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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:56:14 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0034998

Secondary Accession Numbers

HMDB34998

Metabolite Identification

Common Name

Bakkenolide D

Description

Bakkenolide D belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on Bakkenolide D.

Structure

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


  Mrv0541 05061308112D          

 28 30  0  0  0  0            999 V2000
    4.7432    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292    1.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302    4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425    1.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    7.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    2.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    3.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    5.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    6.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    2.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2441    2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    1.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939    4.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    3.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    4.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    3.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2441    3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    2.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7592    2.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    5.5882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    4.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4408    4.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    3.1510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9891    4.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    4.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    6.8635    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 12  1  1  0  0  0  0
 12  6  1  0  0  0  0
 13  2  2  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 20  4  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 21 11  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 14  2  0  0  0  0
 23 16  2  0  0  0  0
 24 19  2  0  0  0  0
 25 10  1  0  0  0  0
 25 19  1  0  0  0  0
 26 14  1  0  0  0  0
 26 18  1  0  0  0  0
 27 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28  5  1  0  0  0  0
 28  9  1  0  0  0  0
M  END

HMDB0034998
     RDKit          3D
Bakkenolide D
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.4839    0.4777   -1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6923    0.6928   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706    0.6747    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0824    1.4264    2.0309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    1.8918    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645    2.8646    1.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499    1.0002   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    1.6655   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.7246   -1.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871   -0.2228   -2.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.4299   -2.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728    2.7816   -3.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    1.6463   -1.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536    1.7622   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882    0.4838    0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9718   -0.4474    0.1244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158   -0.9999    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -0.6655    2.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -1.9494    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -2.4524    2.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330   -3.6032    2.7341 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037   -3.1651    1.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2479   -0.0824   -0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -0.2737    0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -0.4912    1.4717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144   -1.6593    2.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -1.9862    3.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -2.4972    1.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5461    0.2593   -0.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1844    0.4955   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806   -0.3608    1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    1.0578    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6407    1.7900   -1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810    2.6871   -1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196   -0.8572   -2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633    0.4020   -3.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -0.8523   -3.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124    0.8273   -3.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    3.5863   -2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2215    2.7421   -3.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335    3.0282   -4.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    2.5003   -2.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506    0.7440   -2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067    1.8526   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471    2.6748   -0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402    0.6157    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -2.2613    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -2.1345    3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6195   -3.5201    2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7190   -2.1009    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6349   -3.7108    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -1.1032   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.1143   -0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9289   -3.0762    3.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -1.8410    4.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603   -1.3574    3.8778 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  7  2  1  0
 23  9  1  0
 24  7  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
M  END


  Mrv0541 05061308112D          

 28 30  0  0  0  0            999 V2000
    4.7432    1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292    1.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302    4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425    1.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    7.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    2.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    3.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    5.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    6.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    2.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2441    2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    1.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    2.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939    4.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    3.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    4.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    3.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2441    3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    2.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7592    2.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    5.5882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    4.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4408    4.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    3.1510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9891    4.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    4.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    6.8635    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 12  1  1  0  0  0  0
 12  6  1  0  0  0  0
 13  2  2  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 20  4  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 21 11  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 14  2  0  0  0  0
 23 16  2  0  0  0  0
 24 19  2  0  0  0  0
 25 10  1  0  0  0  0
 25 19  1  0  0  0  0
 26 14  1  0  0  0  0
 26 18  1  0  0  0  0
 27 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28  5  1  0  0  0  0
 28  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034998

> <DATABASE_NAME>
hmdb

> <SMILES>
CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O6S/c1-12-6-7-15(27-16(23)8-9-28-5)17-18(26-14(3)22)21(11-20(12,17)4)13(2)10-25-19(21)24/h8-9,12,15,17-18H,2,6-7,10-11H2,1,3-5H3/b9-8+

> <INCHI_KEY>
LWHLMCCRIWZBQO-CMDGGOBGSA-N

> <FORMULA>
C21H28O6S

> <MOLECULAR_WEIGHT>
408.508

> <EXACT_MASS>
408.160659318

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.378249333653535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.9630240479999994

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.513341891013879

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
105.28519999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-hexahydro-1H-spiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034998
     RDKit          3D
Bakkenolide D
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.4839    0.4777   -1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6923    0.6928   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706    0.6747    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0824    1.4264    2.0309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    1.8918    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645    2.8646    1.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499    1.0002   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    1.6655   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.7246   -1.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871   -0.2228   -2.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.4299   -2.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728    2.7816   -3.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    1.6463   -1.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536    1.7622   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882    0.4838    0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9718   -0.4474    0.1244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158   -0.9999    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -0.6655    2.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -1.9494    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -2.4524    2.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330   -3.6032    2.7341 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037   -3.1651    1.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2479   -0.0824   -0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -0.2737    0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -0.4912    1.4717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144   -1.6593    2.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -1.9862    3.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -2.4972    1.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5461    0.2593   -0.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1844    0.4955   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806   -0.3608    1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    1.0578    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6407    1.7900   -1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810    2.6871   -1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196   -0.8572   -2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633    0.4020   -3.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -0.8523   -3.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124    0.8273   -3.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    3.5863   -2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2215    2.7421   -3.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335    3.0282   -4.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    2.5003   -2.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506    0.7440   -2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067    1.8526   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471    2.6748   -0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402    0.6157    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -2.2613    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -2.1345    3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6195   -3.5201    2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7190   -2.1009    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6349   -3.7108    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -1.1032   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.1143   -0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9289   -3.0762    3.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -1.8410    4.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603   -1.3574    3.8778 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  7  2  1  0
 23  9  1  0
 24  7  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  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       8.854   2.032   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.721   2.401   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.896   9.197   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.359   2.810   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.188  13.582   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.188   4.342   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.188   5.882   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.188  10.502   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.521  11.272   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.781   4.342   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.056   3.866   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.854   3.572   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.245   3.866   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.335   9.077   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.854   6.652   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.188   8.962   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.520   5.882   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.056   6.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.245   6.358   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.520   4.342   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.151   5.112   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.419  10.431   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.521   8.192   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.556   7.657   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.781   5.882   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.580   7.822   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.854   8.192   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      11.521  12.812   0.000  0.00  0.00           S+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   20                                                            
CONECT    5   28                                                            
CONECT    6    7   12                                                       
CONECT    7    6   15                                                       
CONECT    8    9   16                                                       
CONECT    9    8   28                                                       
CONECT   10   13   25                                                       
CONECT   11   20   21                                                       
CONECT   12    1    6   20                                                  
CONECT   13    2   10   21                                                  
CONECT   14    3   22   26                                                  
CONECT   15    7   17   27                                                  
CONECT   16    8   23   27                                                  
CONECT   17   15   18   20                                                  
CONECT   18   17   21   26                                                  
CONECT   19   21   24   25                                                  
CONECT   20    4   11   12   17                                             
CONECT   21   11   13   18   19                                             
CONECT   22   14                                                            
CONECT   23   16                                                            
CONECT   24   19                                                            
CONECT   25   10   19                                                       
CONECT   26   14   18                                                       
CONECT   27   15   16                                                       
CONECT   28    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0034998
HETATM    1  C1  UNL     1      -4.484   0.478  -1.046  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.692   0.693  -0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.071   0.675   1.403  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.082   1.426   2.031  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.137   1.892   1.127  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.364   2.865   1.308  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.250   1.000  -0.064  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.778   1.666  -1.316  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.753   0.725  -1.882  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.487  -0.223  -2.828  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.305   1.430  -2.688  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.173   2.782  -3.188  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.595   1.646  -1.970  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.454   1.762  -0.480  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.888   0.484   0.034  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.972  -0.447   0.124  1.00  0.00           O  
HETATM   17  C14 UNL     1       2.416  -1.000   1.295  1.00  0.00           C  
HETATM   18  O4  UNL     1       1.830  -0.666   2.367  1.00  0.00           O  
HETATM   19  C15 UNL     1       3.522  -1.949   1.377  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.911  -2.452   2.530  1.00  0.00           C  
HETATM   21  S1  UNL     1       5.233  -3.603   2.734  1.00  0.00           S  
HETATM   22  C17 UNL     1       6.704  -3.165   1.783  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.248  -0.082  -0.745  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.481  -0.274   0.116  1.00  0.00           C  
HETATM   25  O5  UNL     1      -1.130  -0.491   1.472  1.00  0.00           O  
HETATM   26  C20 UNL     1      -1.514  -1.659   2.094  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.199  -1.986   3.509  1.00  0.00           C  
HETATM   28  O6  UNL     1      -2.173  -2.497   1.420  1.00  0.00           O  
HETATM   29  H1  UNL     1      -5.546   0.259  -0.832  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.184   0.496  -2.090  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.081  -0.361   1.825  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.099   1.058   1.578  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.641   1.790  -1.998  1.00  0.00           H  
HETATM   34  H6  UNL     1      -1.381   2.687  -1.149  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.220  -0.857  -2.294  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.063   0.402  -3.547  1.00  0.00           H  
HETATM   37  H9  UNL     1      -0.761  -0.852  -3.385  1.00  0.00           H  
HETATM   38  H10 UNL     1       0.512   0.827  -3.596  1.00  0.00           H  
HETATM   39  H11 UNL     1       0.043   3.586  -2.448  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.221   2.742  -3.493  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.434   3.028  -4.084  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.160   2.500  -2.388  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.251   0.744  -2.153  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.507   1.853  -0.078  1.00  0.00           H  
HETATM   45  H17 UNL     1       0.947   2.675  -0.152  1.00  0.00           H  
HETATM   46  H18 UNL     1       0.540   0.616   1.098  1.00  0.00           H  
HETATM   47  H19 UNL     1       4.049  -2.261   0.486  1.00  0.00           H  
HETATM   48  H20 UNL     1       3.375  -2.134   3.430  1.00  0.00           H  
HETATM   49  H21 UNL     1       7.620  -3.520   2.292  1.00  0.00           H  
HETATM   50  H22 UNL     1       6.719  -2.101   1.547  1.00  0.00           H  
HETATM   51  H23 UNL     1       6.635  -3.711   0.808  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.048  -1.103  -1.087  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.059  -1.114  -0.296  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.929  -3.076   3.520  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.106  -1.841   4.112  1.00  0.00           H  
HETATM   56  H28 UNL     1      -0.360  -1.357   3.878  1.00  0.00           H  
CONECT    1    2    2   29   30
CONECT    2    3    7
CONECT    3    4   31   32
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   24
CONECT    8    9   33   34
CONECT    9   10   11   23
CONECT   10   35   36   37
CONECT   11   12   13   38
CONECT   12   39   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   23   46
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   20   47
CONECT   20   21   48
CONECT   21   22
CONECT   22   49   50   51
CONECT   23   24   52
CONECT   24   25   53
CONECT   25   26
CONECT   26   27   28   28
CONECT   27   54   55   56
END

HMDB0034998
     RDKit          3D
Bakkenolide D
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.4839    0.4777   -1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6923    0.6928   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706    0.6747    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0824    1.4264    2.0309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    1.8918    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645    2.8646    1.3082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2499    1.0002   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    1.6655   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.7246   -1.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871   -0.2228   -2.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.4299   -2.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728    2.7816   -3.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    1.6463   -1.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536    1.7622   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882    0.4838    0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9718   -0.4474    0.1244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158   -0.9999    1.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -0.6655    2.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -1.9494    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -2.4524    2.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330   -3.6032    2.7341 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037   -3.1651    1.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2479   -0.0824   -0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -0.2737    0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -0.4912    1.4717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144   -1.6593    2.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -1.9862    3.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -2.4972    1.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5461    0.2593   -0.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1844    0.4955   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806   -0.3608    1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    1.0578    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6407    1.7900   -1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810    2.6871   -1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196   -0.8572   -2.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633    0.4020   -3.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7613   -0.8523   -3.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5124    0.8273   -3.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    3.5863   -2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2215    2.7421   -3.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335    3.0282   -4.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    2.5003   -2.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506    0.7440   -2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067    1.8526   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9471    2.6748   -0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402    0.6157    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -2.2613    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -2.1345    3.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6195   -3.5201    2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7190   -2.1009    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6349   -3.7108    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -1.1032   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585   -1.1143   -0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9289   -3.0762    3.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059   -1.8410    4.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603   -1.3574    3.8778 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  7  2  1  0
 23  9  1  0
 24  7  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
S-Fukinolide	HMDB
3-(Acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoic acid	Generator
3-(Acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulphanyl)prop-2-enoate	Generator
3-(Acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulphanyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₁H₂₈O₆S

Average Molecular Weight

408.508

Monoisotopic Molecular Weight

408.160659318

IUPAC Name

3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate

Traditional Name

3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-hexahydro-1H-spiro[indene-2,3'-oxolane]-4-yl (2E)-3-(methylsulfanyl)prop-2-enoate

CAS Registry Number

18456-03-6

SMILES

CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O

InChI Identifier

InChI=1S/C21H28O6S/c1-12-6-7-15(27-16(23)8-9-28-5)17-18(26-14(3)22)21(11-20(12,17)4)13(2)10-25-19(21)24/h8-9,12,15,17-18H,2,6-7,10-11H2,1,3-5H3/b9-8+

InChI Key

LWHLMCCRIWZBQO-CMDGGOBGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Tricarboxylic acid or derivatives
Gamma butyrolactone
Vinylogous thioester
Acrylic acid or derivatives
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Thioenolether
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Sulfenyl compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034998)
Cell membrane (HMDB: HMDB0034998)

Cellular substructure

Extracellular (HMDB: HMDB0034998)
Membrane (HMDB: HMDB0034998)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034998)

Source

Endogenous

Endogenous (HMDB: HMDB0034998)

Plant

Plant (HMDB: HMDB0034998)

Animal

Animal (HMDB: HMDB0034998)

Exogenous

Food

Food (HMDB: HMDB0034998)

Vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034998)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034998)

Cellular process

Cell signaling (HMDB: HMDB0034998)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034998)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034998)

Nutrient

Nutrient (HMDB: HMDB0034998)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034998)

Emulsifier (HMDB: HMDB0034998)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	200 - 201 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.95 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	0.0024 g/L	ALOGPS
logP	3.15	ALOGPS
logP	2.96	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.29 m³·mol⁻¹	ChemAxon
Polarizability	42.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.524	31661259
DarkChem	[M-H]-	188.989	31661259
DeepCCS	[M-2H]-	231.53	30932474
DeepCCS	[M+Na]+	207.641	30932474
AllCCS	[M+H]+	195.2	32859911
AllCCS	[M+H-H2O]+	193.0	32859911
AllCCS	[M+NH4]+	197.3	32859911
AllCCS	[M+Na]+	197.9	32859911
AllCCS	[M-H]-	193.7	32859911
AllCCS	[M+Na-2H]-	194.4	32859911
AllCCS	[M+HCOO]-	195.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bakkenolide D	CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O	3969.6	Standard polar	33892256
Bakkenolide D	CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O	2797.9	Standard non polar	33892256
Bakkenolide D	CS\C=C\C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O	2889.7	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 - Bakkenolide D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-2096000000-127a97a26a37fa000630	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bakkenolide D 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 - Bakkenolide D 10V, Positive-QTOF	splash10-0pbc-1339400000-0aca307ad51758c001f0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 20V, Positive-QTOF	splash10-0udm-3987000000-be55624df7db07ed1f47	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 40V, Positive-QTOF	splash10-0udi-9550000000-0622b67bb3bf0d2e4b47	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 10V, Negative-QTOF	splash10-0a4j-8019500000-0cee82757e3ff155dfc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 20V, Negative-QTOF	splash10-0002-9013000000-dc3736b2cbfaed31a02e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 40V, Negative-QTOF	splash10-0002-9041000000-5c074c776272a17d1d52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 10V, Negative-QTOF	splash10-0a4i-9000400000-75a5d8f8bd30a0b93a5e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 20V, Negative-QTOF	splash10-0a4i-9000100000-f3dd72dbe8d14845d991	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 40V, Negative-QTOF	splash10-052g-9000000000-34082956b045ac84e6be	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 10V, Positive-QTOF	splash10-0a4i-0026900000-3b1f7c7b9f39147cd7ae	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 20V, Positive-QTOF	splash10-052p-0092100000-71b2e7543ee2af54d94a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide D 40V, Positive-QTOF	splash10-03fs-6891000000-114aad8126c9fb1345c5	2021-09-25	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

FDB013602

KNApSAcK ID

C00021355

Chemspider ID

35013813

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12299953

PDB ID

Not Available

ChEBI ID

168811

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1846861

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 Bakkenolide D (HMDB0034998)

MOL for HMDB0034998 (Bakkenolide D)

3D MOL for HMDB0034998 (Bakkenolide D)

3D SDF for HMDB0034998 (Bakkenolide D)

3D-SDF for HMDB0034998 (Bakkenolide D)

PDB for HMDB0034998 (Bakkenolide D)

3D PDB for HMDB0034998 (Bakkenolide D)

SMILES for HMDB0034998 (Bakkenolide D)

INCHI for HMDB0034998 (Bakkenolide D)

Structure for HMDB0034998 (Bakkenolide D)

3D Structure for HMDB0034998 (Bakkenolide D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra