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Showing metabocard for ent-Kaur-16-en-19-al (HMDB0036728)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:53:53 UTC
Update Date2022-03-07 02:55:02 UTC
HMDB IDHMDB0036728
Secondary Accession Numbers
  • HMDB36728
Metabolite Identification
Common Nameent-Kaur-16-en-19-al
Descriptionent-Kaur-16-en-19-al, also known as kaurenal or 4alpha-kaur-16-en-18-al, belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Based on a literature review a small amount of articles have been published on ent-Kaur-16-en-19-al.
Structure
Data?1595520935
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036728 (ent-Kaur-16-en-19-al)


  Mrv1652307232018112D          

 23 26  0  0  0  0            999 V2000
 9993.7632 9995.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0505 9993.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3361 9993.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3361 9992.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4757 9994.6792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7632 9993.4324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7615 9995.0857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9993.7615 9994.2605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.4760 9993.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1906 9994.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0507 9995.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3362 9995.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3362 9994.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0507 9993.8482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.2719 9996.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3667 9996.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9364 9996.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4773 9995.5112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.7577 9996.8503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.9572 9995.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2120 9996.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1852 9995.0883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.0291 9996.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  1  0  0  0
 14  8  1  0  0  0  0
  8  6  1  1  0  0  0
 11  7  1  0  0  0  0
  7  1  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 15  1  6  0  0  0
 19 15  1  6  0  0  0
 21 23  2  0  0  0  0
 18  7  1  0  0  0  0
 18  5  1  1  0  0  0
 10 22  1  0  0  0  0
M  END
Download

3D MOL for HMDB0036728 (ent-Kaur-16-en-19-al)

HMDB0036728
     RDKit          3D
ent-Kaur-16-en-19-al
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.7757    1.4734   -1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659    0.8671   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2694    1.2877   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.6247    0.1319 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6621    1.6918    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7960    1.5503    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323    0.5003    0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6557   -0.7663    0.1990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4369   -1.1382    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -1.9333   -0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5868   -1.4998   -1.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.7945   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8888    0.4379    0.3019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5147    1.6195   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.6203    1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4157    1.7031    2.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -0.4744   -0.5032 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4913   -1.6851   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576   -1.4807   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418   -0.4077    0.0014 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4958    0.0110    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    2.4275   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706    1.1133   -0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801    0.9210   -1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    2.3907   -0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813    2.7172    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746    1.7836    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1288    1.3392    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    2.5158    0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    0.8427   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1183   -2.1025    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4505   -1.3797    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274   -0.3466    2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -2.6802    0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318   -2.5083   -1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376   -0.9152   -2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -2.4341   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577   -0.5753   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7987   -1.4959    0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902    1.4810   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534    1.8201   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3846    2.5071    0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465   -0.2494    2.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   -0.0936   -1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2317   -2.4733    0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1882   -2.1739   -1.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2732   -1.3353   -1.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507   -2.4523   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4909   -0.6978    0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.8987    1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9041    0.7459    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  1
 15 16  2  0
  8 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 17  4  1  0
 21  4  1  0
 13  7  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
M  END
Download

3D SDF for HMDB0036728 (ent-Kaur-16-en-19-al)


  Mrv1652307232018112D          

 23 26  0  0  0  0            999 V2000
 9993.7632 9995.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0505 9993.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3361 9993.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3361 9992.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4757 9994.6792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7632 9993.4324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7615 9995.0857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9993.7615 9994.2605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.4760 9993.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1906 9994.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0507 9995.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3362 9995.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3362 9994.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0507 9993.8482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.2719 9996.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3667 9996.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9364 9996.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4773 9995.5112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.7577 9996.8503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.9572 9995.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2120 9996.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1852 9995.0883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.0291 9996.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  1  0  0  0
 14  8  1  0  0  0  0
  8  6  1  1  0  0  0
 11  7  1  0  0  0  0
  7  1  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 15  1  6  0  0  0
 19 15  1  6  0  0  0
 21 23  2  0  0  0  0
 18  7  1  0  0  0  0
 18  5  1  1  0  0  0
 10 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036728

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h13,15-17H,1,4-12H2,2-3H3/t15-,16-,17+,18+,19-,20-/m1/s1

> <INCHI_KEY>
JCAVDWHQNFTFBW-XRNRSJMDSA-N

> <FORMULA>
C20H30O

> <MOLECULAR_WEIGHT>
286.459

> <EXACT_MASS>
286.229665586

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.44207227267487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.649214512000001

> <ALOGPS_LOGS>
-6.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.097132770780803

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
86.4382

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0036728 (ent-Kaur-16-en-19-al)

HMDB0036728
     RDKit          3D
ent-Kaur-16-en-19-al
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.7757    1.4734   -1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659    0.8671   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2694    1.2877   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.6247    0.1319 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6621    1.6918    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7960    1.5503    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323    0.5003    0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6557   -0.7663    0.1990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4369   -1.1382    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -1.9333   -0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5868   -1.4998   -1.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496   -0.7945   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8888    0.4379    0.3019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5147    1.6195   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.6203    1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4157    1.7031    2.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -0.4744   -0.5032 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4913   -1.6851   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576   -1.4807   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418   -0.4077    0.0014 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4958    0.0110    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    2.4275   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706    1.1133   -0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801    0.9210   -1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    2.3907   -0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813    2.7172    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746    1.7836    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1288    1.3392    1.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    2.5158    0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    0.8427   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1183   -2.1025    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4505   -1.3797    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274   -0.3466    2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -2.6802    0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7318   -2.5083   -1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376   -0.9152   -2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -2.4341   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577   -0.5753   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7987   -1.4959    0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902    1.4810   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534    1.8201   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3846    2.5071    0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465   -0.2494    2.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508   -0.0936   -1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2317   -2.4733    0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1882   -2.1739   -1.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2732   -1.3353   -1.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4507   -2.4523   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4909   -0.6978    0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.8987    1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9041    0.7459    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  1
 15 16  2  0
  8 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 17  4  1  0
 21  4  1  0
 13  7  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
M  END
Download

PDB for HMDB0036728 (ent-Kaur-16-en-19-al)

HEADER    PROTEIN                                 23-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-20         0                                  
HETATM    1  C   UNK     0    8655.0258659.040   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.6948653.631   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8652.3618654.403   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8652.3618652.863   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8656.3558656.734   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8655.0258654.407   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8655.0228657.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8655.0228655.953   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8656.3558655.183   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8657.6898655.953   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8653.6958658.263   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8652.3618657.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8652.3618655.953   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8653.6958655.183   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8657.8418659.271   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8656.1518659.813   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8657.2158660.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8656.3588658.288   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8658.7488660.787   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8659.1208658.039   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8659.5968659.503   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8657.6798657.498   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8661.1218659.709   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    4   14                                                       
CONECT    3   14                                                            
CONECT    4    2                                                            
CONECT    5   18                                                            
CONECT    6    8                                                            
CONECT    7    8   11    1   18                                             
CONECT    8    7    9   14    6                                             
CONECT    9    8   10                                                       
CONECT   10    9   22                                                       
CONECT   11   12    7                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    2    3    8                                             
CONECT   15   22   19                                                       
CONECT   16   17   18                                                       
CONECT   17   16   19                                                       
CONECT   18   16   22    7    5                                             
CONECT   19   17   21   15                                                  
CONECT   20   21   22                                                       
CONECT   21   19   20   23                                                  
CONECT   22   18   20   15   10                                             
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END
Download

3D PDB for HMDB0036728 (ent-Kaur-16-en-19-al)

COMPND    HMDB0036728
HETATM    1  C1  UNL     1       4.776   1.473  -1.096  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.666   0.867  -0.739  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.269   1.288  -0.977  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.432   0.625   0.132  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.662   1.692   0.806  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.796   1.550   0.913  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.432   0.500   0.057  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.656  -0.766   0.199  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.437  -1.138   1.649  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.340  -1.933  -0.454  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.587  -1.500  -1.220  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.550  -0.795  -0.291  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.889   0.438   0.302  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.515   1.620  -0.464  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.310   0.620   1.706  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.416   1.703   2.258  1.00  0.00           O  
HETATM   17  C16 UNL     1       0.670  -0.474  -0.503  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.491  -1.685  -0.741  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.958  -1.481  -0.830  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.542  -0.408   0.001  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.496   0.011   1.038  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.736   2.428  -1.650  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.771   1.113  -0.891  1.00  0.00           H  
HETATM   24  H3  UNL     1       1.980   0.921  -1.977  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.174   2.391  -0.945  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.881   2.717   0.378  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.075   1.784   1.858  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.129   1.339   1.974  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.337   2.516   0.674  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.291   0.843  -1.012  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.118  -2.103   1.691  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.450  -1.380   2.056  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.027  -0.347   2.267  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.724  -2.680   0.304  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.732  -2.508  -1.150  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.338  -0.915  -2.110  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.084  -2.434  -1.554  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.458  -0.575  -0.851  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.799  -1.496   0.528  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.590   1.481  -0.600  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.953   1.820  -1.396  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.385   2.507   0.212  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.547  -0.249   2.309  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.351  -0.094  -1.523  1.00  0.00           H  
HETATM   45  H24 UNL     1       1.232  -2.473   0.025  1.00  0.00           H  
HETATM   46  H25 UNL     1       1.188  -2.174  -1.717  1.00  0.00           H  
HETATM   47  H26 UNL     1       3.273  -1.335  -1.894  1.00  0.00           H  
HETATM   48  H27 UNL     1       3.451  -2.452  -0.531  1.00  0.00           H  
HETATM   49  H28 UNL     1       4.491  -0.698   0.496  1.00  0.00           H  
HETATM   50  H29 UNL     1       2.185  -0.899   1.533  1.00  0.00           H  
HETATM   51  H30 UNL     1       2.904   0.746   1.752  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   20
CONECT    3    4   24   25
CONECT    4    5   17   21
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   13   30
CONECT    8    9   10   17
CONECT    9   31   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   15
CONECT   14   40   41   42
CONECT   15   16   16   43
CONECT   17   18   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21   49
CONECT   21   50   51
END
Download

SMILES for HMDB0036728 (ent-Kaur-16-en-19-al)

[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C=O
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INCHI for HMDB0036728 (ent-Kaur-16-en-19-al)

InChI=1S/C20H30O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h13,15-17H,1,4-12H2,2-3H3/t15-,16-,17+,18+,19-,20-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(-)-Kaur-16-en-18-alKegg
4alpha-Kaur-16-en-18-alKegg
KaurenalKegg
ent-KaurenalKegg
4a-Kaur-16-en-18-alGenerator
4Α-kaur-16-en-18-alGenerator
(4alpha)-Kaur-16-en-18-alHMDB
(4Α)-kaur-16-en-18-alHMDB
Kaur-16-en-18-alHMDB
ent-16-Kauren-19-alHMDB
ent-Kaur-16-en-19-alKEGG
Chemical FormulaC20H30O
Average Molecular Weight286.459
Monoisotopic Molecular Weight286.229665586
IUPAC Name(1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde
Traditional Name(1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carbaldehyde
CAS Registry Number14046-84-5
SMILES
[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C=O
InChI Identifier
InChI=1S/C20H30O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h13,15-17H,1,4-12H2,2-3H3/t15-,16-,17+,18+,19-,20-/m1/s1
InChI KeyJCAVDWHQNFTFBW-XRNRSJMDSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentKaurane diterpenoids
Alternative Parents
Substituents
  • Kaurane diterpenoid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point113 - 116 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.071 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00015 g/LALOGPS
logP4.06ALOGPS
logP4.65ChemAxon
logS-6.3ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity86.44 m³·mol⁻¹ChemAxon
Polarizability34.44 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-206.65630932474
DeepCCS[M+Na]+181.730932474
AllCCS[M+H]+174.632859911
AllCCS[M+H-H2O]+171.532859911
AllCCS[M+NH4]+177.432859911
AllCCS[M+Na]+178.332859911
AllCCS[M-H]-180.132859911
AllCCS[M+Na-2H]-180.332859911
AllCCS[M+HCOO]-180.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ent-Kaur-16-en-19-al[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C=O2792.5Standard polar33892256
ent-Kaur-16-en-19-al[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C=O2219.7Standard non polar33892256
ent-Kaur-16-en-19-al[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C=O2285.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - ent-Kaur-16-en-19-al GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-Kaur-16-en-19-al 10V, Negative-QTOFsplash10-000i-0090000000-9414264daccf69560d4d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-Kaur-16-en-19-al 20V, Negative-QTOFsplash10-000i-0090000000-9414264daccf69560d4d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-Kaur-16-en-19-al 40V, Negative-QTOFsplash10-0019-0090000000-3336bc7e0d444e6c27092021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-Kaur-16-en-19-al 10V, Positive-QTOFsplash10-0a4i-0090000000-ea3c439964420d436d1a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-Kaur-16-en-19-al 20V, Positive-QTOFsplash10-0ab9-0690000000-6fdb4c75831fb2a63bbd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ent-Kaur-16-en-19-al 40V, Positive-QTOFsplash10-05mp-8950000000-e2fc74183de9ef08a9332021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB015665
KNApSAcK IDC00055814
Chemspider ID391680
KEGG Compound IDC11873
BioCyc IDENT-KAUR-16-EN-19-AL
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound443466
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1856811
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.