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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:50:18 UTC

Update Date

2021-09-26 23:07:32 UTC

HMDB ID

HMDB0253934

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Labdane

Description

Labdane belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a significant number of articles have been published on Labdane. This compound has been identified in human blood as reported by (PMID: 31557052 ). Labdane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Labdane 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

HMDB0253934
     RDKit          3D
Labdane
 58 59  0  0  0  0  0  0  0  0999 V2000
    4.8996    1.7386   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332    0.9002    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.2788    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8787   -1.0379    1.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4615    0.2812   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5767   -0.8830   -0.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647   -0.7396   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.1967   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815   -2.8513    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -2.1476   -1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -1.4656   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1601   -0.2856    0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1465    0.8485   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    1.0552   -1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892    0.3491    0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383    2.0904    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    2.5420    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    1.5404   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7294    0.1276    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1297    0.2831    1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8119    2.3815   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341    1.0809   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216    2.4000   -0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401    0.4967    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5098    1.4494    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -0.9287   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258   -2.1021    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -0.5349    2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.0007    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745    0.9559    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    0.8311   -1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -1.5830    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -1.4744   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.3935   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -2.7405   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321   -3.7681    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6002   -3.2446    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -2.2755    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -1.6719   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9722   -3.1906   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -1.2778   -1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -2.2779    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.4571    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4421    0.9107   -1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603    2.1224   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8099    0.3326   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1223    1.2111    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3403   -0.3569    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0712   -0.1708   -0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051    1.8393    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181    2.8236    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676    3.4373   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    2.8874    1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633    1.5419   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3823    1.9604   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.4260    1.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450    0.0507    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918    1.2922    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  7  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
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 12 43  1  0
 14 44  1  0
 14 45  1  0
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 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
M  END

  Mrv1652309112114502D          

 20 21  0  0  0  0            999 V2000
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534   -0.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
  3  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
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  0  0  0  0
  8 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253934

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)CCC1C(C)CCC2C(C)(C)CCCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H38/c1-7-15(2)9-11-17-16(3)10-12-18-19(4,5)13-8-14-20(17,18)6/h15-18H,7-14H2,1-6H3

> <INCHI_KEY>
LEWJAHURGICVRE-UHFFFAOYSA-N

> <FORMULA>
C20H38

> <MOLECULAR_WEIGHT>
278.524

> <EXACT_MASS>
278.297351224

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
37.37546756050487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,1,4a,6-tetramethyl-5-(3-methylpentyl)-decahydronaphthalene

> <ALOGPS_LOGP>
6.88

> <JCHEM_LOGP>
7.193306895333333

> <ALOGPS_LOGS>
-7.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
89.6516

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.41e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
labdane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253934
     RDKit          3D
Labdane
 58 59  0  0  0  0  0  0  0  0999 V2000
    4.8996    1.7386   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332    0.9002    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.2788    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8787   -1.0379    1.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4615    0.2812   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5767   -0.8830   -0.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647   -0.7396   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.1967   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815   -2.8513    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -2.1476   -1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -1.4656   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1601   -0.2856    0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1465    0.8485   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    1.0552   -1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892    0.3491    0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383    2.0904    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    2.5420    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    1.5404   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7294    0.1276    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1297    0.2831    1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8119    2.3815   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341    1.0809   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216    2.4000   -0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401    0.4967    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5098    1.4494    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -0.9287   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258   -2.1021    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -0.5349    2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.0007    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745    0.9559    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    0.8311   -1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -1.5830    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -1.4744   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.3935   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -2.7405   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321   -3.7681    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6002   -3.2446    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -2.2755    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -1.6719   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9722   -3.1906   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -1.2778   -1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -2.2779    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.4571    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4421    0.9107   -1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603    2.1224   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8099    0.3326   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1223    1.2111    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3403   -0.3569    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0712   -0.1708   -0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051    1.8393    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181    2.8236    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676    3.4373   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    2.8874    1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633    1.5419   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3823    1.9604   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.4260    1.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450    0.0507    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918    1.2922    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  7  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
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 12 43  1  0
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 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.206  -0.054   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.483  -1.306   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11    7   13   19                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12                                                            
CONECT   20    8                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0253934
HETATM    1  C1  UNL     1       4.900   1.739  -0.919  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.833   0.900   0.327  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.866  -0.279   0.146  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.879  -1.038   1.436  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.461   0.281  -0.167  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.577  -0.883  -0.330  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.165  -0.740  -0.643  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.333  -2.197  -0.718  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.382  -2.851   0.614  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.630  -2.148  -1.416  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.618  -1.466  -0.522  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.160  -0.286   0.213  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.147   0.849  -0.104  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.364   1.055  -1.558  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.489   0.349   0.470  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.838   2.090   0.676  1.00  0.00           C  
HETATM   17  C17 UNL     1      -1.472   2.542   0.334  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.664   1.540  -0.451  1.00  0.00           C  
HETATM   19  C19 UNL     1      -0.729   0.128   0.146  1.00  0.00           C  
HETATM   20  C20 UNL     1      -0.130   0.283   1.553  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.812   2.381  -0.823  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.034   1.081  -1.786  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.022   2.400  -0.988  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.840   0.497   0.529  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.510   1.449   1.214  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.227  -0.929  -0.654  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.626  -2.102   1.334  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.264  -0.535   2.233  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.925  -1.001   1.823  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.275   0.956   0.672  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.631   0.831  -1.136  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.804  -1.583   0.535  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.017  -1.474  -1.200  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.081  -0.394  -1.719  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.399  -2.741  -1.349  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.032  -3.768   0.496  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.600  -3.245   0.942  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.826  -2.276   1.422  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.503  -1.672  -2.400  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.972  -3.191  -1.615  1.00  0.00           H  
HETATM   41  H21 UNL     1      -3.517  -1.278  -1.187  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.004  -2.278   0.170  1.00  0.00           H  
HETATM   43  H23 UNL     1      -2.385  -0.457   1.314  1.00  0.00           H  
HETATM   44  H24 UNL     1      -4.442   0.911  -1.877  1.00  0.00           H  
HETATM   45  H25 UNL     1      -3.160   2.122  -1.872  1.00  0.00           H  
HETATM   46  H26 UNL     1      -2.810   0.333  -2.215  1.00  0.00           H  
HETATM   47  H27 UNL     1      -5.122   1.211   0.770  1.00  0.00           H  
HETATM   48  H28 UNL     1      -4.340  -0.357   1.286  1.00  0.00           H  
HETATM   49  H29 UNL     1      -5.071  -0.171  -0.339  1.00  0.00           H  
HETATM   50  H30 UNL     1      -2.905   1.839   1.762  1.00  0.00           H  
HETATM   51  H31 UNL     1      -3.618   2.824   0.474  1.00  0.00           H  
HETATM   52  H32 UNL     1      -1.568   3.437  -0.335  1.00  0.00           H  
HETATM   53  H33 UNL     1      -0.940   2.887   1.223  1.00  0.00           H  
HETATM   54  H34 UNL     1      -0.863   1.542  -1.530  1.00  0.00           H  
HETATM   55  H35 UNL     1       0.382   1.960  -0.365  1.00  0.00           H  
HETATM   56  H36 UNL     1       0.661  -0.426   1.762  1.00  0.00           H  
HETATM   57  H37 UNL     1      -0.945   0.051   2.304  1.00  0.00           H  
HETATM   58  H38 UNL     1       0.192   1.292   1.789  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    5   26
CONECT    4   27   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   19   34
CONECT    8    9   10   35
CONECT    9   36   37   38
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   19   43
CONECT   13   14   15   16
CONECT   14   44   45   46
CONECT   15   47   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20
CONECT   20   56   57   58
END

HMDB0253934
     RDKit          3D
Labdane
 58 59  0  0  0  0  0  0  0  0999 V2000
    4.8996    1.7386   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332    0.9002    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.2788    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8787   -1.0379    1.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4615    0.2812   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5767   -0.8830   -0.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647   -0.7396   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.1967   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815   -2.8513    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300   -2.1476   -1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -1.4656   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1601   -0.2856    0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1465    0.8485   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    1.0552   -1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892    0.3491    0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383    2.0904    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4721    2.5420    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639    1.5404   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7294    0.1276    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1297    0.2831    1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8119    2.3815   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0341    1.0809   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216    2.4000   -0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401    0.4967    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5098    1.4494    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -0.9287   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258   -2.1021    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -0.5349    2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -1.0007    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2745    0.9559    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    0.8311   -1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -1.5830    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0173   -1.4744   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805   -0.3935   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -2.7405   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321   -3.7681    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6002   -3.2446    0.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -2.2755    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -1.6719   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9722   -3.1906   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -1.2778   -1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -2.2779    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.4571    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4421    0.9107   -1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603    2.1224   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8099    0.3326   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1223    1.2111    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3403   -0.3569    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0712   -0.1708   -0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051    1.8393    1.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181    2.8236    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676    3.4373   -0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400    2.8874    1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633    1.5419   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3823    1.9604   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   -0.4260    1.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450    0.0507    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918    1.2922    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  7  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₃₈

Average Molecular Weight

278.524

Monoisotopic Molecular Weight

278.297351224

IUPAC Name

1,1,4a,6-tetramethyl-5-(3-methylpentyl)-decahydronaphthalene

Traditional Name

labdane

CAS Registry Number

Not Available

SMILES

CCC(C)CCC1C(C)CCC2C(C)(C)CCCC12C

InChI Identifier

InChI=1S/C20H38/c1-7-15(2)9-11-17-16(3)10-12-18-19(4,5)13-8-14-20(17,18)6/h15-18H,7-14H2,1-6H3

InChI Key

LEWJAHURGICVRE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Labdane 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)

Source

Exogenous

Exogenous (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	6.88	ALOGPS
logP	7.19	ChemAxon
logS	-7.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.65 m³·mol⁻¹	ChemAxon
Polarizability	37.38 Å³	ChemAxon
Number of Rings	2	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]-	206.538	30932474
DeepCCS	[M+Na]+	181.847	30932474
AllCCS	[M+H]+	173.8	32859911
AllCCS	[M+H-H2O]+	170.8	32859911
AllCCS	[M+NH4]+	176.6	32859911
AllCCS	[M+Na]+	177.4	32859911
AllCCS	[M-H]-	181.4	32859911
AllCCS	[M+Na-2H]-	182.4	32859911
AllCCS	[M+HCOO]-	183.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Labdane	CCC(C)CCC1C(C)CCC2C(C)(C)CCCC12C	2030.8	Standard polar	33892256
Labdane	CCC(C)CCC1C(C)CCC2C(C)(C)CCCC12C	1893.9	Standard non polar	33892256
Labdane	CCC(C)CCC1C(C)CCC2C(C)(C)CCCC12C	1970.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Labdane GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fs-2390000000-46d0d320ce9f7a85a38e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Labdane 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 - Labdane 10V, Positive-QTOF	splash10-004i-2090000000-f93f5551aa9ed7aadcd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labdane 20V, Positive-QTOF	splash10-0a7l-9320000000-6a24b2caad3b95dac5f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labdane 40V, Positive-QTOF	splash10-052f-9000000000-17cc7489c746256d6b22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labdane 10V, Negative-QTOF	splash10-004i-0090000000-4111e6bd8bbc57d0b754	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labdane 20V, Negative-QTOF	splash10-004i-0090000000-4111e6bd8bbc57d0b754	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Labdane 40V, Negative-QTOF	splash10-004i-0090000000-050d64d445d52531ec86	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

11193745

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Labdane

METLIN ID

Not Available

PubChem Compound

15558519

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 Labdane (HMDB0253934)

MOL for HMDB0253934 (Labdane)

3D MOL for HMDB0253934 (Labdane)

3D SDF for HMDB0253934 (Labdane)

3D-SDF for HMDB0253934 (Labdane)

PDB for HMDB0253934 (Labdane)

3D PDB for HMDB0253934 (Labdane)

SMILES for HMDB0253934 (Labdane)

INCHI for HMDB0253934 (Labdane)

Structure for HMDB0253934 (Labdane)

3D Structure for HMDB0253934 (Labdane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra