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Showing metabocard for ent-kaur-16-en-19-oate (HMDB0304346)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 09:05:11 UTC
Update Date2021-09-24 09:05:11 UTC
HMDB IDHMDB0304346
Secondary Accession NumbersNone
Metabolite Identification
Common Nameent-kaur-16-en-19-oate
Descriptionent-kaur-16-en-19-oate 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-kaur-16-en-19-oate is a weakly acidic compound (based on its pKa).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304346 (ent-kaur-16-en-19-oate)


  Mrv1533005141513002D          

 22 25  0  0  0  0            999 V2000
    0.1083   -0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9271    0.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468    0.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499    1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7817    1.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9702    0.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888    0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3318    0.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    0.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4076   -0.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8646   -0.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0552   -0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5166   -1.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6973   -1.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575   -0.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864    0.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663   -1.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7332   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729   -2.0956    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9622   -1.8680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 15 17  1  0  0  0  0
  2 17  1  0  0  0  0
 11 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  7 22  1  0  0  0  0
M  CHG  1  20  -1
M  END
Download

3D MOL for HMDB0304346 (ent-kaur-16-en-19-oate)

HMDB0304346
     RDKit          3D
ent-kaur-16-en-19-oate
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.5505    0.6067    1.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201    0.4327    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0879    0.6779    1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949    0.7044   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744    1.8725   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7020    1.6122   -1.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377    0.3396   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094    0.5660   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776    0.5389   -1.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283    1.9103    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    2.7596   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3626    2.2644    1.4936 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.3241   -0.5191    0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -1.0901    1.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -0.7622    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -0.7554   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.1135   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7781   -0.6041   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.6957   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -1.4851   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.0587   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674    0.8983   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    0.9740    2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5700    0.3972    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287   -0.0882    1.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9383    1.6601    1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609    2.1703    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7933   -0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.6605   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584    2.4331   -0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833   -0.0900   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8022    0.4268   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -0.2812   -2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6589    1.5275   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1539   -0.0069    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8746   -1.2593    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001   -2.2139    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6209   -0.8120    2.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    0.1754    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -1.5631    1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.4745   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676   -1.9836   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -2.8802    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.6408   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3699   -2.6469   -0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -1.9044    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -1.8490   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687   -2.0809    0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608    0.0096   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    0.5371   -2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9587    1.9106   -1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  2  1  0
 18  4  1  0
 22  4  1  0
 16  7  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  CHG  1  12  -1
M  END
Download

3D SDF for HMDB0304346 (ent-kaur-16-en-19-oate)


  Mrv1533005141513002D          

 22 25  0  0  0  0            999 V2000
    0.1083   -0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9271    0.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3468    0.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499    1.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7817    1.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9702    0.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888    0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3318    0.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    0.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4076   -0.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8646   -0.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0552   -0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5166   -1.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6973   -1.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575   -0.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864    0.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663   -1.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7332   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729   -2.0956    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9622   -1.8680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 15 17  1  0  0  0  0
  2 17  1  0  0  0  0
 11 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  7 22  1  0  0  0  0
M  CHG  1  20  -1
M  END
> <DATABASE_ID>
HMDB0304346

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/p-1

> <INCHI_KEY>
NIKHGUQULKYIGE-UHFFFAOYSA-M

> <FORMULA>
C20H29O2

> <MOLECULAR_WEIGHT>
301.451

> <EXACT_MASS>
301.217303754

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.93752013861871

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.8078307643333345

> <ALOGPS_LOGS>
-5.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.839023750520022

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
98.2007

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304346 (ent-kaur-16-en-19-oate)

HMDB0304346
     RDKit          3D
ent-kaur-16-en-19-oate
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.5505    0.6067    1.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201    0.4327    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0879    0.6779    1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949    0.7044   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744    1.8725   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7020    1.6122   -1.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377    0.3396   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094    0.5660   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776    0.5389   -1.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283    1.9103    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    2.7596   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3626    2.2644    1.4936 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.3241   -0.5191    0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -1.0901    1.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -0.7622    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -0.7554   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187   -2.1135   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7781   -0.6041   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.6957   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -1.4851   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.0587   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674    0.8983   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    0.9740    2.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5700    0.3972    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287   -0.0882    1.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9383    1.6601    1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609    2.1703    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9787    2.7933   -0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3154    1.6605   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584    2.4331   -0.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833   -0.0900   -1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8022    0.4268   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -0.2812   -2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6589    1.5275   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1539   -0.0069    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8746   -1.2593    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001   -2.2139    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6209   -0.8120    2.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    0.1754    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -1.5631    1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.4745   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676   -1.9836   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -2.8802    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -0.6408   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3699   -2.6469   -0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -1.9044    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -1.8490   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687   -2.0809    0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5608    0.0096   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    0.5371   -2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9587    1.9106   -1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  2  1  0
 18  4  1  0
 22  4  1  0
 16  7  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  CHG  1  12  -1
M  END
Download

PDB for HMDB0304346 (ent-kaur-16-en-19-oate)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       0.202  -0.174   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.731   0.014   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.514   1.427   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.640   2.591   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.192   2.219   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.544   0.636   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.072   0.337   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.086   1.496   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.597   1.198   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.094  -0.259   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.081  -1.419   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.570  -1.121   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.564  -2.302   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.035  -2.009   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.401  -0.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.521   0.479   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.845  -1.178   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.204  -2.472   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.835  -2.939   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.029  -3.912   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0       7.396  -3.487   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.574   1.794   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8   12   22                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18   19                                             
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    6   16   17                                             
CONECT   16   15    3                                                       
CONECT   17   15    2                                                       
CONECT   18   11                                                            
CONECT   19   11   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    7                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END
Download

3D PDB for HMDB0304346 (ent-kaur-16-en-19-oate)

COMPND    HMDB0304346
HETATM    1  C1  UNL     1       4.550   0.607   1.754  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.520   0.433   0.953  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.088   0.678   1.238  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.395   0.704  -0.117  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.474   1.873  -0.136  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.702   1.612  -1.002  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.438   0.340  -0.799  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.809   0.566  -0.255  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.778   0.539  -1.466  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.028   1.910   0.341  1.00  0.00           C  
HETATM   11  O1  UNL     1      -3.799   2.760  -0.152  1.00  0.00           O  
HETATM   12  O2  UNL     1      -2.363   2.264   1.494  1.00  0.00           O1-
HETATM   13  C11 UNL     1      -3.324  -0.519   0.654  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.352  -1.090   1.612  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.902  -0.762   1.351  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.645  -0.755  -0.112  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.119  -2.113  -0.654  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.778  -0.604  -0.499  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.699  -1.696  -0.058  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.109  -1.485  -0.527  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.571  -0.059  -0.445  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.567   0.898  -1.095  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.438   0.974   2.776  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.570   0.397   1.450  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.729  -0.088   1.917  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.938   1.660   1.767  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.261   2.170   0.905  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.979   2.793  -0.573  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.315   1.660  -2.066  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.458   2.433  -0.978  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.583  -0.090  -1.851  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.802   0.427  -1.093  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.528  -0.281  -2.148  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.659   1.528  -1.969  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.154  -0.007   1.250  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.875  -1.259   0.055  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.500  -2.214   1.594  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.621  -0.812   2.670  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.648   0.175   1.876  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.323  -1.563   1.861  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.393  -2.474  -1.434  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.068  -1.984  -1.253  1.00  0.00           H  
HETATM   43  H21 UNL     1      -1.191  -2.880   0.113  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.793  -0.641  -1.631  1.00  0.00           H  
HETATM   45  H23 UNL     1       1.370  -2.647  -0.526  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.686  -1.904   1.031  1.00  0.00           H  
HETATM   47  H25 UNL     1       3.279  -1.849  -1.561  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.769  -2.081   0.138  1.00  0.00           H  
HETATM   49  H27 UNL     1       4.561   0.010  -0.894  1.00  0.00           H  
HETATM   50  H28 UNL     1       2.294   0.537  -2.096  1.00  0.00           H  
HETATM   51  H29 UNL     1       2.959   1.911  -1.062  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   21
CONECT    3    4   25   26
CONECT    4    5   18   22
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   16   31
CONECT    8    9   10   13
CONECT    9   32   33   34
CONECT   10   11   11   12
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   18
CONECT   17   41   42   43
CONECT   18   19   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   49
CONECT   22   50   51
END
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SMILES for HMDB0304346 (ent-kaur-16-en-19-oate)

CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3)C([O-])=O
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INCHI for HMDB0304346 (ent-kaur-16-en-19-oate)

InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/p-1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
ent-Kaur-16-en-19-Oic acidGenerator
Chemical FormulaC20H29O2
Average Molecular Weight301.451
Monoisotopic Molecular Weight301.217303754
IUPAC Name5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate
Traditional Name5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate
CAS Registry NumberNot Available
SMILES
CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3)C([O-])=O
InChI Identifier
InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/p-1
InChI KeyNIKHGUQULKYIGE-UHFFFAOYSA-M
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentKaurane diterpenoids
Alternative Parents
Substituents
  • Kaurane diterpenoid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Organic anion
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.21ALOGPS
logP4.81ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)4.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity98.2 m³·mol⁻¹ChemAxon
Polarizability34.94 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+176.89432859911
AllCCS[M+H-H2O]+173.87432859911
AllCCS[M+Na]+180.49132859911
AllCCS[M+NH4]+179.68932859911
AllCCS[M-H]-180.55332859911
AllCCS[M+Na-2H]-180.63232859911
AllCCS[M+HCOO]-180.85632859911
DeepCCS[M-2H]-206.48930932474
DeepCCS[M+Na]+182.05430932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-kaur-16-en-19-oate 10V, Negative-QTOFsplash10-0zfr-0089000000-14ee0a777e411b8367b22019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-kaur-16-en-19-oate 20V, Negative-QTOFsplash10-0a4i-0092000000-28e01baf0f3ca07ba9ca2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-kaur-16-en-19-oate 40V, Negative-QTOFsplash10-0a4l-0090000000-6279c13addde74f832b92019-02-23Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030846
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74427785
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available