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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:56:18 UTC

Update Date

2022-03-07 02:54:19 UTC

HMDB ID

HMDB0034999

Secondary Accession Numbers

HMDB34999

Metabolite Identification

Common Name

Bakkenolide C

Description

Bakkenolide C 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 C.

Structure

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

HMDB0034999
     RDKit          3D
Bakkenolide C
 53 55  0  0  0  0  0  0  0  0999 V2000
   -1.8287    2.9242   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558    2.5937   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164    3.2306   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3321    2.9644    1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649    2.1089    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    1.9226    2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    1.5173    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.2535   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -0.8858    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954   -1.3875    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488   -1.9545   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849   -2.7956   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7968   -2.8853   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3705   -2.5567    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -1.0795   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -0.6877    0.2776 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -0.1634   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930   -0.0263   -1.7286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857    0.2264    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678    0.0741    1.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.7290   -0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4702    1.1339   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4476   -0.3175    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944    1.1127   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    1.9826    0.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432    3.7432   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800    2.4008   -2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022    4.3114   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674    2.7509   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    0.2878    0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.1720   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -2.4916    1.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6600   -0.9815    2.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305   -1.0185    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -1.5112   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9639   -2.2104    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073   -3.7172    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -3.1505   -1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.9150   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -3.9610   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -3.1644   -0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0609   -2.7738    1.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -0.9050   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394   -0.0335    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796   -0.8066    1.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    0.9435    2.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9449    0.8395   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0327    1.6654   -0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2650    1.7881    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9640    0.2244    0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -0.2047    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    1.1048   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921    1.5789    1.4416 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  1  0
 19 21  2  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
  7  2  1  0
 23  9  1  0
 24  7  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
M  END


  Mrv0541 05061308112D          

 25 27  0  0  0  0            999 V2000
    6.1721    6.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432    6.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.9425    1.5055    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
    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
    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
    5.4576    5.6260    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
    4.7432    3.5635    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
    5.4576    4.8010    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
    3.1070    4.1905    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
    2.2935    4.0726    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
    4.7432    4.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 13  4  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 19  5  1  0  0  0  0
 19 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24  9  1  0  0  0  0
 24 18  1  0  0  0  0
 25 14  1  0  0  0  0
 25 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034999

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5/c1-6-11(2)17(22)25-14-8-7-12(3)19(5)10-20(16(21)15(14)19)13(4)9-24-18(20)23/h6,12,14-16,21H,4,7-10H2,1-3,5H3/b11-6+

> <INCHI_KEY>
KVPXGWXTEOVUGO-IZZDOVSWSA-N

> <FORMULA>
C20H28O5

> <MOLECULAR_WEIGHT>
348.4333

> <EXACT_MASS>
348.193674006

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.29023614584379

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
3.0706779926666665

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.064680713089952

> <JCHEM_PKA_STRONGEST_BASIC>
-3.207908656094454

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
93.31519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034999
     RDKit          3D
Bakkenolide C
 53 55  0  0  0  0  0  0  0  0999 V2000
   -1.8287    2.9242   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558    2.5937   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164    3.2306   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3321    2.9644    1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649    2.1089    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    1.9226    2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    1.5173    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.2535   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -0.8858    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954   -1.3875    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488   -1.9545   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849   -2.7956   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7968   -2.8853   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3705   -2.5567    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -1.0795   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -0.6877    0.2776 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -0.1634   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930   -0.0263   -1.7286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857    0.2264    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678    0.0741    1.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.7290   -0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4702    1.1339   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4476   -0.3175    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944    1.1127   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    1.9826    0.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432    3.7432   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800    2.4008   -2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022    4.3114   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674    2.7509   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    0.2878    0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.1720   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -2.4916    1.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6600   -0.9815    2.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305   -1.0185    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -1.5112   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9639   -2.2104    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073   -3.7172    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -3.1505   -1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.9150   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -3.9610   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -3.1644   -0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0609   -2.7738    1.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -0.9050   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394   -0.0335    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796   -0.8066    1.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    0.9435    2.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9449    0.8395   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0327    1.6654   -0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2650    1.7881    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9640    0.2244    0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -0.2047    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    1.1048   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921    1.5789    1.4416 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  1  0
 19 21  2  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
  7  2  1  0
 23  9  1  0
 24  7  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  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      11.521  12.812   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.854  11.272   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.854   2.032   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.721   2.401   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.359   2.810   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.521  11.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.188   4.342   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.188   5.882   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.781   4.342   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.056   3.866   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.188  10.502   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       8.854   6.652   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.520   5.882   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.056   6.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.188   8.962   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.245   6.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.520   4.342   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.151   5.112   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.800   7.822   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.521   8.192   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.281   7.602   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.781   5.882   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.854   8.192   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   19                                                            
CONECT    6    1   11                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9   13   24                                                       
CONECT   10   19   20                                                       
CONECT   11    2    6   17                                                  
CONECT   12    3    7   19                                                  
CONECT   13    4    9   20                                                  
CONECT   14    8   15   25                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   20   21                                                  
CONECT   17   11   22   25                                                  
CONECT   18   20   23   24                                                  
CONECT   19    5   10   12   15                                             
CONECT   20   10   13   16   18                                             
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24    9   18                                                       
CONECT   25   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0034999
HETATM    1  C1  UNL     1      -1.829   2.924  -2.034  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.356   2.594  -0.894  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.516   3.231  -0.237  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.332   2.964   1.120  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.265   2.109   1.340  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.737   1.923   2.463  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.933   1.517   0.011  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.747   0.253  -0.113  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.811  -0.886   0.285  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.295  -1.388   1.633  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.949  -1.955  -0.739  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.185  -2.796  -0.430  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.797  -2.885  -0.877  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.370  -2.557   0.016  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.646  -1.079  -0.206  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.898  -0.688   0.278  1.00  0.00           O  
HETATM   17  C14 UNL     1       2.905  -0.163  -0.505  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.693  -0.026  -1.729  1.00  0.00           O  
HETATM   19  C15 UNL     1       4.186   0.226   0.051  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.468   0.074   1.509  1.00  0.00           C  
HETATM   21  C17 UNL     1       5.153   0.729  -0.696  1.00  0.00           C  
HETATM   22  C18 UNL     1       6.470   1.134  -0.146  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.448  -0.318   0.466  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.494   1.113  -0.089  1.00  0.00           C  
HETATM   25  O5  UNL     1       0.273   1.983   0.644  1.00  0.00           O  
HETATM   26  H1  UNL     1      -2.243   3.743  -2.602  1.00  0.00           H  
HETATM   27  H2  UNL     1      -0.980   2.401  -2.438  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.602   4.311  -0.472  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.467   2.751  -0.603  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.655   0.288   0.489  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.046   0.172  -1.184  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.231  -2.492   1.709  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.660  -0.981   2.456  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.331  -1.018   1.862  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.148  -1.511  -1.747  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.964  -2.210   0.092  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.907  -3.717   0.137  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.656  -3.151  -1.386  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.393  -2.915  -1.925  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.065  -3.961  -0.659  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.225  -3.164  -0.315  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.061  -2.774   1.054  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.587  -0.905  -1.311  1.00  0.00           H  
HETATM   44  H19 UNL     1       5.539  -0.034   1.675  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.880  -0.807   1.843  1.00  0.00           H  
HETATM   46  H21 UNL     1       4.107   0.944   2.082  1.00  0.00           H  
HETATM   47  H22 UNL     1       4.945   0.840  -1.761  1.00  0.00           H  
HETATM   48  H23 UNL     1       7.033   1.665  -0.915  1.00  0.00           H  
HETATM   49  H24 UNL     1       6.265   1.788   0.727  1.00  0.00           H  
HETATM   50  H25 UNL     1       6.964   0.224   0.238  1.00  0.00           H  
HETATM   51  H26 UNL     1      -0.162  -0.205   1.534  1.00  0.00           H  
HETATM   52  H27 UNL     1      -0.157   1.105  -1.141  1.00  0.00           H  
HETATM   53  H28 UNL     1       0.692   1.579   1.442  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3    7
CONECT    3    4   28   29
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   24
CONECT    8    9   30   31
CONECT    9   10   11   23
CONECT   10   32   33   34
CONECT   11   12   13   35
CONECT   12   36   37   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   23   43
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   21   21
CONECT   20   44   45   46
CONECT   21   22   47
CONECT   22   48   49   50
CONECT   23   24   51
CONECT   24   25   52
CONECT   25   53
END

HMDB0034999
     RDKit          3D
Bakkenolide C
 53 55  0  0  0  0  0  0  0  0999 V2000
   -1.8287    2.9242   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558    2.5937   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164    3.2306   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3321    2.9644    1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649    2.1089    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    1.9226    2.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    1.5173    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.2535   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108   -0.8858    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954   -1.3875    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488   -1.9545   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849   -2.7956   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7968   -2.8853   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3705   -2.5567    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -1.0795   -0.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981   -0.6877    0.2776 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -0.1634   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930   -0.0263   -1.7286 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857    0.2264    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678    0.0741    1.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.7290   -0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4702    1.1339   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4476   -0.3175    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4944    1.1127   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    1.9826    0.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432    3.7432   -2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800    2.4008   -2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022    4.3114   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674    2.7509   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    0.2878    0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.1720   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -2.4916    1.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6600   -0.9815    2.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305   -1.0185    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -1.5112   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9639   -2.2104    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073   -3.7172    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6559   -3.1505   -1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -2.9150   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -3.9610   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -3.1644   -0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0609   -2.7738    1.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -0.9050   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394   -0.0335    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796   -0.8066    1.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    0.9435    2.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9449    0.8395   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0327    1.6654   -0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2650    1.7881    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9640    0.2244    0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625   -0.2047    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    1.1048   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921    1.5789    1.4416 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  1  0
 19 21  2  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
  7  2  1  0
 23  9  1  0
 24  7  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-2-methylbut-2-enoic acid	HMDB

Chemical Formula

C₂₀H₂₈O₅

Average Molecular Weight

348.4333

Monoisotopic Molecular Weight

348.193674006

IUPAC Name

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

Traditional Name

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

CAS Registry Number

18456-00-3

SMILES

C\C=C(/C)C(=O)OC1CCC(C)C2(C)CC3(C(O)C12)C(=C)COC3=O

InChI Identifier

InChI=1S/C20H28O5/c1-6-11(2)17(22)25-14-8-7-12(3)19(5)10-20(16(21)15(14)19)13(4)9-24-18(20)23/h6,12,14-16,21H,4,7-10H2,1-3,5H3/b11-6+

InChI Key

KVPXGWXTEOVUGO-IZZDOVSWSA-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
Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Cyclic alcohol
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034999)

Source

Endogenous

Endogenous (HMDB: HMDB0034999)

Plant

Plant (HMDB: HMDB0034999)

Animal

Animal (HMDB: HMDB0034999)

Exogenous

Food

Food (HMDB: HMDB0034999)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0034999)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034999)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034999)

Lipid metabolism pathway (HMDB: HMDB0034999)

Cellular process

Cell signaling (HMDB: HMDB0034999)

Biochemical process

Lipid transport (HMDB: HMDB0034999)

Role

Biological role

Energy source (HMDB: HMDB0034999)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034999)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	167 - 167.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	29.75 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	0.13 g/L	ALOGPS
logP	2.9	ALOGPS
logP	3.07	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-3.2	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	3	ChemAxon
Refractivity	93.32 m³·mol⁻¹	ChemAxon
Polarizability	38.29 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	184.468	31661259
DarkChem	[M-H]-	176.495	31661259
DeepCCS	[M-2H]-	220.49	30932474
DeepCCS	[M+Na]+	196.425	30932474
AllCCS	[M+H]+	183.5	32859911
AllCCS	[M+H-H2O]+	180.8	32859911
AllCCS	[M+NH4]+	186.0	32859911
AllCCS	[M+Na]+	186.7	32859911
AllCCS	[M-H]-	186.9	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	187.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.13 minutes	32390414
Predicted by Siyang on May 30, 2022	15.861 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2963.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	329.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	145.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	596.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	712.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1277.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	570.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1552.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	465.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	247.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	272.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bakkenolide C	C\C=C(/C)C(=O)OC1CCC(C)C2(C)CC3(C(O)C12)C(=C)COC3=O	3506.1	Standard polar	33892256
Bakkenolide C	C\C=C(/C)C(=O)OC1CCC(C)C2(C)CC3(C(O)C12)C(=C)COC3=O	2492.9	Standard non polar	33892256
Bakkenolide C	C\C=C(/C)C(=O)OC1CCC(C)C2(C)CC3(C(O)C12)C(=C)COC3=O	2516.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bakkenolide C,1TMS,isomer #1	C=C1COC(=O)C12CC1(C)C(C)CCC(OC(=O)/C(C)=C/C)C1C2O[Si](C)(C)C	2531.6	Semi standard non polar	33892256
Bakkenolide C,1TBDMS,isomer #1	C=C1COC(=O)C12CC1(C)C(C)CCC(OC(=O)/C(C)=C/C)C1C2O[Si](C)(C)C(C)(C)C	2764.1	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 - Bakkenolide C GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-6092000000-3eb5d8f70fa70f4c4d08	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bakkenolide C GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9067100000-b02c6b96846c11836892	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bakkenolide C 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 C 10V, Positive-QTOF	splash10-001j-2049000000-feb0035e881e49cfb127	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 20V, Positive-QTOF	splash10-001i-9063000000-60755ead192b602b6951	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 40V, Positive-QTOF	splash10-001i-9010000000-3a9af274392e676c4fbe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 10V, Negative-QTOF	splash10-0002-0019000000-a74febd9b46c4fa2443b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 20V, Negative-QTOF	splash10-0002-6049000000-058cacbcabacdb30c7ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 40V, Negative-QTOF	splash10-00lj-8190000000-d3a5a2be981ce7bb1759	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 10V, Negative-QTOF	splash10-0002-9015000000-556302feac6c44c0040b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 20V, Negative-QTOF	splash10-0002-9032000000-cb7ffb844b79135ae191	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 40V, Negative-QTOF	splash10-0ktb-9021000000-9df51fdbe7a2b236e955	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 10V, Positive-QTOF	splash10-0002-0098000000-31c0ea19111dcb93308c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 20V, Positive-QTOF	splash10-0a5a-4190000000-a297036fe5f2e283bc4e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bakkenolide C 40V, Positive-QTOF	splash10-0aor-9621000000-4ecf195d541abe2851f3	2021-09-24	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

FDB013603

KNApSAcK ID

C00053919

Chemspider ID

35013814

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12299952

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1846871

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 C (HMDB0034999)

MOL for HMDB0034999 (Bakkenolide C)

3D MOL for HMDB0034999 (Bakkenolide C)

3D SDF for HMDB0034999 (Bakkenolide C)

3D-SDF for HMDB0034999 (Bakkenolide C)

PDB for HMDB0034999 (Bakkenolide C)

3D PDB for HMDB0034999 (Bakkenolide C)

SMILES for HMDB0034999 (Bakkenolide C)

INCHI for HMDB0034999 (Bakkenolide C)

Structure for HMDB0034999 (Bakkenolide C)

3D Structure for HMDB0034999 (Bakkenolide C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra