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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:14:42 UTC

Update Date

2022-03-07 02:54:27 UTC

HMDB ID

HMDB0035288

Secondary Accession Numbers

HMDB35288

Metabolite Identification

Common Name

(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol

Description

(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 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 small amount of articles have been published on (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol.

Structure

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


  Mrv0541 05061308212D          

 29 30  0  0  0  0            999 V2000
    2.1434    4.5375    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   -0.4125    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
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    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
    3.5724    2.0625    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
    2.1434    1.2375    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    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
    2.1434   -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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  2  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22  5  1  0  0  0  0
 22  6  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23  7  1  0  0  0  0
 23  9  1  0  0  0  0
 23 14  1  0  0  0  0
 24  8  1  0  0  0  0
 24 13  1  0  0  0  0
 24 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 16  2  0  0  0  0
 26 17  2  0  0  0  0
 27 23  1  0  0  0  0
 28 16  1  0  0  0  0
 28 19  1  0  0  0  0
 29 17  1  0  0  0  0
 29 20  1  0  0  0  0
M  END

HMDB0035288
     RDKit          3D
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol
 67 68  0  0  0  0  0  0  0  0999 V2000
    4.7780    2.5089    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6186    1.4939   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255    0.1098    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -0.0432    1.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8285   -0.7724   -0.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9272   -0.1148    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    0.1009   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299    0.0020   -0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0848    1.1299   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9140    2.3421   -1.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834    1.2578   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911    2.5667   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    3.2643   -1.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0194    4.6577   -1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354    2.7215   -2.7164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    0.2373   -0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484    0.5696    1.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    0.9534    2.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761    1.3097    3.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133    0.9905    1.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -1.0857   -0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -2.2440   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846   -1.9560   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140   -2.5726    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -3.4643   -0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -3.0734   -1.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298   -2.3651   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -1.2689   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.5681    1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    2.3391    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200    3.5220    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    1.7221   -1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360    0.1172    2.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -1.0620    1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1221    0.6837    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -1.7083   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    0.5659    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -1.1531    1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    1.0400   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137   -0.6910   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2428    3.2137   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    2.2309   -2.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465    2.6550   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7337    0.9327   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8280    5.2450   -2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4490    5.1439   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1058    4.6627   -1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0745    0.2789   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    1.6354    3.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.5061    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    2.1913    3.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317   -0.9607   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211   -1.3472   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.3621   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016   -2.9029   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -1.8202    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604   -3.4805    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9752   -2.9796    0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679   -4.1984   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -4.0161   -1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -4.0356   -2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385   -2.5396   -2.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -1.9276   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0651   -3.1399   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -2.4121    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7261   -0.7015    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075   -1.9346    1.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  8  1  0
 28 21  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  1  0
M  END


  Mrv0541 05061308212D          

 29 30  0  0  0  0            999 V2000
    2.1434    4.5375    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   -0.4125    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
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    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
    3.5724    2.0625    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
    2.1434    1.2375    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    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
    2.1434   -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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  2  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22  5  1  0  0  0  0
 22  6  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23  7  1  0  0  0  0
 23  9  1  0  0  0  0
 23 14  1  0  0  0  0
 24  8  1  0  0  0  0
 24 13  1  0  0  0  0
 24 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 16  2  0  0  0  0
 26 17  2  0  0  0  0
 27 23  1  0  0  0  0
 28 16  1  0  0  0  0
 28 19  1  0  0  0  0
 29 17  1  0  0  0  0
 29 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035288

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1C(OC(C)=O)C(C)=C(CCC(C)(O)C=C)C2(C)CCCC(C)(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O5/c1-9-23(7,27)14-11-18-15(2)19(28-16(3)25)20(29-17(4)26)21-22(5,6)12-10-13-24(18,21)8/h9,19-21,27H,1,10-14H2,2-8H3

> <INCHI_KEY>
JVKGUKYXQMTNOK-UHFFFAOYSA-N

> <FORMULA>
C24H38O5

> <MOLECULAR_WEIGHT>
406.5555

> <EXACT_MASS>
406.271924326

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
46.00546823045014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(acetyloxy)-4-(3-hydroxy-3-methylpent-4-en-1-yl)-3,4a,8,8-tetramethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl acetate

> <ALOGPS_LOGP>
4.66

> <JCHEM_LOGP>
3.857317984666667

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.365501852772883

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3267277080245825

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
112.98719999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(acetyloxy)-4-(3-hydroxy-3-methylpent-4-en-1-yl)-3,4a,8,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035288
     RDKit          3D
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol
 67 68  0  0  0  0  0  0  0  0999 V2000
    4.7780    2.5089    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6186    1.4939   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255    0.1098    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -0.0432    1.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8285   -0.7724   -0.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9272   -0.1148    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    0.1009   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299    0.0020   -0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0848    1.1299   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9140    2.3421   -1.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834    1.2578   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911    2.5667   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    3.2643   -1.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0194    4.6577   -1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354    2.7215   -2.7164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    0.2373   -0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484    0.5696    1.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    0.9534    2.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761    1.3097    3.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133    0.9905    1.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -1.0857   -0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -2.2440   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846   -1.9560   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140   -2.5726    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -3.4643   -0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -3.0734   -1.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298   -2.3651   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -1.2689   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.5681    1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    2.3391    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200    3.5220    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    1.7221   -1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360    0.1172    2.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -1.0620    1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1221    0.6837    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -1.7083   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    0.5659    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -1.1531    1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    1.0400   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137   -0.6910   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2428    3.2137   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    2.2309   -2.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465    2.6550   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7337    0.9327   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8280    5.2450   -2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4490    5.1439   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1058    4.6627   -1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0745    0.2789   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    1.6354    3.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.5061    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    2.1913    3.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317   -0.9607   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211   -1.3472   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.3621   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016   -2.9029   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -1.8202    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604   -3.4805    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9752   -2.9796    0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679   -4.1984   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -4.0161   -1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -4.0356   -2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385   -2.5396   -2.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -1.9276   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0651   -3.1399   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -2.4121    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7261   -0.7015    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075   -1.9346    1.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  8  1  0
 28 21  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 29 65  1  0
 29 66  1  0
 29 67  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       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.011  -1.950   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.991  -1.950   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.795   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   22                                                            
CONECT    6   22                                                            
CONECT    7   23                                                            
CONECT    8   24                                                            
CONECT    9    1   23                                                       
CONECT   10   12   13                                                       
CONECT   11   14   18                                                       
CONECT   12   10   22                                                       
CONECT   13   10   24                                                       
CONECT   14   11   23                                                       
CONECT   15    2   18   19                                                  
CONECT   16    3   25   28                                                  
CONECT   17    4   26   29                                                  
CONECT   18   11   15   24                                                  
CONECT   19   15   20   28                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   24                                                  
CONECT   22    5    6   12   21                                             
CONECT   23    7    9   14   27                                             
CONECT   24    8   13   18   21                                             
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   23                                                            
CONECT   28   16   19                                                       
CONECT   29   17   20                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0035288
HETATM    1  C1  UNL     1       4.778   2.509   0.731  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.619   1.494  -0.116  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.425   0.110   0.399  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.264  -0.043   1.635  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.829  -0.772  -0.580  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.927  -0.115   0.759  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.199   0.101  -0.506  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.730   0.002  -0.517  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.085   1.130  -0.876  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.914   2.342  -1.214  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.383   1.258  -0.984  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.791   2.567  -0.680  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.538   3.264  -1.619  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.019   4.658  -1.394  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.835   2.721  -2.716  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.989   0.237  -0.018  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.648   0.570   1.309  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.615   0.953   2.225  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.276   1.310   3.637  1.00  0.00           C  
HETATM   20  O5  UNL     1      -3.813   0.991   1.814  1.00  0.00           O  
HETATM   21  C16 UNL     1      -1.466  -1.086  -0.502  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.352  -2.244  -0.329  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.585  -1.956  -1.229  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.914  -2.573   0.990  1.00  0.00           C  
HETATM   25  C20 UNL     1      -1.709  -3.464  -0.994  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.556  -3.073  -1.856  1.00  0.00           C  
HETATM   27  C22 UNL     1       0.530  -2.365  -1.055  1.00  0.00           C  
HETATM   28  C23 UNL     1      -0.006  -1.269  -0.171  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.270  -1.568   1.248  1.00  0.00           C  
HETATM   30  H1  UNL     1       4.769   2.339   1.815  1.00  0.00           H  
HETATM   31  H2  UNL     1       4.920   3.522   0.399  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.636   1.722  -1.177  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.636   0.117   2.531  1.00  0.00           H  
HETATM   34  H5  UNL     1       5.694  -1.062   1.714  1.00  0.00           H  
HETATM   35  H6  UNL     1       6.122   0.684   1.642  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.662  -1.708  -0.379  1.00  0.00           H  
HETATM   37  H8  UNL     1       2.742   0.566   1.583  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.931  -1.153   1.160  1.00  0.00           H  
HETATM   39  H10 UNL     1       2.591   1.040  -0.957  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.614  -0.691  -1.216  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.243   3.214  -1.367  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.470   2.231  -2.150  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.547   2.655  -0.336  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.734   0.933  -1.999  1.00  0.00           H  
HETATM   45  H16 UNL     1      -2.828   5.245  -2.320  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.449   5.144  -0.580  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.106   4.663  -1.227  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.075   0.279  -0.235  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.243   1.635   3.739  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.582   0.506   4.340  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.929   2.191   3.897  1.00  0.00           H  
HETATM   52  H23 UNL     1      -1.432  -0.961  -1.640  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.321  -1.347  -0.680  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.267  -1.362  -2.115  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.002  -2.903  -1.618  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.972  -1.820   1.757  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.360  -3.481   1.381  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.975  -2.980   0.919  1.00  0.00           H  
HETATM   59  H30 UNL     1      -1.368  -4.198  -0.233  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.437  -4.016  -1.621  1.00  0.00           H  
HETATM   61  H32 UNL     1      -0.091  -4.036  -2.214  1.00  0.00           H  
HETATM   62  H33 UNL     1      -0.838  -2.540  -2.771  1.00  0.00           H  
HETATM   63  H34 UNL     1       1.189  -1.928  -1.860  1.00  0.00           H  
HETATM   64  H35 UNL     1       1.065  -3.140  -0.470  1.00  0.00           H  
HETATM   65  H36 UNL     1       0.986  -2.412   1.307  1.00  0.00           H  
HETATM   66  H37 UNL     1       0.726  -0.702   1.765  1.00  0.00           H  
HETATM   67  H38 UNL     1      -0.607  -1.935   1.828  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   32
CONECT    3    4    5    6
CONECT    4   33   34   35
CONECT    5   36
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9    9   28
CONECT    9   10   11
CONECT   10   41   42   43
CONECT   11   12   16   44
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   45   46   47
CONECT   16   17   21   48
CONECT   17   18
CONECT   18   19   20   20
CONECT   19   49   50   51
CONECT   21   22   28   52
CONECT   22   23   24   25
CONECT   23   53   54   55
CONECT   24   56   57   58
CONECT   25   26   59   60
CONECT   26   27   61   62
CONECT   27   28   63   64
CONECT   28   29
CONECT   29   65   66   67
END

HMDB0035288
     RDKit          3D
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol
 67 68  0  0  0  0  0  0  0  0999 V2000
    4.7780    2.5089    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6186    1.4939   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4255    0.1098    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -0.0432    1.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8285   -0.7724   -0.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9272   -0.1148    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    0.1009   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299    0.0020   -0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0848    1.1299   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9140    2.3421   -1.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834    1.2578   -0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7911    2.5667   -0.6801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    3.2643   -1.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0194    4.6577   -1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354    2.7215   -2.7164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    0.2373   -0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484    0.5696    1.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154    0.9534    2.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2761    1.3097    3.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133    0.9905    1.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -1.0857   -0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -2.2440   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846   -1.9560   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140   -2.5726    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -3.4643   -0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -3.0734   -1.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298   -2.3651   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -1.2689   -0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.5681    1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    2.3391    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200    3.5220    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    1.7221   -1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360    0.1172    2.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -1.0620    1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1221    0.6837    1.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -1.7083   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7423    0.5659    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -1.1531    1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5910    1.0400   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6137   -0.6910   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2428    3.2137   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    2.2309   -2.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5465    2.6550   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7337    0.9327   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8280    5.2450   -2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4490    5.1439   -0.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1058    4.6627   -1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0745    0.2789   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    1.6354    3.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.5061    4.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    2.1913    3.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4317   -0.9607   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211   -1.3472   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672   -1.3621   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0016   -2.9029   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -1.8202    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3604   -3.4805    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9752   -2.9796    0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679   -4.1984   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -4.0161   -1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -4.0356   -2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385   -2.5396   -2.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -1.9276   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0651   -3.1399   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -2.4121    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7261   -0.7015    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075   -1.9346    1.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
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 28 21  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
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 29 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(Acetyloxy)-4-(3-hydroxy-3-methylpent-4-en-1-yl)-3,4a,8,8-tetramethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl acetic acid	HMDB

Chemical Formula

C₂₄H₃₈O₅

Average Molecular Weight

406.5555

Monoisotopic Molecular Weight

406.271924326

IUPAC Name

1-(acetyloxy)-4-(3-hydroxy-3-methylpent-4-en-1-yl)-3,4a,8,8-tetramethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl acetate

Traditional Name

1-(acetyloxy)-4-(3-hydroxy-3-methylpent-4-en-1-yl)-3,4a,8,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-yl acetate

CAS Registry Number

260792-29-8

SMILES

CC(=O)OC1C(OC(C)=O)C(C)=C(CCC(C)(O)C=C)C2(C)CCCC(C)(C)C12

InChI Identifier

InChI=1S/C24H38O5/c1-9-23(7,27)14-11-18-15(2)19(28-16(3)25)20(29-17(4)26)21-22(5,6)12-10-13-24(18,21)8/h9,19-21,27H,1,10-14H2,2-8H3

InChI Key

JVKGUKYXQMTNOK-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
Dicarboxylic acid or derivatives
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035288)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035288)

Source

Endogenous

Endogenous (HMDB: HMDB0035288)

Plant

Plant (HMDB: HMDB0035288)

Animal

Animal (HMDB: HMDB0035288)

Exogenous

Food

Food (HMDB: HMDB0035288)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035288)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035288)

Cellular process

Cell signaling (HMDB: HMDB0035288)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035288)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035288)

Nutrient

Nutrient (HMDB: HMDB0035288)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035288)

Emulsifier (HMDB: HMDB0035288)

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
Water Solubility	0.0015 g/L	ALOGPS
logP	4.66	ALOGPS
logP	3.86	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	18.37	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	112.99 m³·mol⁻¹	ChemAxon
Polarizability	46.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.451	31661259
DarkChem	[M-H]-	189.763	31661259
DeepCCS	[M-2H]-	231.794	30932474
DeepCCS	[M+Na]+	207.022	30932474
AllCCS	[M+H]+	200.6	32859911
AllCCS	[M+H-H2O]+	198.4	32859911
AllCCS	[M+NH4]+	202.6	32859911
AllCCS	[M+Na]+	203.2	32859911
AllCCS	[M-H]-	205.1	32859911
AllCCS	[M+Na-2H]-	206.6	32859911
AllCCS	[M+HCOO]-	208.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol	CC(=O)OC1C(OC(C)=O)C(C)=C(CCC(C)(O)C=C)C2(C)CCCC(C)(C)C12	3296.2	Standard polar	33892256
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol	CC(=O)OC1C(OC(C)=O)C(C)=C(CCC(C)(O)C=C)C2(C)CCCC(C)(C)C12	2433.0	Standard non polar	33892256
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol	CC(=O)OC1C(OC(C)=O)C(C)=C(CCC(C)(O)C=C)C2(C)CCCC(C)(C)C12	2525.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol,1TMS,isomer #1	C=CC(C)(CCC1=C(C)C(OC(C)=O)C(OC(C)=O)C2C(C)(C)CCCC12C)O[Si](C)(C)C	2576.7	Semi standard non polar	33892256
(6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol,1TBDMS,isomer #1	C=CC(C)(CCC1=C(C)C(OC(C)=O)C(OC(C)=O)C2C(C)(C)CCCC12C)O[Si](C)(C)C(C)(C)C	2809.7	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 - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-5019000000-2ef7061198f6e8d128e8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol GC-MS (1 TMS) - 70eV, Positive	splash10-0296-6202900000-ac4ceb63fbda404dbc94	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 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 - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 10V, Positive-QTOF	splash10-05p2-0009100000-f86eceace20fb584e8c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 20V, Positive-QTOF	splash10-00tb-2129000000-13173459acaa033ff967	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 40V, Positive-QTOF	splash10-06vi-7294000000-1d331ab4188700da1d85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 10V, Negative-QTOF	splash10-0bt9-2009500000-a6421066b767eb4cb4d2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 20V, Negative-QTOF	splash10-06r2-2009100000-f141f2b991e5d9781109	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 40V, Negative-QTOF	splash10-0a4i-9006000000-f19b95fc64b232806fcc	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 10V, Negative-QTOF	splash10-0a4i-1003900000-0860aabbbfcb462734ba	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 20V, Negative-QTOF	splash10-0a4i-9001000000-a618ef321aae255b30df	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 40V, Negative-QTOF	splash10-0a4j-6069000000-919c1088eb1a87d28076	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 10V, Positive-QTOF	splash10-08i1-0096000000-a02347928d5495295a22	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 20V, Positive-QTOF	splash10-08i1-0129000000-7bfad913bc7f48637d85	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol 40V, Positive-QTOF	splash10-0fk9-9386000000-9ed61890bc6d66011579	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB013953

KNApSAcK ID

Not Available

Chemspider ID

13197715

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18008143

PDB ID

Not Available

ChEBI ID

171904

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

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 (6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol (HMDB0035288)

MOL for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

3D MOL for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

3D SDF for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

3D-SDF for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

PDB for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

3D PDB for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

SMILES for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

INCHI for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

Structure for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

3D Structure for HMDB0035288 ((6b,7b,13R)-6,7-Diacetoxy-8,14-labdadiene-13-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra