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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:04:42 UTC

Update Date

2022-03-07 02:56:15 UTC

HMDB ID

HMDB0039575

Secondary Accession Numbers

HMDB39575

Metabolite Identification

Common Name

alpha-Peroxyachifolide

Description

alpha-Peroxyachifolide belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. alpha-Peroxyachifolide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 09121201042D          

 27 30  0  0  0  0            999 V2000
   -1.5231    1.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161    0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6062   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    0.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    1.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1978    2.4253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -1.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0446   -1.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217   -2.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -1.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1978   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7540   -1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3752   -1.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -0.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -0.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8191   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -2.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -2.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 25  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0039575
     RDKit          3D
alpha-Peroxyachifolide
 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.6697   -2.3360   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -1.1504    0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8349    0.1313    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793    0.2964    0.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.1248    0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242    0.4929   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168   -0.8485    0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -1.9345   -0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.6851   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -1.5744   -1.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.5887    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514   -0.7323    1.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982   -0.8097    0.0509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366   -0.1458    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.7149    1.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0333   -0.3999    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3940   -1.4147   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632    0.2778    1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3849   -0.0079    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701    0.6645   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7514    1.7643   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    2.8890   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3631    2.4417   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    3.4232   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344    1.6715   -1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    0.4860   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    1.3031    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0285   -3.2281    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7186   -2.5651   -0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7139    0.5281   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950   -0.7278    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -2.2748   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225   -2.8522    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.6216   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -2.1817   -2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    0.0817    2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9297   -0.9349    2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -1.6752    1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205   -0.9268   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4004   -1.8088   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6654   -2.2337   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6899    1.0225    1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    0.0631   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838   -0.9841    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9932    0.7986    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    1.7482   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    3.8734   -0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    3.3597   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    4.4631   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    3.3774    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704    1.6456    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  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  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 23 27  1  0
  7  2  1  0
 26 20  1  0
 27  6  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 27 51  1  0
M  END


  Mrv0541 09121201042D          

 27 30  0  0  0  0            999 V2000
   -1.5231    1.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161    0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6062   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    0.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    1.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1978    2.4253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8132   -1.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0446   -1.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217   -2.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -1.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9317    0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1978   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7540   -1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3752   -1.7746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -0.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -0.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8191   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -2.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2626   -2.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 25  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039575

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(/C)C(=O)OC1(C)C(O)CC2C(OC(=O)C2=C)C2C3(C)OOC12C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-6-10(2)16(22)25-19(5)13(21)9-12-11(3)17(23)24-14(12)15-18(4)7-8-20(15,19)27-26-18/h6-8,12-15,21H,3,9H2,1-2,4-5H3/b10-6+

> <INCHI_KEY>
UMHHYRUGXILZJB-UXBLZVDNSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.4004

> <EXACT_MASS>
376.152203122

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.41164601406687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.717268562000001

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.8468190605778

> <JCHEM_PKA_STRONGEST_BASIC>
-3.30320134290327

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
94.42020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039575
     RDKit          3D
alpha-Peroxyachifolide
 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.6697   -2.3360   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -1.1504    0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8349    0.1313    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793    0.2964    0.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.1248    0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242    0.4929   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168   -0.8485    0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -1.9345   -0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.6851   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -1.5744   -1.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.5887    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514   -0.7323    1.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982   -0.8097    0.0509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366   -0.1458    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.7149    1.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0333   -0.3999    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3940   -1.4147   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632    0.2778    1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3849   -0.0079    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701    0.6645   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7514    1.7643   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    2.8890   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3631    2.4417   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    3.4232   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344    1.6715   -1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    0.4860   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    1.3031    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0285   -3.2281    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7186   -2.5651   -0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7139    0.5281   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950   -0.7278    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -2.2748   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225   -2.8522    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.6216   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -2.1817   -2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    0.0817    2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9297   -0.9349    2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -1.6752    1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205   -0.9268   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4004   -1.8088   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6654   -2.2337   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6899    1.0225    1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    0.0631   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838   -0.9841    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9932    0.7986    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    1.7482   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    3.8734   -0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    3.3597   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    4.4631   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    3.3774    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704    1.6456    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  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  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 23 27  1  0
  7  2  1  0
 26 20  1  0
 27  6  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 27 51  1  0
M  END

HEADER    PROTEIN                                 12-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-12         0                                  
HETATM    1  C   UNK     0      -2.843   2.429   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.457   0.883   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.230  -0.276   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.512  -1.215   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.132  -1.270   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.021   0.276   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.248   1.049   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.248   2.650   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.739   3.092   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.236   4.527   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.518  -2.981   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.083  -2.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.414  -4.030   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.843  -4.030   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.843  -3.478   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.224   1.822   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.678   1.822   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.739   0.552   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.236  -0.828   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.407  -2.153   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.567  -3.313   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.843  -1.711   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.672  -0.221   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.672  -3.588   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.396  -4.030   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.672  -4.527   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.224  -4.527   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   23                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12   22                                             
CONECT    6    2    5    7                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9                                                            
CONECT   11   12                                                            
CONECT   12    5   11   13   20                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17    9   16   18                                                  
CONECT   18    7   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   12   19   21                                                  
CONECT   21   20                                                            
CONECT   22    5   23                                                       
CONECT   23    2   22                                                       
CONECT   24   25                                                            
CONECT   25   14   24   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0039575
HETATM    1  C1  UNL     1      -4.670  -2.336  -0.018  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.180  -1.150   0.141  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.835   0.131   0.142  1.00  0.00           C  
HETATM    4  O1  UNL     1      -6.079   0.296   0.064  1.00  0.00           O  
HETATM    5  O2  UNL     1      -3.833   1.125   0.246  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.624   0.493  -0.213  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.717  -0.848   0.375  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.884  -1.934  -0.172  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.481  -1.685  -0.532  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.285  -1.574  -1.886  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.219  -0.589   0.280  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.051  -0.732   1.718  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.598  -0.810   0.051  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.637  -0.146   0.675  1.00  0.00           C  
HETATM   15  O5  UNL     1       2.368   0.715   1.542  1.00  0.00           O  
HETATM   16  C11 UNL     1       4.033  -0.400   0.372  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.394  -1.415  -0.652  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.963   0.278   1.014  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.385  -0.008   0.678  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.170   0.665  -0.378  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.751   1.764  -0.534  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.029   2.889  -0.479  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.363   2.442  -0.858  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.407   3.423  -0.769  1.00  0.00           C  
HETATM   25  O6  UNL     1      -1.234   1.672  -1.983  1.00  0.00           O  
HETATM   26  O7  UNL     1      -0.729   0.486  -1.678  1.00  0.00           O  
HETATM   27  C20 UNL     1      -1.436   1.303   0.201  1.00  0.00           C  
HETATM   28  H1  UNL     1      -4.028  -3.228   0.008  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.719  -2.565  -0.186  1.00  0.00           H  
HETATM   30  H3  UNL     1      -2.714   0.528  -1.318  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.695  -0.728   1.496  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.402  -2.275  -1.125  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.023  -2.852   0.483  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.093  -2.622  -0.236  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.378  -2.182  -2.269  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.601   0.082   2.218  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.930  -0.935   2.258  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.620  -1.675   1.985  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.320  -0.927  -1.644  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.400  -1.809  -0.474  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.665  -2.234  -0.586  1.00  0.00           H  
HETATM   42  H15 UNL     1       4.690   1.022   1.765  1.00  0.00           H  
HETATM   43  H16 UNL     1       6.466   0.063  -0.426  1.00  0.00           H  
HETATM   44  H17 UNL     1       6.684  -0.984   1.085  1.00  0.00           H  
HETATM   45  H18 UNL     1       6.993   0.799   1.131  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.809   1.748  -0.699  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.362   3.873  -0.226  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.105   3.360  -1.631  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.975   4.463  -0.822  1.00  0.00           H  
HETATM   50  H23 UNL     1      -2.935   3.377   0.206  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.370   1.646   1.204  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3    7
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   27   30
CONECT    7    8   31
CONECT    8    9   32   33
CONECT    9   10   11   34
CONECT   10   35
CONECT   11   12   13   20
CONECT   12   36   37   38
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   18   18
CONECT   17   39   40   41
CONECT   18   19   42
CONECT   19   43   44   45
CONECT   20   21   26   27
CONECT   21   22   22   46
CONECT   22   23   47
CONECT   23   24   25   27
CONECT   24   48   49   50
CONECT   25   26
CONECT   27   51
END

HMDB0039575
     RDKit          3D
alpha-Peroxyachifolide
 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.6697   -2.3360   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -1.1504    0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8349    0.1313    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793    0.2964    0.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.1248    0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242    0.4929   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168   -0.8485    0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -1.9345   -0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.6851   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -1.5744   -1.8862 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.5887    0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514   -0.7323    1.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982   -0.8097    0.0509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366   -0.1458    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.7149    1.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0333   -0.3999    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3940   -1.4147   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632    0.2778    1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3849   -0.0079    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1701    0.6645   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7514    1.7643   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    2.8890   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3631    2.4417   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    3.4232   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344    1.6715   -1.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    0.4860   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    1.3031    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0285   -3.2281    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7186   -2.5651   -0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7139    0.5281   -1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950   -0.7278    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -2.2748   -1.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225   -2.8522    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -2.6216   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777   -2.1817   -2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    0.0817    2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9297   -0.9349    2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -1.6752    1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205   -0.9268   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4004   -1.8088   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6654   -2.2337   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6899    1.0225    1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    0.0631   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838   -0.9841    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9932    0.7986    1.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    1.7482   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    3.8734   -0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    3.3597   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    4.4631   -0.8225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    3.3774    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704    1.6456    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  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  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 23 27  1  0
  7  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Peroxyachifolide	Generator
Α-peroxyachifolide	Generator
3-Hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₄O₇

Average Molecular Weight

376.4004

Monoisotopic Molecular Weight

376.152203122

IUPAC Name

3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate

Traditional Name

3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)OC1(C)C(O)CC2C(OC(=O)C2=C)C2C3(C)OOC12C=C3

InChI Identifier

InChI=1S/C20H24O7/c1-6-10(2)16(22)25-19(5)13(21)9-12-11(3)17(23)24-14(12)15-18(4)7-8-20(15,19)27-26-18/h6-8,12-15,21H,3,9H2,1-2,4-5H3/b10-6+

InChI Key

UMHHYRUGXILZJB-UXBLZVDNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	154 °C	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	0.55 g/L	ALOGPS
logP	2.07	ALOGPS
logP	2.72	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	13.85	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.42 m³·mol⁻¹	ChemAxon
Polarizability	38.41 Å³	ChemAxon
Number of Rings	4	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]+	187.44	31661259
DarkChem	[M-H]-	180.018	31661259
DeepCCS	[M-2H]-	218.856	30932474
DeepCCS	[M+Na]+	193.923	30932474
AllCCS	[M+H]+	187.5	32859911
AllCCS	[M+H-H2O]+	184.9	32859911
AllCCS	[M+NH4]+	189.9	32859911
AllCCS	[M+Na]+	190.6	32859911
AllCCS	[M-H]-	191.5	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	191.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Peroxyachifolide	C\C=C(/C)C(=O)OC1(C)C(O)CC2C(OC(=O)C2=C)C2C3(C)OOC12C=C3	3807.9	Standard polar	33892256
alpha-Peroxyachifolide	C\C=C(/C)C(=O)OC1(C)C(O)CC2C(OC(=O)C2=C)C2C3(C)OOC12C=C3	2451.8	Standard non polar	33892256
alpha-Peroxyachifolide	C\C=C(/C)C(=O)OC1(C)C(O)CC2C(OC(=O)C2=C)C2C3(C)OOC12C=C3	2688.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Peroxyachifolide,1TMS,isomer #1	C=C1C(=O)OC2C1CC(O[Si](C)(C)C)C(C)(OC(=O)/C(C)=C/C)C13C=CC(C)(OO1)C23	2603.5	Semi standard non polar	33892256
alpha-Peroxyachifolide,1TBDMS,isomer #1	C=C1C(=O)OC2C1CC(O[Si](C)(C)C(C)(C)C)C(C)(OC(=O)/C(C)=C/C)C13C=CC(C)(OO1)C23	2833.6	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 - alpha-Peroxyachifolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-7972000000-50778938dfa5b0523b4b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Peroxyachifolide GC-MS (1 TMS) - 70eV, Positive	splash10-0a59-9433100000-05846f396ba75e57d738	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Peroxyachifolide 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 - alpha-Peroxyachifolide 10V, Positive-QTOF	splash10-004i-2029000000-1502cefb668ef6c8f5de	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 20V, Positive-QTOF	splash10-0a7i-9025000000-a70fa9bde2bc7aef7b0a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 40V, Positive-QTOF	splash10-0pc0-9120000000-b44ebbe0e9b2267d2da9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 10V, Negative-QTOF	splash10-004i-1019000000-d0ef4df4cc6ea1191acd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 20V, Negative-QTOF	splash10-055b-9047000000-47e3398aeb9bebc148b0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 40V, Negative-QTOF	splash10-0002-9120000000-b3e32d7fad70175ecc26	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 10V, Positive-QTOF	splash10-004i-0091000000-185d06176782a65f4646	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 20V, Positive-QTOF	splash10-0a7i-2293000000-d024b71faedfc880d5db	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 40V, Positive-QTOF	splash10-056r-5292000000-65d1476094cda95e4879	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 10V, Negative-QTOF	splash10-004i-4093000000-89893d5534f13c22fb2d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 20V, Negative-QTOF	splash10-004i-0090000000-5db4973951919bf1e800	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Peroxyachifolide 40V, Negative-QTOF	splash10-0pb9-9010000000-80c369e0cb20da3bfba0	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB019197

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752683

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 alpha-Peroxyachifolide (HMDB0039575)

MOL for HMDB0039575 (alpha-Peroxyachifolide)

3D MOL for HMDB0039575 (alpha-Peroxyachifolide)

3D SDF for HMDB0039575 (alpha-Peroxyachifolide)

3D-SDF for HMDB0039575 (alpha-Peroxyachifolide)

PDB for HMDB0039575 (alpha-Peroxyachifolide)

3D PDB for HMDB0039575 (alpha-Peroxyachifolide)

SMILES for HMDB0039575 (alpha-Peroxyachifolide)

INCHI for HMDB0039575 (alpha-Peroxyachifolide)

Structure for HMDB0039575 (alpha-Peroxyachifolide)

3D Structure for HMDB0039575 (alpha-Peroxyachifolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra