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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:03:12 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033337

Secondary Accession Numbers

HMDB33337

Metabolite Identification

Common Name

Fusarin C

Description

Fusarin C belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Fusarin C.

Structure

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


  Mrv0541 02241218442D          

 31 32  0  0  0  0            999 V2000
   -1.9800   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2275   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326   -0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532    0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6407    1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200    2.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650    1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900    0.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900   -0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7326   -0.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4757   -1.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5582   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -0.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282   -0.0413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282    1.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9707    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    1.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 27  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 29  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 28  1  0  0  0  0
 12 13  1  0  0  0  0
 12 30  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 25  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 24  1  0  0  0  0
 16 31  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  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
M  END

HMDB0033337
     RDKit          3D
Fusarin C
 60 61  0  0  0  0  0  0  0  0999 V2000
    8.1891    1.2850   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8751    1.4677    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7805    0.6906    0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6356    1.0589    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047    0.5727    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -0.6187    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367    1.2016    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786    0.9157    2.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5049    1.6531    3.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    0.1661    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744   -0.1364    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315   -0.8949    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276   -1.1914    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -0.6670    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5911   -1.9610   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -2.3059   -1.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9842   -2.3833   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -3.0979   -1.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585   -1.9991   -1.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9013   -0.5687   -1.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1590    0.0194   -1.7590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000    0.2723   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0986    1.7654   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572    2.1953   -2.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470   -0.4019    0.0864 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8499   -1.7419    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092   -2.1811    1.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -0.2453   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -1.0653   -1.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949   -0.3317   -1.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5271   -1.2373   -2.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6332    0.2964    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2745    1.6014   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8893    2.0101    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    2.2624    1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7522    1.9850    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -0.5013   -0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3596   -1.2621    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -1.3390    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337    1.9836    2.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792    2.4860    3.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.9087    3.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    2.0925    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327   -0.1509    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    0.2419    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -1.2237   -0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -1.0703    2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2825   -0.9048    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.4457    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0589   -2.3391   -1.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8554   -0.5644   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8415    0.1161   -1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068    0.2566   -3.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.3127   -2.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493    1.8493   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8968    2.3190   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348    0.5041    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2873   -0.8442   -3.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6067   -1.5139   -2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9707   -2.1930   -2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  2  0
  3 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 19 17  1  0
 26 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
M  END


  Mrv0541 02241218442D          

 31 32  0  0  0  0            999 V2000
   -1.9800   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2275   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326   -0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532    0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6407    1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150    1.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200    2.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650    1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900    0.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900   -0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7326   -0.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4757   -1.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5582   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -0.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775   -1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282   -0.0413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282    1.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    0.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9707    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    1.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 27  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 29  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 28  1  0  0  0  0
 12 13  1  0  0  0  0
 12 30  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 25  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 24  1  0  0  0  0
 16 31  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  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
M  END
> <DATABASE_ID>
HMDB0033337

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)\C(=C/C)\C=C(/C)\C=C(\C)/C=C/C=C(\C)C(=O)C12OC1C(O)(CCO)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H29NO7/c1-6-17(19(27)30-5)13-15(3)12-14(2)8-7-9-16(4)18(26)23-20(31-23)22(29,10-11-25)24-21(23)28/h6-9,12-13,20,25,29H,10-11H2,1-5H3,(H,24,28)/b8-7+,14-12-,15-13+,16-9+,17-6-

> <INCHI_KEY>
FZFYFSUIOSWLHW-OFIJGTIXSA-N

> <FORMULA>
C23H29NO7

> <MOLECULAR_WEIGHT>
431.4789

> <EXACT_MASS>
431.194402287

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.08187324271913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z,3E,5Z,7E,9E)-2-ethylidene-11-[4-hydroxy-4-(2-hydroxyethyl)-2-oxo-6-oxa-3-azabicyclo[3.1.0]hexan-1-yl]-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoate

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.5345139890000006

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.671840985908355

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.271324736511998

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4354784299534646

> <JCHEM_POLAR_SURFACE_AREA>
125.46

> <JCHEM_REFRACTIVITY>
118.21069999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2Z,3E,5Z,7E,9E)-2-ethylidene-11-[4-hydroxy-4-(2-hydroxyethyl)-2-oxo-6-oxa-3-azabicyclo[3.1.0]hexan-1-yl]-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033337
     RDKit          3D
Fusarin C
 60 61  0  0  0  0  0  0  0  0999 V2000
    8.1891    1.2850   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8751    1.4677    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7805    0.6906    0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6356    1.0589    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047    0.5727    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -0.6187    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367    1.2016    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786    0.9157    2.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5049    1.6531    3.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    0.1661    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744   -0.1364    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315   -0.8949    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276   -1.1914    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -0.6670    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5911   -1.9610   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -2.3059   -1.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9842   -2.3833   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -3.0979   -1.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585   -1.9991   -1.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9013   -0.5687   -1.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1590    0.0194   -1.7590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000    0.2723   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0986    1.7654   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572    2.1953   -2.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470   -0.4019    0.0864 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8499   -1.7419    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092   -2.1811    1.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -0.2453   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -1.0653   -1.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949   -0.3317   -1.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5271   -1.2373   -2.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6332    0.2964    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2745    1.6014   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8893    2.0101    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    2.2624    1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7522    1.9850    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -0.5013   -0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3596   -1.2621    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -1.3390    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337    1.9836    2.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792    2.4860    3.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.9087    3.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    2.0925    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327   -0.1509    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    0.2419    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -1.2237   -0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -1.0703    2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2825   -0.9048    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.4457    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0589   -2.3391   -1.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8554   -0.5644   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8415    0.1161   -1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068    0.2566   -3.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.3127   -2.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493    1.8493   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8968    2.3190   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348    0.5041    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2873   -0.8442   -3.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6067   -1.5139   -2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9707   -2.1930   -2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  2  0
  3 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 19 17  1  0
 26 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.696  -4.235   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.158  -2.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.234  -1.617   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.696  -0.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.237   0.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.699   1.617   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.929   2.849   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.388   2.849   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.464   4.081   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.924   3.927   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.308   2.541   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.232   2.233   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.848   0.847   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.770  -0.077   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.848  -0.693   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.234  -1.309   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.621  -2.079   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.775  -3.465   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.161  -4.235   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.078  -0.539   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.694  -1.925   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.078  -3.157   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.462  -3.465   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       4.159  -0.077   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.388   1.155   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.159   2.541   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -6.161  -1.001   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.386   1.463   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.545   4.235   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.002   3.619   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.618  -2.695   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14   15   25                                             
CONECT   14   13   15                                                       
CONECT   15   13   14   16                                                  
CONECT   16   15   17   24   31                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21    3   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   16   25                                                       
CONECT   25   13   24   26                                                  
CONECT   26   25                                                            
CONECT   27    5                                                            
CONECT   28   11                                                            
CONECT   29    7                                                            
CONECT   30   12                                                            
CONECT   31   16                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0033337
HETATM    1  C1  UNL     1       8.189   1.285  -0.240  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.875   1.468   0.387  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.781   0.691   0.080  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.636   1.059   0.815  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.405   0.573   0.909  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.120  -0.619   0.111  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.537   1.202   1.874  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.279   0.916   2.001  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.505   1.653   3.096  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.527   0.166   1.044  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.774  -0.136   1.273  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.531  -0.895   0.302  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.828  -1.191   0.548  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.301  -0.667   1.847  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.591  -1.961  -0.411  1.00  0.00           C  
HETATM   16  O1  UNL     1      -2.847  -2.306  -1.451  1.00  0.00           O  
HETATM   17  C16 UNL     1      -4.984  -2.383  -0.390  1.00  0.00           C  
HETATM   18  O2  UNL     1      -5.268  -3.098  -1.483  1.00  0.00           O  
HETATM   19  C17 UNL     1      -5.959  -1.999  -1.554  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.901  -0.569  -1.385  1.00  0.00           C  
HETATM   21  O3  UNL     1      -7.159   0.019  -1.759  1.00  0.00           O  
HETATM   22  C19 UNL     1      -4.900   0.272  -2.048  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.099   1.765  -1.683  1.00  0.00           C  
HETATM   24  O4  UNL     1      -6.357   2.195  -2.077  1.00  0.00           O  
HETATM   25  N1  UNL     1      -5.947  -0.402   0.086  1.00  0.00           N  
HETATM   26  C21 UNL     1      -5.850  -1.742   0.569  1.00  0.00           C  
HETATM   27  O5  UNL     1      -6.409  -2.181   1.581  1.00  0.00           O  
HETATM   28  C22 UNL     1       5.989  -0.245  -0.974  1.00  0.00           C  
HETATM   29  O6  UNL     1       5.241  -1.065  -1.528  1.00  0.00           O  
HETATM   30  O7  UNL     1       7.295  -0.332  -1.580  1.00  0.00           O  
HETATM   31  C23 UNL     1       7.527  -1.237  -2.612  1.00  0.00           C  
HETATM   32  H1  UNL     1       8.633   0.296   0.016  1.00  0.00           H  
HETATM   33  H2  UNL     1       8.274   1.601  -1.277  1.00  0.00           H  
HETATM   34  H3  UNL     1       8.889   2.010   0.314  1.00  0.00           H  
HETATM   35  H4  UNL     1       6.803   2.262   1.123  1.00  0.00           H  
HETATM   36  H5  UNL     1       4.752   1.985   1.474  1.00  0.00           H  
HETATM   37  H6  UNL     1       2.851  -0.501  -0.910  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.360  -1.262   0.691  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.026  -1.339   0.212  1.00  0.00           H  
HETATM   40  H9  UNL     1       2.934   1.984   2.581  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.079   2.486   3.485  1.00  0.00           H  
HETATM   42  H11 UNL     1       0.207   0.909   3.853  1.00  0.00           H  
HETATM   43  H12 UNL     1      -0.404   2.093   2.606  1.00  0.00           H  
HETATM   44  H13 UNL     1       0.833  -0.151   0.068  1.00  0.00           H  
HETATM   45  H14 UNL     1      -1.150   0.242   2.213  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.094  -1.224  -0.598  1.00  0.00           H  
HETATM   47  H16 UNL     1      -2.554  -1.070   2.615  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.283  -0.905   2.177  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.143   0.446   1.912  1.00  0.00           H  
HETATM   50  H19 UNL     1      -7.059  -2.339  -1.354  1.00  0.00           H  
HETATM   51  H20 UNL     1      -7.855  -0.564  -1.383  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.842   0.116  -1.820  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.107   0.257  -3.153  1.00  0.00           H  
HETATM   54  H23 UNL     1      -4.335   2.313  -2.260  1.00  0.00           H  
HETATM   55  H24 UNL     1      -4.949   1.849  -0.590  1.00  0.00           H  
HETATM   56  H25 UNL     1      -6.897   2.319  -1.269  1.00  0.00           H  
HETATM   57  H26 UNL     1      -6.035   0.504   0.604  1.00  0.00           H  
HETATM   58  H27 UNL     1       7.287  -0.844  -3.621  1.00  0.00           H  
HETATM   59  H28 UNL     1       8.607  -1.514  -2.630  1.00  0.00           H  
HETATM   60  H29 UNL     1       6.971  -2.193  -2.400  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   35
CONECT    3    4   28
CONECT    4    5    5   36
CONECT    5    6    7
CONECT    6   37   38   39
CONECT    7    8    8   40
CONECT    8    9   10
CONECT    9   41   42   43
CONECT   10   11   11   44
CONECT   11   12   45
CONECT   12   13   13   46
CONECT   13   14   15
CONECT   14   47   48   49
CONECT   15   16   16   17
CONECT   17   18   19   26
CONECT   18   19
CONECT   19   20   50
CONECT   20   21   22   25
CONECT   21   51
CONECT   22   23   52   53
CONECT   23   24   54   55
CONECT   24   56
CONECT   25   26   57
CONECT   26   27   27
CONECT   28   29   29   30
CONECT   30   31
CONECT   31   58   59   60
END

HMDB0033337
     RDKit          3D
Fusarin C
 60 61  0  0  0  0  0  0  0  0999 V2000
    8.1891    1.2850   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8751    1.4677    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7805    0.6906    0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6356    1.0589    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047    0.5727    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -0.6187    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367    1.2016    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786    0.9157    2.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5049    1.6531    3.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    0.1661    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744   -0.1364    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315   -0.8949    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8276   -1.1914    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3007   -0.6670    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5911   -1.9610   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -2.3059   -1.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9842   -2.3833   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -3.0979   -1.4826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585   -1.9991   -1.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9013   -0.5687   -1.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1590    0.0194   -1.7590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000    0.2723   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0986    1.7654   -1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3572    2.1953   -2.0771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9470   -0.4019    0.0864 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8499   -1.7419    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092   -2.1811    1.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895   -0.2453   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -1.0653   -1.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949   -0.3317   -1.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5271   -1.2373   -2.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6332    0.2964    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2745    1.6014   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8893    2.0101    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    2.2624    1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7522    1.9850    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -0.5013   -0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3596   -1.2621    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -1.3390    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337    1.9836    2.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792    2.4860    3.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.9087    3.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035    2.0925    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327   -0.1509    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503    0.2419    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -1.2237   -0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -1.0703    2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2825   -0.9048    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.4457    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0589   -2.3391   -1.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8554   -0.5644   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8415    0.1161   -1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068    0.2566   -3.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.3127   -2.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493    1.8493   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8968    2.3190   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348    0.5041    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2873   -0.8442   -3.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6067   -1.5139   -2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9707   -2.1930   -2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  2  0
  3 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 19 17  1  0
 26 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  0
 31 58  1  0
 31 59  1  0
 31 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl (2Z,5Z,7E,9E)-11-[2,4-dihydroxy-4-(2-hydroxyethyl)-6-oxa-3-azabicyclo[3.1.0]hex-2-en-1-yl]-2-ethylidene-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoic acid	HMDB

Chemical Formula

C₂₃H₂₉NO₇

Average Molecular Weight

431.4789

Monoisotopic Molecular Weight

431.194402287

IUPAC Name

methyl (2Z,3E,5Z,7E,9E)-2-ethylidene-11-[4-hydroxy-4-(2-hydroxyethyl)-2-oxo-6-oxa-3-azabicyclo[3.1.0]hexan-1-yl]-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoate

Traditional Name

methyl (2Z,3E,5Z,7E,9E)-2-ethylidene-11-[4-hydroxy-4-(2-hydroxyethyl)-2-oxo-6-oxa-3-azabicyclo[3.1.0]hexan-1-yl]-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoate

CAS Registry Number

79748-81-5

SMILES

COC(=O)\C(=C/C)\C=C(/C)\C=C(\C)/C=C/C=C(\C)C(=O)C12OC1C(O)(CCO)NC2=O

InChI Identifier

InChI=1S/C23H29NO7/c1-6-17(19(27)30-5)13-15(3)12-14(2)8-7-9-16(4)18(26)23-20(31-23)22(29,10-11-25)24-21(23)28/h6-9,12-13,20,25,29H,10-11H2,1-5H3,(H,24,28)/b8-7+,14-12-,15-13+,16-9+,17-6-

InChI Key

FZFYFSUIOSWLHW-OFIJGTIXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Fatty acid ester
Oxazinane
Pyrrolidone
2-pyrrolidone
Alpha-branched alpha,beta-unsaturated-ketone
Fatty acyl
Morpholine
Acryloyl-group
Pyrrolidine
Enone
Methyl ester
Enoate ester
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxamide group
Ketone
Lactam
Alkanolamine
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
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: HMDB0033337)

Source

Endogenous

Endogenous (HMDB: HMDB0033337)

Animal

Animal (HMDB: HMDB0033337)

Exogenous

Food

Food (HMDB: HMDB0033337)

Exogenous (HMDB: HMDB0033337)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033337)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033337)

Lipid metabolism pathway (HMDB: HMDB0033337)

Cellular process

Cell signaling (HMDB: HMDB0033337)

Biochemical process

Lipid transport (HMDB: HMDB0033337)

Role

Biological role

Energy source (HMDB: HMDB0033337)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033337)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	699.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.059 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.050 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	2.17	ALOGPS
logP	2.53	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	10.27	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	125.46 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	118.21 m³·mol⁻¹	ChemAxon
Polarizability	45.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	233.13	30932474
DeepCCS	[M+Na]+	208.675	30932474
AllCCS	[M+H]+	207.6	32859911
AllCCS	[M+H-H2O]+	205.2	32859911
AllCCS	[M+NH4]+	209.8	32859911
AllCCS	[M+Na]+	210.4	32859911
AllCCS	[M-H]-	206.8	32859911
AllCCS	[M+Na-2H]-	208.6	32859911
AllCCS	[M+HCOO]-	210.7	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.	6.51 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9431 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2902.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	78.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	443.5 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	460.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1175.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	533.9 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	1144.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	195.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	166.5 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fusarin C	COC(=O)\C(=C/C)\C=C(/C)\C=C(\C)/C=C/C=C(\C)C(=O)C12OC1C(O)(CCO)NC2=O	5155.0	Standard polar	33892256
Fusarin C	COC(=O)\C(=C/C)\C=C(/C)\C=C(\C)/C=C/C=C(\C)C(=O)C12OC1C(O)(CCO)NC2=O	3222.5	Standard non polar	33892256
Fusarin C	COC(=O)\C(=C/C)\C=C(/C)\C=C(\C)/C=C/C=C(\C)C(=O)C12OC1C(O)(CCO)NC2=O	3487.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fusarin C,1TMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO)(O[Si](C)(C)C)NC2=O)C(=O)OC	3402.8	Semi standard non polar	33892256
Fusarin C,1TMS,isomer #2	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(O)(CCO[Si](C)(C)C)NC2=O)C(=O)OC	3394.5	Semi standard non polar	33892256
Fusarin C,1TMS,isomer #3	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(O)(CCO)N([Si](C)(C)C)C2=O)C(=O)OC	3381.1	Semi standard non polar	33892256
Fusarin C,2TMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO[Si](C)(C)C)(O[Si](C)(C)C)NC2=O)C(=O)OC	3387.9	Semi standard non polar	33892256
Fusarin C,2TMS,isomer #2	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO)(O[Si](C)(C)C)N([Si](C)(C)C)C2=O)C(=O)OC	3345.9	Semi standard non polar	33892256
Fusarin C,2TMS,isomer #3	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(O)(CCO[Si](C)(C)C)N([Si](C)(C)C)C2=O)C(=O)OC	3367.1	Semi standard non polar	33892256
Fusarin C,3TMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO[Si](C)(C)C)(O[Si](C)(C)C)N([Si](C)(C)C)C2=O)C(=O)OC	3301.9	Semi standard non polar	33892256
Fusarin C,3TMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO[Si](C)(C)C)(O[Si](C)(C)C)N([Si](C)(C)C)C2=O)C(=O)OC	3248.1	Standard non polar	33892256
Fusarin C,1TBDMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO)(O[Si](C)(C)C(C)(C)C)NC2=O)C(=O)OC	3599.2	Semi standard non polar	33892256
Fusarin C,1TBDMS,isomer #2	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(O)(CCO[Si](C)(C)C(C)(C)C)NC2=O)C(=O)OC	3597.7	Semi standard non polar	33892256
Fusarin C,1TBDMS,isomer #3	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(O)(CCO)N([Si](C)(C)C(C)(C)C)C2=O)C(=O)OC	3592.2	Semi standard non polar	33892256
Fusarin C,2TBDMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)NC2=O)C(=O)OC	3784.5	Semi standard non polar	33892256
Fusarin C,2TBDMS,isomer #2	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO)(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)C(=O)OC	3744.2	Semi standard non polar	33892256
Fusarin C,2TBDMS,isomer #3	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(O)(CCO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)C(=O)OC	3776.5	Semi standard non polar	33892256
Fusarin C,3TBDMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)C(=O)OC	3954.1	Semi standard non polar	33892256
Fusarin C,3TBDMS,isomer #1	C/C=C(/C=C(C)/C=C(C)\C=C\C=C(/C)C(=O)C12OC1C(CCO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O)C(=O)OC	3814.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fusarin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-03y3-6193500000-609e5116adf462a44862	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fusarin C GC-MS (2 TMS) - 70eV, Positive	splash10-044i-3490140000-d3fa71be0f7b671e5762	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fusarin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fusarin 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 - Fusarin C 10V, Positive-QTOF	splash10-03e9-1222900000-02375304048ebb65837b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 20V, Positive-QTOF	splash10-0002-9581100000-e211675ca44508b6945a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 40V, Positive-QTOF	splash10-0002-8940000000-e0ef8e52effcb84deae8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 10V, Negative-QTOF	splash10-053r-0912600000-e41b93b5330cdb424f04	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 20V, Negative-QTOF	splash10-0037-2926400000-494acf2d211bc00249fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 40V, Negative-QTOF	splash10-0006-9000000000-cb310f8645147a361c7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 10V, Positive-QTOF	splash10-00yi-0119300000-ddfbaedbffea16b02679	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 20V, Positive-QTOF	splash10-0830-1956000000-2340cd2222740da1b0ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 40V, Positive-QTOF	splash10-03di-2920000000-b594e07cce45fe4aa556	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 10V, Negative-QTOF	splash10-00kb-0109100000-f15cd617e27cae07dee8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 20V, Negative-QTOF	splash10-004i-3429000000-63f2597cf580d2105254	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fusarin C 40V, Negative-QTOF	splash10-0kbf-3829000000-eb18b15ed92cb7346ccd	2021-09-23	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

FDB011364

KNApSAcK ID

C00016336

Chemspider ID

35013595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fusarin

METLIN ID

Not Available

PubChem Compound

131751413

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1379291

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 Fusarin C (HMDB0033337)

MOL for HMDB0033337 (Fusarin C)

3D MOL for HMDB0033337 (Fusarin C)

3D SDF for HMDB0033337 (Fusarin C)

3D-SDF for HMDB0033337 (Fusarin C)

PDB for HMDB0033337 (Fusarin C)

3D PDB for HMDB0033337 (Fusarin C)

SMILES for HMDB0033337 (Fusarin C)

INCHI for HMDB0033337 (Fusarin C)

Structure for HMDB0033337 (Fusarin C)

3D Structure for HMDB0033337 (Fusarin C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra