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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:41:41 UTC

Update Date

2022-03-07 02:54:35 UTC

HMDB ID

HMDB0035686

Secondary Accession Numbers

HMDB35686

Metabolite Identification

Common Name

beta-Citraurinene

Description

beta-Citraurinene belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on beta-Citraurinene.

Structure

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


  Mrv0541 05061308382D          

 31 31  0  0  0  0            999 V2000
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    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    3.3000    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
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    0.0000    0.0000    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 20 19  2  0  0  0  0
 23  1  1  0  0  0  0
 23  2  1  0  0  0  0
 23 13  2  0  0  0  0
 24  3  1  0  0  0  0
 24 14  2  0  0  0  0
 24 16  1  0  0  0  0
 25  4  1  0  0  0  0
 25 15  2  0  0  0  0
 25 17  1  0  0  0  0
 26  5  1  0  0  0  0
 26 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27  6  1  0  0  0  0
 27 21  1  0  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29 20  1  0  0  0  0
 29 27  2  0  0  0  0
 30  7  1  0  0  0  0
 30  8  1  0  0  0  0
 30 22  1  0  0  0  0
 30 29  1  0  0  0  0
 31 28  1  0  0  0  0
M  END

HMDB0035686
     RDKit          3D
beta-Citraurinene
 73 73  0  0  0  0  0  0  0  0999 V2000
   11.2449   -0.2655   -1.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5989    0.4935   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4248    1.2666    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2768    0.4773   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4644   -0.2830   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386   -0.2479   -0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323   -0.9985   -1.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9579   -1.7894   -2.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0154   -1.0234   -1.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881   -0.3055   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9530   -0.3833   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553    0.3007    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8376    0.1948    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -0.6445   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433    0.8879    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758    0.8612    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9932    1.5843    2.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2884    1.5561    2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491    2.3373    3.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    0.8049    1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4432    0.7956    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3398    0.0380    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6248    0.1419    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0764    0.9981    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6804   -0.5208    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1556   -0.7220   -1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0807    0.4566   -1.8830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8446   -1.4386   -1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7875   -0.7442   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520   -1.8467    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9883    0.0991   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8783   -1.2928   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1088    0.2386   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3489   -0.3341   -1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4786    0.9383    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0535    1.1551    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314    2.3502    0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8176    1.0403    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -0.8430   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7210    0.3240   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7277   -2.4554   -2.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536   -1.1596   -3.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.4870   -3.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4615   -1.6128   -2.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381    0.2927    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.9843   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603    0.8966    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813   -0.2589   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -1.6843   -0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8284   -0.7798   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5403    1.4908    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    0.2812    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    2.1788    3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    2.9971    3.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2266    2.9748    4.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569    1.6545    4.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7133    0.2374    0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8411    1.3776    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6124    0.6053    3.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7446    2.0343    2.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1510    0.8911    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6164    0.0990    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9869   -1.4829    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8845   -1.3825   -1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9304    0.7547   -2.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5118   -1.5723   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9995   -2.4878   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735   -1.8389   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2697   -2.8737   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179   -1.8480    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    1.1659   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9900   -0.2790   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5262    0.1055   -2.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
M  END


  Mrv0541 05061308382D          

 31 31  0  0  0  0            999 V2000
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    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    3.3000    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
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    0.0000    0.0000    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 20 19  2  0  0  0  0
 23  1  1  0  0  0  0
 23  2  1  0  0  0  0
 23 13  2  0  0  0  0
 24  3  1  0  0  0  0
 24 14  2  0  0  0  0
 24 16  1  0  0  0  0
 25  4  1  0  0  0  0
 25 15  2  0  0  0  0
 25 17  1  0  0  0  0
 26  5  1  0  0  0  0
 26 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27  6  1  0  0  0  0
 27 21  1  0  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29 20  1  0  0  0  0
 29 27  2  0  0  0  0
 30  7  1  0  0  0  0
 30  8  1  0  0  0  0
 30 22  1  0  0  0  0
 30 29  1  0  0  0  0
 31 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035686

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=C\C=C\C(\C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H42O/c1-23(2)13-11-16-24(3)14-9-10-15-25(4)17-12-18-26(5)19-20-29-27(6)21-28(31)22-30(29,7)8/h9-20,28,31H,21-22H2,1-8H3/b10-9+,16-11+,17-12+,20-19+,24-14-,25-15+,26-18-

> <INCHI_KEY>
GKMHSJYLRXLVRG-BIIAHISDSA-N

> <FORMULA>
C30H42O

> <MOLECULAR_WEIGHT>
418.6539

> <EXACT_MASS>
418.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
54.869243436110494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9E,11Z,13E)-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]cyclohex-3-en-1-ol

> <ALOGPS_LOGP>
7.52

> <JCHEM_LOGP>
7.183731039333336

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.907213404525137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.089784856860705

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
147.6566

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9E,11Z,13E)-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]cyclohex-3-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035686
     RDKit          3D
beta-Citraurinene
 73 73  0  0  0  0  0  0  0  0999 V2000
   11.2449   -0.2655   -1.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5989    0.4935   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4248    1.2666    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2768    0.4773   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4644   -0.2830   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386   -0.2479   -0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323   -0.9985   -1.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9579   -1.7894   -2.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0154   -1.0234   -1.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881   -0.3055   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9530   -0.3833   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553    0.3007    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8376    0.1948    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -0.6445   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433    0.8879    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758    0.8612    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9932    1.5843    2.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2884    1.5561    2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491    2.3373    3.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    0.8049    1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4432    0.7956    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3398    0.0380    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6248    0.1419    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0764    0.9981    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6804   -0.5208    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1556   -0.7220   -1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0807    0.4566   -1.8830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8446   -1.4386   -1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7875   -0.7442   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520   -1.8467    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9883    0.0991   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8783   -1.2928   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1088    0.2386   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3489   -0.3341   -1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4786    0.9383    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0535    1.1551    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314    2.3502    0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8176    1.0403    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -0.8430   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7210    0.3240   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7277   -2.4554   -2.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536   -1.1596   -3.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.4870   -3.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4615   -1.6128   -2.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381    0.2927    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.9843   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603    0.8966    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813   -0.2589   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -1.6843   -0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8284   -0.7798   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5403    1.4908    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    0.2812    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    2.1788    3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    2.9971    3.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2266    2.9748    4.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569    1.6545    4.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7133    0.2374    0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8411    1.3776    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6124    0.6053    3.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7446    2.0343    2.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1510    0.8911    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6164    0.0990    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9869   -1.4829    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8845   -1.3825   -1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9304    0.7547   -2.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5118   -1.5723   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9995   -2.4878   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735   -1.8389   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2697   -2.8737   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179   -1.8480    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    1.1659   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9900   -0.2790   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5262    0.1055   -2.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.671  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   30                                                            
CONECT    8   30                                                            
CONECT    9   10   14                                                       
CONECT   10    9   15                                                       
CONECT   11   13   16                                                       
CONECT   12   17   18                                                       
CONECT   13   11   23                                                       
CONECT   14    9   24                                                       
CONECT   15   10   25                                                       
CONECT   16   11   24                                                       
CONECT   17   12   25                                                       
CONECT   18   12   26                                                       
CONECT   19   20   26                                                       
CONECT   20   19   29                                                       
CONECT   21   27   28                                                       
CONECT   22   28   30                                                       
CONECT   23    1    2   13                                                  
CONECT   24    3   14   16                                                  
CONECT   25    4   15   17                                                  
CONECT   26    5   18   19                                                  
CONECT   27    6   21   29                                                  
CONECT   28   21   22   31                                                  
CONECT   29   20   27   30                                                  
CONECT   30    7    8   22   29                                             
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

COMPND    HMDB0035686
HETATM    1  C1  UNL     1      11.245  -0.265  -1.338  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.599   0.494  -0.264  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.425   1.267   0.688  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.277   0.477  -0.159  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.464  -0.283  -1.096  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.139  -0.248  -0.922  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.332  -0.999  -1.847  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.958  -1.789  -2.962  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.015  -1.023  -1.754  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.288  -0.305  -0.727  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.953  -0.383  -0.703  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.155   0.301   0.286  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.838   0.195   0.271  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.246  -0.644  -0.791  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.043   0.888   1.270  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.276   0.861   1.361  1.00  0.00           C  
HETATM   17  C17 UNL     1      -1.993   1.584   2.393  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.288   1.556   2.479  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.949   2.337   3.584  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.119   0.805   1.558  1.00  0.00           C  
HETATM   21  C21 UNL     1      -5.443   0.796   1.672  1.00  0.00           C  
HETATM   22  C22 UNL     1      -6.340   0.038   0.748  1.00  0.00           C  
HETATM   23  C23 UNL     1      -7.625   0.142   1.008  1.00  0.00           C  
HETATM   24  C24 UNL     1      -8.076   0.998   2.191  1.00  0.00           C  
HETATM   25  C25 UNL     1      -8.680  -0.521   0.222  1.00  0.00           C  
HETATM   26  C26 UNL     1      -8.156  -0.722  -1.184  1.00  0.00           C  
HETATM   27  O1  UNL     1      -8.081   0.457  -1.883  1.00  0.00           O  
HETATM   28  C27 UNL     1      -6.845  -1.439  -1.147  1.00  0.00           C  
HETATM   29  C28 UNL     1      -5.787  -0.744  -0.345  1.00  0.00           C  
HETATM   30  C29 UNL     1      -4.852  -1.847   0.148  1.00  0.00           C  
HETATM   31  C30 UNL     1      -4.988   0.099  -1.328  1.00  0.00           C  
HETATM   32  H1  UNL     1      10.878  -1.293  -1.445  1.00  0.00           H  
HETATM   33  H2  UNL     1      11.109   0.239  -2.331  1.00  0.00           H  
HETATM   34  H3  UNL     1      12.349  -0.334  -1.158  1.00  0.00           H  
HETATM   35  H4  UNL     1      12.479   0.938   0.670  1.00  0.00           H  
HETATM   36  H5  UNL     1      11.053   1.155   1.748  1.00  0.00           H  
HETATM   37  H6  UNL     1      11.331   2.350   0.444  1.00  0.00           H  
HETATM   38  H7  UNL     1       8.818   1.040   0.636  1.00  0.00           H  
HETATM   39  H8  UNL     1       8.935  -0.843  -1.888  1.00  0.00           H  
HETATM   40  H9  UNL     1       6.721   0.324  -0.120  1.00  0.00           H  
HETATM   41  H10 UNL     1       7.728  -2.455  -2.475  1.00  0.00           H  
HETATM   42  H11 UNL     1       7.454  -1.160  -3.699  1.00  0.00           H  
HETATM   43  H12 UNL     1       6.222  -2.487  -3.411  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.461  -1.613  -2.488  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.738   0.293   0.028  1.00  0.00           H  
HETATM   46  H15 UNL     1       2.470  -0.984  -1.460  1.00  0.00           H  
HETATM   47  H16 UNL     1       2.660   0.897   1.032  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.581  -0.259  -1.799  1.00  0.00           H  
HETATM   49  H18 UNL     1       0.692  -1.684  -0.762  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.828  -0.780  -0.736  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.540   1.491   2.027  1.00  0.00           H  
HETATM   52  H21 UNL     1      -1.799   0.281   0.637  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.387   2.179   3.128  1.00  0.00           H  
HETATM   54  H23 UNL     1      -4.701   2.997   3.091  1.00  0.00           H  
HETATM   55  H24 UNL     1      -3.227   2.975   4.093  1.00  0.00           H  
HETATM   56  H25 UNL     1      -4.457   1.654   4.277  1.00  0.00           H  
HETATM   57  H26 UNL     1      -3.713   0.237   0.762  1.00  0.00           H  
HETATM   58  H27 UNL     1      -5.841   1.378   2.485  1.00  0.00           H  
HETATM   59  H28 UNL     1      -7.612   0.605   3.130  1.00  0.00           H  
HETATM   60  H29 UNL     1      -7.745   2.034   2.069  1.00  0.00           H  
HETATM   61  H30 UNL     1      -9.151   0.891   2.286  1.00  0.00           H  
HETATM   62  H31 UNL     1      -9.616   0.099   0.189  1.00  0.00           H  
HETATM   63  H32 UNL     1      -8.987  -1.483   0.680  1.00  0.00           H  
HETATM   64  H33 UNL     1      -8.885  -1.382  -1.699  1.00  0.00           H  
HETATM   65  H34 UNL     1      -8.930   0.755  -2.289  1.00  0.00           H  
HETATM   66  H35 UNL     1      -6.512  -1.572  -2.219  1.00  0.00           H  
HETATM   67  H36 UNL     1      -7.000  -2.488  -0.764  1.00  0.00           H  
HETATM   68  H37 UNL     1      -3.874  -1.839  -0.362  1.00  0.00           H  
HETATM   69  H38 UNL     1      -5.270  -2.874  -0.084  1.00  0.00           H  
HETATM   70  H39 UNL     1      -4.718  -1.848   1.233  1.00  0.00           H  
HETATM   71  H40 UNL     1      -4.930   1.166  -1.038  1.00  0.00           H  
HETATM   72  H41 UNL     1      -3.990  -0.279  -1.537  1.00  0.00           H  
HETATM   73  H42 UNL     1      -5.526   0.105  -2.308  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6    6   39
CONECT    6    7   40
CONECT    7    8    9    9
CONECT    8   41   42   43
CONECT    9   10   44
CONECT   10   11   11   45
CONECT   11   12   46
CONECT   12   13   13   47
CONECT   13   14   15
CONECT   14   48   49   50
CONECT   15   16   16   51
CONECT   16   17   52
CONECT   17   18   18   53
CONECT   18   19   20
CONECT   19   54   55   56
CONECT   20   21   21   57
CONECT   21   22   58
CONECT   22   23   23   29
CONECT   23   24   25
CONECT   24   59   60   61
CONECT   25   26   62   63
CONECT   26   27   28   64
CONECT   27   65
CONECT   28   29   66   67
CONECT   29   30   31
CONECT   30   68   69   70
CONECT   31   71   72   73
END

HMDB0035686
     RDKit          3D
beta-Citraurinene
 73 73  0  0  0  0  0  0  0  0999 V2000
   11.2449   -0.2655   -1.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5989    0.4935   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4248    1.2666    0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2768    0.4773   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4644   -0.2830   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386   -0.2479   -0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3323   -0.9985   -1.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9579   -1.7894   -2.9615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0154   -1.0234   -1.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881   -0.3055   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9530   -0.3833   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553    0.3007    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8376    0.1948    0.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -0.6445   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433    0.8879    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2758    0.8612    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9932    1.5843    2.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2884    1.5561    2.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9491    2.3373    3.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    0.8049    1.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4432    0.7956    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3398    0.0380    0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6248    0.1419    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0764    0.9981    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6804   -0.5208    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1556   -0.7220   -1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0807    0.4566   -1.8830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8446   -1.4386   -1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7875   -0.7442   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520   -1.8467    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9883    0.0991   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8783   -1.2928   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1088    0.2386   -2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3489   -0.3341   -1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4786    0.9383    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0535    1.1551    1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3314    2.3502    0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8176    1.0403    0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9349   -0.8430   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7210    0.3240   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7277   -2.4554   -2.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536   -1.1596   -3.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.4870   -3.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4615   -1.6128   -2.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381    0.2927    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.9843   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603    0.8966    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813   -0.2589   -1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -1.6843   -0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8284   -0.7798   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5403    1.4908    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993    0.2812    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    2.1788    3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    2.9971    3.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2266    2.9748    4.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569    1.6545    4.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7133    0.2374    0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8411    1.3776    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6124    0.6053    3.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7446    2.0343    2.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1510    0.8911    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6164    0.0990    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9869   -1.4829    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8845   -1.3825   -1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9304    0.7547   -2.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5118   -1.5723   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9995   -2.4878   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735   -1.8389   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2697   -2.8737   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179   -1.8480    1.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    1.1659   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9900   -0.2790   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5262    0.1055   -2.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Citraurinene	Generator
Β-citraurinene	Generator
8'-apo-b-Caroten-3-ol	HMDB

Chemical Formula

C₃₀H₄₂O

Average Molecular Weight

418.6539

Monoisotopic Molecular Weight

418.323565966

IUPAC Name

3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9E,11Z,13E)-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]cyclohex-3-en-1-ol

Traditional Name

3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9E,11Z,13E)-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]cyclohex-3-en-1-ol

CAS Registry Number

58947-97-0

SMILES

CC(C)=C\C=C\C(\C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C

InChI Identifier

InChI=1S/C30H42O/c1-23(2)13-11-16-24(3)14-9-10-15-25(4)17-12-18-26(5)19-20-29-27(6)21-28(31)22-30(29,7)8/h9-20,28,31H,21-22H2,1-8H3/b10-9+,16-11+,17-12+,20-19+,24-14-,25-15+,26-18-

InChI Key

GKMHSJYLRXLVRG-BIIAHISDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035686)
Cell membrane (HMDB: HMDB0035686)

Cellular substructure

Extracellular (HMDB: HMDB0035686)
Membrane (HMDB: HMDB0035686)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035686)

Source

Endogenous

Endogenous (HMDB: HMDB0035686)

Plant

Plant (HMDB: HMDB0035686)

Animal

Animal (HMDB: HMDB0035686)

Exogenous

Food

Food (HMDB: HMDB0035686)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035686)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035686)

Cellular process

Cell signaling (HMDB: HMDB0035686)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035686)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035686)

Nutrient

Nutrient (HMDB: HMDB0035686)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035686)

Emulsifier (HMDB: HMDB0035686)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	141 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.5e-07 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	7.52	ALOGPS
logP	7.18	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	147.66 m³·mol⁻¹	ChemAxon
Polarizability	54.87 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	209.841	31661259
DarkChem	[M-H]-	211.624	31661259
DeepCCS	[M+H]+	223.608	30932474
DeepCCS	[M-H]-	221.213	30932474
DeepCCS	[M-2H]-	254.096	30932474
DeepCCS	[M+Na]+	229.521	30932474
AllCCS	[M+H]+	215.8	32859911
AllCCS	[M+H-H2O]+	213.4	32859911
AllCCS	[M+NH4]+	217.9	32859911
AllCCS	[M+Na]+	218.5	32859911
AllCCS	[M-H]-	202.8	32859911
AllCCS	[M+Na-2H]-	204.3	32859911
AllCCS	[M+HCOO]-	206.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Citraurinene	CC(C)=C\C=C\C(\C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C	4601.2	Standard polar	33892256
beta-Citraurinene	CC(C)=C\C=C\C(\C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C	3506.9	Standard non polar	33892256
beta-Citraurinene	CC(C)=C\C=C\C(\C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C	3253.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Citraurinene,1TMS,isomer #1	CC(C)=C/C=C/C(C)=C\C=C\C=C(C)\C=C\C=C(C)/C=C/C1=C(C)CC(O[Si](C)(C)C)CC1(C)C	3586.4	Semi standard non polar	33892256
beta-Citraurinene,1TBDMS,isomer #1	CC(C)=C/C=C/C(C)=C\C=C\C=C(C)\C=C\C=C(C)/C=C/C1=C(C)CC(O[Si](C)(C)C(C)(C)C)CC1(C)C	3788.1	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 - beta-Citraurinene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2009700000-1334b8291bf31bbcb790	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Citraurinene GC-MS (1 TMS) - 70eV, Positive	splash10-004i-5202900000-c616ff5a6c36d3923ed7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Citraurinene 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 - beta-Citraurinene 10V, Positive-QTOF	splash10-0gb9-0441900000-88d4b48dc056d9bb4812	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 20V, Positive-QTOF	splash10-029t-0961100000-fd0fe12db349cdd317f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 40V, Positive-QTOF	splash10-1009-4974000000-5a6d28fb65e4d3f34a79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 10V, Negative-QTOF	splash10-014i-0001900000-2116b93c9c8c7da8b8af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 20V, Negative-QTOF	splash10-014i-0005900000-402726d8398dca6a22ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 40V, Negative-QTOF	splash10-0udi-2975500000-da0a6034ccf29cfd9cba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 10V, Negative-QTOF	splash10-014i-0110900000-e1144838f4feab4bc2a0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 20V, Negative-QTOF	splash10-066r-1906600000-872504d9fe2a6662fc13	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 40V, Negative-QTOF	splash10-0hgy-5859200000-b15f291e7cfdd5b57a3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 10V, Positive-QTOF	splash10-0i01-0349300000-fd2074d3376089a3f513	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 20V, Positive-QTOF	splash10-004l-6339000000-7fd9bb265276e3c6a6b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Citraurinene 40V, Positive-QTOF	splash10-0fc9-2910000000-c6113c01b62d1b55e143	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014403

KNApSAcK ID

Not Available

Chemspider ID

35013996

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751848

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1850921

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Citraurinene (HMDB0035686)

MOL for HMDB0035686 (beta-Citraurinene)

3D MOL for HMDB0035686 (beta-Citraurinene)

3D SDF for HMDB0035686 (beta-Citraurinene)

3D-SDF for HMDB0035686 (beta-Citraurinene)

PDB for HMDB0035686 (beta-Citraurinene)

3D PDB for HMDB0035686 (beta-Citraurinene)

SMILES for HMDB0035686 (beta-Citraurinene)

INCHI for HMDB0035686 (beta-Citraurinene)

Structure for HMDB0035686 (beta-Citraurinene)

3D Structure for HMDB0035686 (beta-Citraurinene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra