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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:27:04 UTC

Update Date

2022-11-23 22:06:01 UTC

HMDB ID

HMDB0251824

Secondary Accession Numbers

None

Metabolite Identification

Common Name

ent-Kaurane

Description

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane 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. 5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane is possibly neutral. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ent-kaurane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically ent-Kaurane is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253766
     RDKit          3D
kaurane
 54 57  0  0  0  0  0  0  0  0999 V2000
    3.9924    1.7020    0.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    0.3156    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    0.2093    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3277   -0.7648    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812   -1.7217    1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -1.8282    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192   -0.4272    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -0.3055    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202   -1.2598   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022   -0.7374    2.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    1.1267    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    2.0899    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    1.7364   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    0.2500   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3750   -0.0596   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -0.1682   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    0.9687   -1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069    0.2499   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4756   -0.4783   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5199   -1.6103    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1652    2.0076   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    2.4148    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.8418    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024   -0.2321    1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    1.1570    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -0.2847    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329   -2.6938    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -1.2456    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -2.5008    1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370   -2.2108   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727    0.1133    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305   -1.8823   -0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3732   -0.7194   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607   -2.0123    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323   -0.4484    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3181   -0.3948    2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608   -1.8629    1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9877    1.2428   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.4215    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736    3.0587   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.3601    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941    2.2033    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    2.2502   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4129    0.2027   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -1.0868   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    0.6160   -2.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984   -0.9340   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898    1.4587   -2.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    1.7179   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    0.9233   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -0.5074   -2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -0.8819   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -2.2252   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8770   -2.1538    0.8875 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 16  4  1  0
 20  4  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 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
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
M  END


  Mrv1533004191516232D          

 20 23  0  0  0  0            999 V2000
    0.0435   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566   -0.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    0.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893    0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5946    0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    1.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9582    0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7638    0.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487    1.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599    1.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206   -0.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7095   -0.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700   -1.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6431   -1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -1.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -0.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8 10  1  0  0  0  0
  8 11  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
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251824

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C20H34/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h14-17H,5-13H2,1-4H3

> <INCHI_KEY>
IVZWRQBQDVHDNG-UHFFFAOYSA-N

> <FORMULA>
C20H34

> <MOLECULAR_WEIGHT>
274.492

> <EXACT_MASS>
274.266051095

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
35.12851201942212

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane

> <ALOGPS_LOGP>
5.89

> <JCHEM_LOGP>
5.963783976333334

> <ALOGPS_LOGS>
-6.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
85.86889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.96e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253766
     RDKit          3D
kaurane
 54 57  0  0  0  0  0  0  0  0999 V2000
    3.9924    1.7020    0.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    0.3156    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    0.2093    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3277   -0.7648    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812   -1.7217    1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -1.8282    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192   -0.4272    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -0.3055    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202   -1.2598   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022   -0.7374    2.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    1.1267    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    2.0899    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    1.7364   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    0.2500   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3750   -0.0596   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -0.1682   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    0.9687   -1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069    0.2499   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4756   -0.4783   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5199   -1.6103    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1652    2.0076   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    2.4148    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.8418    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024   -0.2321    1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    1.1570    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -0.2847    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329   -2.6938    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -1.2456    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -2.5008    1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370   -2.2108   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727    0.1133    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305   -1.8823   -0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3732   -0.7194   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607   -2.0123    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323   -0.4484    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3181   -0.3948    2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608   -1.8629    1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9877    1.2428   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.4215    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736    3.0587   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.3601    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941    2.2033    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    2.2502   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4129    0.2027   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -1.0868   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    0.6160   -2.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984   -0.9340   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898    1.4587   -2.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    1.7179   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    0.9233   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -0.5074   -2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -0.8819   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -2.2252   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8770   -2.1538    0.8875 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 16  4  1  0
 20  4  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 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
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       0.081  -0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.599  -0.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.761   0.870   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.273   0.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.843   1.624   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.354   1.935   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.389   0.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.892   1.111   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.304   2.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.192   1.938   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.932  -0.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.468  -1.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.964  -1.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.924  -0.689   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.477  -2.163   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.392  -1.066   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.934  -2.642   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.356  -2.939   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.310  -1.708   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.386  -0.839   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16   20                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    7   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    4   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    2   20                                                  
CONECT   20   19    4                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0253766
HETATM    1  C1  UNL     1       3.992   1.702   0.753  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.475   0.316   0.900  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.066   0.209   1.389  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.328  -0.765   0.506  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.481  -1.722   1.294  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.915  -1.828   0.669  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.419  -0.427   0.555  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.913  -0.306   0.586  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.620  -1.260  -0.339  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.302  -0.737   2.015  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.302   1.127   0.348  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.183   2.090   0.353  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.951   1.736  -0.381  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.730   0.250  -0.579  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.375  -0.060  -1.938  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.689  -0.168  -0.687  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.607   0.969  -1.165  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.907   0.250  -1.558  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.476  -0.478  -0.393  1.00  0.00           C  
HETATM   20  C20 UNL     1       2.520  -1.610   0.009  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.165   2.008  -0.319  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.338   2.415   1.289  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.011   1.842   1.226  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.202  -0.232   1.571  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.562   1.157   1.547  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.114  -0.285   2.405  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.933  -2.694   1.479  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.315  -1.246   2.305  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.549  -2.501   1.242  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.737  -2.211  -0.371  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.073   0.113   1.490  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.931  -1.882  -0.944  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.373  -0.719  -0.987  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.261  -2.012   0.211  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.532  -0.448   2.742  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.318  -0.395   2.255  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.361  -1.863   1.990  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.988   1.243  -0.545  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.989   1.421   1.202  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.574   3.059  -0.077  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.956   2.360   1.427  1.00  0.00           H  
HETATM   42  H22 UNL     1      -0.094   2.203   0.170  1.00  0.00           H  
HETATM   43  H23 UNL     1      -0.929   2.250  -1.388  1.00  0.00           H  
HETATM   44  H24 UNL     1      -2.413   0.203  -2.010  1.00  0.00           H  
HETATM   45  H25 UNL     1      -1.106  -1.087  -2.278  1.00  0.00           H  
HETATM   46  H26 UNL     1      -0.821   0.616  -2.656  1.00  0.00           H  
HETATM   47  H27 UNL     1       0.798  -0.934  -1.517  1.00  0.00           H  
HETATM   48  H28 UNL     1       1.190   1.459  -2.052  1.00  0.00           H  
HETATM   49  H29 UNL     1       1.787   1.718  -0.400  1.00  0.00           H  
HETATM   50  H30 UNL     1       3.611   0.923  -2.040  1.00  0.00           H  
HETATM   51  H31 UNL     1       2.591  -0.507  -2.317  1.00  0.00           H  
HETATM   52  H32 UNL     1       4.455  -0.882  -0.645  1.00  0.00           H  
HETATM   53  H33 UNL     1       2.223  -2.225  -0.838  1.00  0.00           H  
HETATM   54  H34 UNL     1       2.877  -2.154   0.888  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   19   24
CONECT    3    4   25   26
CONECT    4    5   16   20
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   14   31
CONECT    8    9   10   11
CONECT    9   32   33   34
CONECT   10   35   36   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   16
CONECT   15   44   45   46
CONECT   16   17   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   20   52
CONECT   20   53   54
END

HMDB0253766
     RDKit          3D
kaurane
 54 57  0  0  0  0  0  0  0  0999 V2000
    3.9924    1.7020    0.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    0.3156    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    0.2093    1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3277   -0.7648    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812   -1.7217    1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -1.8282    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192   -0.4272    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -0.3055    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202   -1.2598   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022   -0.7374    2.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    1.1267    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    2.0899    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    1.7364   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    0.2500   -0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3750   -0.0596   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889   -0.1682   -0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    0.9687   -1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069    0.2499   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4756   -0.4783   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5199   -1.6103    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1652    2.0076   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    2.4148    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.8418    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024   -0.2321    1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    1.1570    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141   -0.2847    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9329   -2.6938    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -1.2456    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -2.5008    1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7370   -2.2108   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727    0.1133    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305   -1.8823   -0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3732   -0.7194   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607   -2.0123    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323   -0.4484    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3181   -0.3948    2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608   -1.8629    1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9877    1.2428   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.4215    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736    3.0587   -0.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.3601    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941    2.2033    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    2.2502   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4129    0.2027   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -1.0868   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210    0.6160   -2.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984   -0.9340   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898    1.4587   -2.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    1.7179   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    0.9233   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -0.5074   -2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -0.8819   -0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -2.2252   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8770   -2.1538    0.8875 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 16  4  1  0
 20  4  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 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
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄

Average Molecular Weight

274.492

Monoisotopic Molecular Weight

274.266051095

IUPAC Name

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane

Traditional Name

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane

CAS Registry Number

Not Available

SMILES

CC1CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3

InChI Identifier

InChI=1S/C20H34/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h14-17H,5-13H2,1-4H3

InChI Key

IVZWRQBQDVHDNG-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Polycyclic hydrocarbon
Saturated hydrocarbon
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.89	ALOGPS
logP	5.96	ChemAxon
logS	-7	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.87 m³·mol⁻¹	ChemAxon
Polarizability	35.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	203.664	30932474
DeepCCS	[M+Na]+	179.105	30932474
AllCCS	[M+H]+	172.3	32859911
AllCCS	[M+H-H2O]+	169.1	32859911
AllCCS	[M+NH4]+	175.2	32859911
AllCCS	[M+Na]+	176.0	32859911
AllCCS	[M-H]-	180.3	32859911
AllCCS	[M+Na-2H]-	180.6	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Kaurane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5a-0590000000-c28f9b554e4103bdf177	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Kaurane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ent-Kaurane 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-Kaurane 10V, Positive-QTOF	splash10-004i-0090000000-10c728f92d9753dbccdf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Kaurane 20V, Positive-QTOF	splash10-004i-1590000000-7cd7830285c4e54ed5f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Kaurane 40V, Positive-QTOF	splash10-0flc-7930000000-bebd3a715d99b3a3f9a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Kaurane 10V, Negative-QTOF	splash10-00di-0090000000-6d027560b1c478c2615d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Kaurane 20V, Negative-QTOF	splash10-00di-0090000000-6d027560b1c478c2615d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Kaurane 40V, Negative-QTOF	splash10-00di-0090000000-ffa2f07d8299fba66f66	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5232068

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for ent-Kaurane (HMDB0251824)

MOL for HMDB0251824 (ent-Kaurane)

3D MOL for HMDB0251824 (ent-Kaurane)

3D SDF for HMDB0251824 (ent-Kaurane)

3D-SDF for HMDB0251824 (ent-Kaurane)

PDB for HMDB0251824 (ent-Kaurane)

3D PDB for HMDB0251824 (ent-Kaurane)

SMILES for HMDB0251824 (ent-Kaurane)

INCHI for HMDB0251824 (ent-Kaurane)

Structure for HMDB0251824 (ent-Kaurane)

3D Structure for HMDB0251824 (ent-Kaurane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra