692  -1.324   0.031  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.374  -1.782   1.776  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.267  -2.319   0.495  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.172  -0.003   1.793  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.570  -1.660   1.333  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.364  -1.675  -1.948  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.977  -2.579  -0.554  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.658  -2.198  -1.101  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.010  -2.576   0.511  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.140  -0.506   1.391  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.593  -2.117   0.278  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.667  -1.945  -1.206  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.005  -2.882   0.262  1.00  0.00           H  
HETATM   41  H17 UNL     1      -5.489  -0.166   1.928  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.908  -0.073  -0.408  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.202   1.159   0.610  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.870   0.495  -2.321  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.664   2.021  -1.457  1.00  0.00           H  
HETATM   46  H22 UNL     1      -1.691  -0.078  -2.244  1.00  0.00           H  
HETATM   47  H23 UNL     1      -1.500   1.682  -2.163  1.00  0.00           H  
HETATM   48  H24 UNL     1      -2.029   1.531   1.528  1.00  0.00           H  
HETATM   49  H25 UNL     1      -0.827   2.613   0.860  1.00  0.00           H  
HETATM   50  H26 UNL     1      -2.350   2.543   0.006  1.00  0.00           H  
HETATM   51  H27 UNL     1       0.474   0.990  -1.733  1.00  0.00           H  
HETATM   52  H28 UNL     1       0.695   2.853  -0.450  1.00  0.00           H  
HETATM   53  H29 UNL     1       1.049   1.911   1.117  1.00  0.00           H  
HETATM   54  H30 UNL     1       2.722   2.358  -1.344  1.00  0.00           H  
HETATM   55  H31 UNL     1       3.081   2.550   0.379  1.00  0.00           H  
HETATM   56  H32 UNL     1       4.208   0.644  -0.721  1.00  0.00           H  
HETATM   57  H33 UNL     1       2.124   0.034  -2.204  1.00  0.00           H  
HETATM   58  H34 UNL     1       2.878  -1.377  -1.272  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    5   23
CONECT    4   28   29   30
CONECT    5    6   31   32
CONECT    6    7   20   24
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   18   37
CONECT   10   11   12   15
CONECT   11   38   39   40
CONECT   12   13   13   14
CONECT   14   41
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   20
CONECT   19   48   49   50
CONECT   20   21   51
CONECT   21   22   52   53
CONECT   22   23   54   55
CONECT   23   24   56
CONECT   24   57   58
END

HMDB0036302
     RDKit          3D
ent-16beta-Methoxy-19-kauranoic acid
 58 61  0  0  0  0  0  0  0  0999 V2000
    4.8789    0.8562    1.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371    0.5459    2.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.1780    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175   -1.4763    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664   -0.5804    1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990   -0.4780   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -1.6746   -0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -1.7770   -0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.5447    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.6866    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5358   -2.0187   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4673   -0.7762    1.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -0.7562    2.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221   -0.8884    2.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.3711   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661    0.9370   -1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117    0.8108   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.7487   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056    1.8837    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3236    0.7739   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    1.9163    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5529    1.8965   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806    0.5534   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636   -0.4129   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    1.4564    2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.4242    0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -0.0510    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916   -1.3244    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3737   -1.7823    1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.3193    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720   -0.0033    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696   -1.6604    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3641   -1.6753   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771   -2.5792   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -2.1983   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097   -2.5757    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -0.5061    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5933   -2.1166    0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -1.9450   -1.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046   -2.8816    0.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886   -0.1660    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9080   -0.0725   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2016    1.1594    0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8701    0.4953   -2.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6639    2.0212   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908   -0.0779   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999    1.6824   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    1.5309    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8268    2.6131    0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503    2.5429    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740    0.9900   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6951    2.8532   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0487    1.9113    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7223    2.3581   -1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810    2.5497    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081    0.6439   -0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.0339   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -1.3765   -1.2717 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  3  1  0
 20  6  1  0
 24  6  1  0
 18  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ent-16b-Methoxy-19-kauranoate	Generator
ent-16b-Methoxy-19-kauranoic acid	Generator
ent-16beta-Methoxy-19-kauranoate	Generator
ent-16Β-methoxy-19-kauranoate	Generator
ent-16Β-methoxy-19-kauranoic acid	Generator
14-Methoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate	Generator

Chemical Formula

C₂₁H₃₄O₃

Average Molecular Weight

334.4929

Monoisotopic Molecular Weight

334.250794954

IUPAC Name

14-methoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

Traditional Name

14-methoxy-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

CAS Registry Number

38308-35-9

SMILES

COC1(C)CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O

InChI Identifier

InChI=1S/C21H34O3/c1-18-9-5-10-19(2,17(22)23)15(18)8-11-21-12-14(6-7-16(18)21)20(3,13-21)24-4/h14-16H,5-13H2,1-4H3,(H,22,23)

InChI Key

VYVVNCBNYVCVGC-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: HMDB0036302)
Cell membrane (HMDB: HMDB0036302)

Cellular substructure

Extracellular (HMDB: HMDB0036302)
Membrane (HMDB: HMDB0036302)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036302)

Source

Endogenous

Endogenous (HMDB: HMDB0036302)

Plant

Plant (HMDB: HMDB0036302)

Animal

Animal (HMDB: HMDB0036302)

Exogenous

Food

Food (HMDB: HMDB0036302)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036302)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036302)

Cellular process

Cell signaling (HMDB: HMDB0036302)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036302)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036302)

Nutrient

Nutrient (HMDB: HMDB0036302)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036302)

Emulsifier (HMDB: HMDB0036302)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	216 - 219 °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	0.00058 g/L	ALOGPS
logP	4.33	ALOGPS
logP	4.48	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.02 m³·mol⁻¹	ChemAxon
Polarizability	39.09 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]+	178.74	31661259
DarkChem	[M-H]-	175.401	31661259
DeepCCS	[M-2H]-	217.533	30932474
DeepCCS	[M+Na]+	193.098	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	182.0	32859911
AllCCS	[M+NH4]+	187.1	32859911
AllCCS	[M+Na]+	187.8	32859911
AllCCS	[M-H]-	188.2	32859911
AllCCS	[M+Na-2H]-	188.7	32859911
AllCCS	[M+HCOO]-	189.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
ent-16beta-Methoxy-19-kauranoic acid	COC1(C)CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O	3120.8	Standard polar	33892256
ent-16beta-Methoxy-19-kauranoic acid	COC1(C)CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O	2427.2	Standard non polar	33892256
ent-16beta-Methoxy-19-kauranoic acid	COC1(C)CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O	2595.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
ent-16beta-Methoxy-19-kauranoic acid,1TMS,isomer #1	COC1(C)CC23CCC4C(C)(C(=O)O[Si](C)(C)C)CCCC4(C)C2CCC1C3	2480.6	Semi standard non polar	33892256
ent-16beta-Methoxy-19-kauranoic acid,1TBDMS,isomer #1	COC1(C)CC23CCC4C(C)(C(=O)O[Si](C)(C)C(C)(C)C)CCCC4(C)C2CCC1C3	2769.0	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-16beta-Methoxy-19-kauranoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0297000000-992365338b784c4720d1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-002f-3159000000-6bf8b22480651f8f46b2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 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-16beta-Methoxy-19-kauranoic acid 10V, Positive-QTOF	splash10-00kr-0039000000-631f763996e81fea1434	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 20V, Positive-QTOF	splash10-00kr-0296000000-52224afc9cb6e3601199	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 40V, Positive-QTOF	splash10-05te-3590000000-96d2c31d90225c492678	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 10V, Negative-QTOF	splash10-001i-0039000000-72c0309f569d76e9a29f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 20V, Negative-QTOF	splash10-05ar-0096000000-ee72b1c3af7ebdbf5c8b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 40V, Negative-QTOF	splash10-00di-1093000000-5ea3972da5af2fabfd6e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 10V, Positive-QTOF	splash10-000i-0098000000-a30395c91d6cfb884d1e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 20V, Positive-QTOF	splash10-0a4i-0983000000-12d7e450c56c1036656c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 40V, Positive-QTOF	splash10-00dr-2911000000-5e7c9310f69fc741d2f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 10V, Negative-QTOF	splash10-001i-0009000000-3b9bbceb7e7c6cb37f9a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 20V, Negative-QTOF	splash10-001i-0009000000-5ea8e2a27c8361111da4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-16beta-Methoxy-19-kauranoic acid 40V, Negative-QTOF	splash10-003r-1079000000-0a5d1239008947ad0c95	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

FDB015170

KNApSAcK ID

Not Available

Chemspider ID

433824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

495571

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-16beta-Methoxy-19-kauranoic acid (HMDB0036302)

MOL for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

3D MOL for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

3D SDF for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

3D-SDF for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

PDB for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

3D PDB for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

SMILES for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

INCHI for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

Structure for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

3D Structure for HMDB0036302 (ent-16beta-Methoxy-19-kauranoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra