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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:19:00 UTC

Update Date

2022-03-07 02:54:07 UTC

HMDB ID

HMDB0034474

Secondary Accession Numbers

HMDB34474

Metabolite Identification

Common Name

Niveusin C

Description

Niveusin C, also known as annuithrin, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Niveusin C 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 02241212552D          

 27 29  0  0  0  0            999 V2000
    0.6725    0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.6089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564    0.6286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143    0.6286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3288    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.6089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6143   -1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    0.2161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4709    0.2161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7893   -1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -1.3935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105   -0.6089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4709   -0.6089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2160   -1.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0432   -1.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8278   -1.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -2.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143   -0.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143    1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 13  1  0  0  0  0
 19 14  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 11 15  2  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  1  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 13 21  1  6  0  0  0
 14  7  1  1  0  0  0
 10 22  1  6  0  0  0
 11 23  1  0  0  0  0
 16 24  2  0  0  0  0
 20 25  2  0  0  0  0
 10 26  1  1  0  0  0
 13 26  1  1  0  0  0
 18 17  1  6  0  0  0
  8 27  1  6  0  0  0
M  END

HMDB0034474
     RDKit          3D
Niveusin C
 53 55  0  0  0  0  0  0  0  0999 V2000
    1.5210    2.8438    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496    2.3159    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    2.5748   -1.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737    3.2042   -1.9219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    2.0169   -1.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    1.8492   -0.5737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6264    1.5935   -0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4737    0.9046   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8934    1.3728    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0352   -0.3511    0.3635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9942   -0.7558    1.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -1.5046   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.5211   -0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9573   -3.3376    0.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -1.6739    0.5616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4297   -2.3366    1.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357   -1.1040   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885    0.0282    0.0876 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6029    0.1781   -0.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -0.1041   -0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.5085    1.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.0625   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0502    0.5388   -2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333   -0.2249   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567   -0.7048    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637    1.2738    0.3441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8744   -0.4951    1.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875    3.5825    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    2.5603    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3298    2.9682   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086    2.0434   -1.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5599    0.4983    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8955    1.7936    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2159    2.0917   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.3807    2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047   -1.1527   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2227   -1.8481   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -3.1219   -0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1568   -4.1808    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665   -3.2828    1.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997   -1.7528    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5618   -2.6882    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885   -1.8893   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088   -0.8297   -1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.3444    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.0110   -2.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    0.2524   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9411    1.6308   -2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1383   -0.0876   -0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967    0.1021    1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677   -1.6719    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -0.8558    1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6926    1.4175    1.4172 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  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 18 26  1  0
 15 27  1  0
 26  2  1  0
 26  6  1  0
 27 10  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  1
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  6
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  1
M  END


  Mrv0541 02241212552D          

 27 29  0  0  0  0            999 V2000
    0.6725    0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.6089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564    0.6286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143    0.6286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3288    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.6089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6143   -1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854    0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    0.2161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4709    0.2161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7893   -1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -1.3935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105   -0.6089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4709   -0.6089    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2160   -1.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0432   -1.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8278   -1.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -2.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143   -0.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143    1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 13  1  0  0  0  0
 19 14  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 11 15  2  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  1  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 13 21  1  6  0  0  0
 14  7  1  1  0  0  0
 10 22  1  6  0  0  0
 11 23  1  0  0  0  0
 16 24  2  0  0  0  0
 20 25  2  0  0  0  0
 10 26  1  1  0  0  0
 13 26  1  1  0  0  0
 18 17  1  6  0  0  0
  8 27  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0034474

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@](O)(C[C@@H]2O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O7/c1-6-10(2)17(22)26-14-8-19(5)15(21)9-20(24,27-19)11(3)7-13-16(14)12(4)18(23)25-13/h6-7,13-16,21,24H,4,8-9H2,1-3,5H3/b10-6-,11-7-/t13-,14+,15-,16-,19+,20-/m0/s1

> <INCHI_KEY>
WGVJNQGTZSPMCY-GEYOPIBESA-N

> <FORMULA>
C20H26O7

> <MOLECULAR_WEIGHT>
378.4162

> <EXACT_MASS>
378.167853186

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.04580118467423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2Z,4S,8R,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
2.427420834333334

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.401205240812128

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.213131671940234

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3215845063113623

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
96.58940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2Z,4S,8R,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034474
     RDKit          3D
Niveusin C
 53 55  0  0  0  0  0  0  0  0999 V2000
    1.5210    2.8438    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496    2.3159    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    2.5748   -1.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737    3.2042   -1.9219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    2.0169   -1.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    1.8492   -0.5737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6264    1.5935   -0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4737    0.9046   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8934    1.3728    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0352   -0.3511    0.3635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9942   -0.7558    1.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -1.5046   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.5211   -0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9573   -3.3376    0.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -1.6739    0.5616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4297   -2.3366    1.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357   -1.1040   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885    0.0282    0.0876 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6029    0.1781   -0.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -0.1041   -0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.5085    1.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.0625   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0502    0.5388   -2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333   -0.2249   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567   -0.7048    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637    1.2738    0.3441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8744   -0.4951    1.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875    3.5825    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    2.5603    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3298    2.9682   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086    2.0434   -1.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5599    0.4983    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8955    1.7936    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2159    2.0917   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.3807    2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047   -1.1527   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2227   -1.8481   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -3.1219   -0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1568   -4.1808    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665   -3.2828    1.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997   -1.7528    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5618   -2.6882    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885   -1.8893   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088   -0.8297   -1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.3444    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.0110   -2.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    0.2524   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9411    1.6308   -2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1383   -0.0876   -0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967    0.1021    1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677   -1.6719    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -0.8558    1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6926    1.4175    1.4172 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  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 18 26  1  0
 15 27  1  0
 26  2  1  0
 26  6  1  0
 27 10  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  1
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  6
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  1
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       1.255   1.173   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.078   0.403   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.078  -1.137   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.589  -1.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.589   0.403   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.255   2.713   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.412   1.173   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.747   1.173   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.080   0.403   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.080  -1.137   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.747  -1.907   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.079   1.173   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.413   0.403   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.746   0.403   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.207  -1.907   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.516  -3.507   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.761  -2.601   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.313  -1.137   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.746  -1.137   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.270  -2.601   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.413   1.943   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -9.414  -1.907   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -7.145  -3.394   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.516  -5.047   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.805  -3.077   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.747  -0.367   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.747   2.713   0.000  0.00  0.00           O+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    1    4                                                       
CONECT    6    1                                                            
CONECT    7    2   14                                                       
CONECT    8    9   13   27                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22   26                                             
CONECT   11   10   15   23                                                  
CONECT   12   14   13                                                       
CONECT   13    8   12   21   26                                             
CONECT   14   19   12    7                                                  
CONECT   15   11   18                                                       
CONECT   16   17   20   24                                                  
CONECT   17   16   18                                                       
CONECT   18   15   19   17                                                  
CONECT   19   14   20   18                                                  
CONECT   20   19   16   25                                                  
CONECT   21   13                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   16                                                            
CONECT   25   20                                                            
CONECT   26   10   13                                                       
CONECT   27    8                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0034474
HETATM    1  C1  UNL     1       1.521   2.844   1.098  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.750   2.316   0.220  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.718   2.575  -1.210  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.574   3.204  -1.922  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.436   2.017  -1.750  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.282   1.849  -0.574  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.626   1.593  -0.884  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.474   0.905  -0.185  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.893   1.373   0.054  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.035  -0.351   0.364  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.994  -0.756   1.350  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.176  -1.505  -0.659  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.256  -2.521  -0.084  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.957  -3.338   0.789  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.227  -1.674   0.562  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.430  -2.337   1.621  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.336  -1.104  -0.558  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.388   0.028   0.088  1.00  0.00           C  
HETATM   19  O5  UNL     1       1.603   0.178  -0.633  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.861  -0.104  -0.093  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.857  -0.509   1.097  1.00  0.00           O  
HETATM   22  C16 UNL     1       4.086   0.062  -0.864  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.050   0.539  -2.257  1.00  0.00           C  
HETATM   24  C18 UNL     1       5.233  -0.225  -0.283  1.00  0.00           C  
HETATM   25  C19 UNL     1       5.357  -0.705   1.099  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.364   1.274   0.344  1.00  0.00           C  
HETATM   27  O7  UNL     1      -1.874  -0.495   1.005  1.00  0.00           O  
HETATM   28  H1  UNL     1       2.288   3.583   0.906  1.00  0.00           H  
HETATM   29  H2  UNL     1       1.444   2.560   2.157  1.00  0.00           H  
HETATM   30  H3  UNL     1      -1.330   2.968  -0.253  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.009   2.043  -1.836  1.00  0.00           H  
HETATM   32  H5  UNL     1      -5.560   0.498   0.025  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.896   1.794   1.088  1.00  0.00           H  
HETATM   34  H7  UNL     1      -5.216   2.092  -0.695  1.00  0.00           H  
HETATM   35  H8  UNL     1      -3.722  -0.381   2.242  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.905  -1.153  -1.677  1.00  0.00           H  
HETATM   37  H10 UNL     1      -4.223  -1.848  -0.727  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.761  -3.122  -0.887  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.157  -4.181   0.281  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.966  -3.283   1.914  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.300  -1.753   2.541  1.00  0.00           H  
HETATM   42  H15 UNL     1       0.562  -2.688   1.230  1.00  0.00           H  
HETATM   43  H16 UNL     1       0.389  -1.889  -0.803  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.909  -0.830  -1.440  1.00  0.00           H  
HETATM   45  H18 UNL     1       0.714  -0.344   1.108  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.239   0.011  -2.816  1.00  0.00           H  
HETATM   47  H20 UNL     1       4.998   0.252  -2.747  1.00  0.00           H  
HETATM   48  H21 UNL     1       3.941   1.631  -2.305  1.00  0.00           H  
HETATM   49  H22 UNL     1       6.138  -0.088  -0.895  1.00  0.00           H  
HETATM   50  H23 UNL     1       4.997   0.102   1.795  1.00  0.00           H  
HETATM   51  H24 UNL     1       4.868  -1.672   1.296  1.00  0.00           H  
HETATM   52  H25 UNL     1       6.432  -0.856   1.346  1.00  0.00           H  
HETATM   53  H26 UNL     1      -0.693   1.417   1.417  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   26
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   26   30
CONECT    7    8    8   31
CONECT    8    9   10
CONECT    9   32   33   34
CONECT   10   11   12   27
CONECT   11   35
CONECT   12   13   36   37
CONECT   13   14   15   38
CONECT   14   39
CONECT   15   16   17   27
CONECT   16   40   41   42
CONECT   17   18   43   44
CONECT   18   19   26   45
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   24   24
CONECT   23   46   47   48
CONECT   24   25   49
CONECT   25   50   51   52
CONECT   26   53
END

HMDB0034474
     RDKit          3D
Niveusin C
 53 55  0  0  0  0  0  0  0  0999 V2000
    1.5210    2.8438    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496    2.3159    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    2.5748   -1.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737    3.2042   -1.9219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4356    2.0169   -1.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    1.8492   -0.5737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6264    1.5935   -0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4737    0.9046   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8934    1.3728    0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0352   -0.3511    0.3635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9942   -0.7558    1.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -1.5046   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.5211   -0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9573   -3.3376    0.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -1.6739    0.5616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4297   -2.3366    1.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357   -1.1040   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885    0.0282    0.0876 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6029    0.1781   -0.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8610   -0.1041   -0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.5085    1.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.0625   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0502    0.5388   -2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2333   -0.2249   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567   -0.7048    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637    1.2738    0.3441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8744   -0.4951    1.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875    3.5825    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    2.5603    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3298    2.9682   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086    2.0434   -1.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5599    0.4983    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8955    1.7936    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2159    2.0917   -0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.3807    2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047   -1.1527   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2227   -1.8481   -0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -3.1219   -0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1568   -4.1808    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665   -3.2828    1.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997   -1.7528    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5618   -2.6882    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885   -1.8893   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088   -0.8297   -1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.3444    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    0.0110   -2.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    0.2524   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9411    1.6308   -2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1383   -0.0876   -0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967    0.1021    1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677   -1.6719    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -0.8558    1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6926    1.4175    1.4172 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  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 18 26  1  0
 15 27  1  0
 26  2  1  0
 26  6  1  0
 27 10  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  1
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  6
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Annuithrin	HMDB
(1S,2Z,4S,8R,9R,11R,12S)-1,12-Dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₆O₇

Average Molecular Weight

378.4162

Monoisotopic Molecular Weight

378.167853186

IUPAC Name

(1R,2Z,4S,8R,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(1R,2Z,4S,8R,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradec-2-en-9-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

75680-27-2

SMILES

C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@](O)(C[C@@H]2O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12

InChI Identifier

InChI=1S/C20H26O7/c1-6-10(2)17(22)26-14-8-19(5)15(21)9-20(24,27-19)11(3)7-13-16(14)12(4)18(23)25-13/h6-7,13-16,21,24H,4,8-9H2,1-3,5H3/b10-6-,11-7-/t13-,14+,15-,16-,19+,20-/m0/s1

InChI Key

WGVJNQGTZSPMCY-GEYOPIBESA-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034474)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034474)

Source

Endogenous

Endogenous (HMDB: HMDB0034474)

Plant

Plant (HMDB: HMDB0034474)

Animal

Animal (HMDB: HMDB0034474)

Exogenous

Food

Food (HMDB: HMDB0034474)

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034474)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034474)

Cellular process

Cell signaling (HMDB: HMDB0034474)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034474)

Role

Biological role

Nutrient

Nutrient (HMDB: HMDB0034474)

Industrial application

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0034474)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034474)

Emulsifier (HMDB: HMDB0034474)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	125 - 126 °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	1.52 g/L	ALOGPS
logP	1.21	ALOGPS
logP	2.43	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.21	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.59 m³·mol⁻¹	ChemAxon
Polarizability	39.05 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]+	190.467	31661259
DarkChem	[M-H]-	186.752	31661259
DeepCCS	[M-2H]-	219.295	30932474
DeepCCS	[M+Na]+	193.501	30932474
AllCCS	[M+H]+	190.2	32859911
AllCCS	[M+H-H2O]+	187.5	32859911
AllCCS	[M+NH4]+	192.6	32859911
AllCCS	[M+Na]+	193.3	32859911
AllCCS	[M-H]-	191.9	32859911
AllCCS	[M+Na-2H]-	192.3	32859911
AllCCS	[M+HCOO]-	192.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Niveusin C	C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@](O)(C[C@@H]2O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12	4471.0	Standard polar	33892256
Niveusin C	C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@](O)(C[C@@H]2O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12	2529.6	Standard non polar	33892256
Niveusin C	C\C=C(\C)C(=O)O[C@@H]1C[C@@]2(C)O[C@](O)(C[C@@H]2O)\C(C)=C/[C@@H]2OC(=O)C(=C)[C@H]12	2765.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Niveusin C,1TMS,isomer #1	C=C1C(=O)O[C@H]2/C=C(/C)[C@@]3(O[Si](C)(C)C)C[C@H](O)[C@@](C)(C[C@@H](OC(=O)/C(C)=C\C)[C@@H]12)O3	2658.4	Semi standard non polar	33892256
Niveusin C,1TMS,isomer #2	C=C1C(=O)O[C@H]2/C=C(/C)[C@@]3(O)C[C@H](O[Si](C)(C)C)[C@@](C)(C[C@@H](OC(=O)/C(C)=C\C)[C@@H]12)O3	2656.0	Semi standard non polar	33892256
Niveusin C,2TMS,isomer #1	C=C1C(=O)O[C@H]2/C=C(/C)[C@@]3(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@](C)(C[C@@H](OC(=O)/C(C)=C\C)[C@@H]12)O3	2677.1	Semi standard non polar	33892256
Niveusin C,1TBDMS,isomer #1	C=C1C(=O)O[C@H]2/C=C(/C)[C@@]3(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@](C)(C[C@@H](OC(=O)/C(C)=C\C)[C@@H]12)O3	2876.8	Semi standard non polar	33892256
Niveusin C,1TBDMS,isomer #2	C=C1C(=O)O[C@H]2/C=C(/C)[C@@]3(O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C[C@@H](OC(=O)/C(C)=C\C)[C@@H]12)O3	2869.4	Semi standard non polar	33892256
Niveusin C,2TBDMS,isomer #1	C=C1C(=O)O[C@H]2/C=C(/C)[C@@]3(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C[C@@H](OC(=O)/C(C)=C\C)[C@@H]12)O3	3117.0	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 - Niveusin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-06sl-9005000000-dba6851e52631c1d12fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Niveusin C GC-MS (2 TMS) - 70eV, Positive	splash10-0a59-9100310000-3dcf62b02f82dd0755b4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Niveusin 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 - Niveusin C 10V, Positive-QTOF	splash10-004i-3029000000-8a3702953c54978ea92b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 20V, Positive-QTOF	splash10-057i-9074000000-6f28250943839bc7f258	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 40V, Positive-QTOF	splash10-0a59-9030000000-7f719c01573e08f6bcc7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 10V, Negative-QTOF	splash10-004i-0019000000-ff1348c903a57f23491d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 20V, Negative-QTOF	splash10-057j-6029000000-5f1109e65787704de583	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 40V, Negative-QTOF	splash10-0ziv-5090000000-078e2e0c39aff2008caa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 10V, Negative-QTOF	splash10-004j-1093000000-a45f35179b06ec2311f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 20V, Negative-QTOF	splash10-002b-6090000000-c380272ec11412d01049	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 40V, Negative-QTOF	splash10-002b-4090000000-ebcb3d86340880c80690	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 10V, Positive-QTOF	splash10-004i-0090000000-4aeee19b2d437cda102f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 20V, Positive-QTOF	splash10-06vi-0091000000-e0387beaa172d1a1341b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niveusin C 40V, Positive-QTOF	splash10-0a4r-7091000000-f1c31490e49ce1f07156	2021-09-22	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

FDB012884

KNApSAcK ID

C00003338

Chemspider ID

Not Available

KEGG Compound ID

C09517

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Niveusin C (HMDB0034474)

MOL for HMDB0034474 (Niveusin C)

3D MOL for HMDB0034474 (Niveusin C)

3D SDF for HMDB0034474 (Niveusin C)

3D-SDF for HMDB0034474 (Niveusin C)

PDB for HMDB0034474 (Niveusin C)

3D PDB for HMDB0034474 (Niveusin C)

SMILES for HMDB0034474 (Niveusin C)

INCHI for HMDB0034474 (Niveusin C)

Structure for HMDB0034474 (Niveusin C)

3D Structure for HMDB0034474 (Niveusin C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra