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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:13 UTC

Update Date

2022-03-07 02:53:29 UTC

HMDB ID

HMDB0032844

Secondary Accession Numbers

HMDB32844

Metabolite Identification

Common Name

4,5-Dihydroniveusin A

Description

4,5-Dihydroniveusin A belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. 4,5-Dihydroniveusin A 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 05061306452D          

 28 30  0  0  0  0            999 V2000
    4.5580    3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0664    5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922    2.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    3.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    4.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    0.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830    2.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    0.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020    4.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0372    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830    0.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    0.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    3.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5221    1.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1984    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1984    0.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6975   -1.1778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711    2.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966    3.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3471    1.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0372    0.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    3.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    1.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  5  2  0  0  0  0
 11  3  2  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19  4  1  0  0  0  0
 19  7  1  0  0  0  0
 19 15  1  0  0  0  0
 20  8  1  0  0  0  0
 20 12  1  0  0  0  0
 21  9  1  0  0  0  0
 22 15  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  2  0  0  0  0
 25 20  1  0  0  0  0
 26 13  1  0  0  0  0
 26 18  1  0  0  0  0
 27 14  1  0  0  0  0
 27 17  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
M  END

HMDB0032844
     RDKit          3D
4,5-Dihydroniveusin A
 56 58  0  0  0  0  0  0  0  0999 V2000
    1.1926   -3.0661    1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2998   -2.8483    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -3.8662    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -5.0992    0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -3.1913   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275   -1.7463   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814   -1.1767   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    0.1063   -1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416   -0.1659   -1.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0616    1.0123   -1.7773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333    0.9443   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778    1.0829    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    2.3808   -0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879    2.6836    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909    3.3805    0.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    1.2713    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4300    1.3289    2.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674    0.8168   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.4830    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.3715   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -0.1538    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235   -0.0306    1.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3501   -0.0500   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179   -0.1984   -1.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984    0.1604    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.3091    1.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -1.6952   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328    0.5835    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9368   -2.3624    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -4.0195    2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.5789    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672   -1.9614   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3623   -1.1244   -2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.6974   -2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8230   -0.8450   -1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3172   -0.6202   -2.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5040    1.0970   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947    1.8691    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    3.0848   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.3553   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.1604    1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    3.8744   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    1.9463    3.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.7107    2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3748    0.3285    2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    1.6079   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    0.8378   -1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.4577    1.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8648   -1.1736   -2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276   -0.1843   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420    0.6368   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975    0.2211   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6503    0.4662    1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2706   -0.6382    2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    1.1850    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -2.0313   -1.1904 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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 19 27  1  0
 16 28  1  0
 27  2  1  0
 27  6  1  0
 28 11  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
M  END


  Mrv0541 05061306452D          

 28 30  0  0  0  0            999 V2000
    4.5580    3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0664    5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922    2.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    3.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    4.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    0.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830    2.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    0.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020    4.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0372    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9830    0.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    0.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9170    3.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5221    1.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1984    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1984    0.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6975   -1.1778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711    2.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966    3.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3471    1.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0372    0.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    3.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    1.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  5  2  0  0  0  0
 11  3  2  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19  4  1  0  0  0  0
 19  7  1  0  0  0  0
 19 15  1  0  0  0  0
 20  8  1  0  0  0  0
 20 12  1  0  0  0  0
 21  9  1  0  0  0  0
 22 15  1  0  0  0  0
 23 17  2  0  0  0  0
 24 18  2  0  0  0  0
 25 20  1  0  0  0  0
 26 13  1  0  0  0  0
 26 18  1  0  0  0  0
 27 14  1  0  0  0  0
 27 17  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032844

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O8/c1-5-10(2)17(23)27-14-7-19(4)15(22)8-20(25,28-19)12(9-21)6-13-16(14)11(3)18(24)26-13/h5,12-16,21-22,25H,3,6-9H2,1-2,4H3/b10-5-

> <INCHI_KEY>
SNUZCOSRHAIVKC-YHYXMXQVSA-N

> <FORMULA>
C20H28O8

> <MOLECULAR_WEIGHT>
396.4315

> <EXACT_MASS>
396.178417872

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.36398269824217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
1.309188927

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.921957127976913

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.66907037319674

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6685916263733347

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
97.59349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032844
     RDKit          3D
4,5-Dihydroniveusin A
 56 58  0  0  0  0  0  0  0  0999 V2000
    1.1926   -3.0661    1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2998   -2.8483    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -3.8662    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -5.0992    0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -3.1913   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275   -1.7463   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814   -1.1767   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    0.1063   -1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416   -0.1659   -1.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0616    1.0123   -1.7773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333    0.9443   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778    1.0829    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    2.3808   -0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879    2.6836    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909    3.3805    0.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    1.2713    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4300    1.3289    2.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674    0.8168   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.4830    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.3715   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -0.1538    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235   -0.0306    1.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3501   -0.0500   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179   -0.1984   -1.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984    0.1604    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.3091    1.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -1.6952   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328    0.5835    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9368   -2.3624    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -4.0195    2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.5789    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672   -1.9614   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3623   -1.1244   -2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.6974   -2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8230   -0.8450   -1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3172   -0.6202   -2.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5040    1.0970   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947    1.8691    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    3.0848   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.3553   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.1604    1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    3.8744   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    1.9463    3.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.7107    2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3748    0.3285    2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    1.6079   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    0.8378   -1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.4577    1.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8648   -1.1736   -2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276   -0.1843   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420    0.6368   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975    0.2211   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6503    0.4662    1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2706   -0.6382    2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    1.1850    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -2.0313   -1.1904 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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 19 27  1  0
 16 28  1  0
 27  2  1  0
 27  6  1  0
 28 11  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.508   6.950   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.724   9.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.012   5.314   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.332   5.865   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.882   8.357   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.166   0.587   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.702   5.095   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.332   1.833   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.702  -1.429   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.350   8.518   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.536   3.849   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.702   0.111   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.072   1.833   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.166   4.619   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.332   3.373   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.072   3.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.445   7.272   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.441   2.603   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.237   4.619   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.237   0.587   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.035  -2.199   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.133   3.849   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.914   7.433   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.981   2.603   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.332  -0.659   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.536   1.357   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.072   5.865   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.733   2.603   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   19                                                            
CONECT    5    1   10                                                       
CONECT    6   12   13                                                       
CONECT    7   14   19                                                       
CONECT    8   15   20                                                       
CONECT    9   12   21                                                       
CONECT   10    2    5   17                                                  
CONECT   11    3   16   18                                                  
CONECT   12    6    9   20                                                  
CONECT   13    6   16   26                                                  
CONECT   14    7   16   27                                                  
CONECT   15    8   19   22                                                  
CONECT   16   11   13   14                                                  
CONECT   17   10   23   27                                                  
CONECT   18   11   24   26                                                  
CONECT   19    4    7   15   28                                             
CONECT   20    8   12   25   28                                             
CONECT   21    9                                                            
CONECT   22   15                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   20                                                            
CONECT   26   13   18                                                       
CONECT   27   14   17                                                       
CONECT   28   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0032844
HETATM    1  C1  UNL     1       1.193  -3.066   1.645  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.300  -2.848   0.711  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.712  -3.866   0.310  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.585  -5.099   0.513  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.756  -3.191  -0.298  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.527  -1.746  -0.173  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.181  -1.177  -1.353  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.870   0.106  -1.344  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.342  -0.166  -1.762  1.00  0.00           C  
HETATM   10  O3  UNL     1      -5.062   1.012  -1.777  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.933   0.944  -0.140  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.278   1.083   0.288  1.00  0.00           O  
HETATM   13  C9  UNL     1      -2.503   2.381  -0.466  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.488   2.684   0.590  1.00  0.00           C  
HETATM   15  O5  UNL     1      -0.391   3.380   0.132  1.00  0.00           O  
HETATM   16  C11 UNL     1      -1.048   1.271   0.998  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.430   1.329   2.355  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.067   0.817  -0.056  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.637  -0.483   0.306  1.00  0.00           C  
HETATM   20  O6  UNL     1       1.890  -0.371  -0.397  1.00  0.00           O  
HETATM   21  C15 UNL     1       3.062  -0.154   0.274  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.123  -0.031   1.518  1.00  0.00           O  
HETATM   23  C16 UNL     1       4.350  -0.050  -0.447  1.00  0.00           C  
HETATM   24  C17 UNL     1       4.318  -0.198  -1.920  1.00  0.00           C  
HETATM   25  C18 UNL     1       5.498   0.160   0.157  1.00  0.00           C  
HETATM   26  C19 UNL     1       5.573   0.309   1.625  1.00  0.00           C  
HETATM   27  C20 UNL     1      -0.007  -1.695  -0.168  1.00  0.00           C  
HETATM   28  O8  UNL     1      -2.233   0.584   0.967  1.00  0.00           O  
HETATM   29  H1  UNL     1       1.937  -2.362   1.964  1.00  0.00           H  
HETATM   30  H2  UNL     1       1.222  -4.020   2.168  1.00  0.00           H  
HETATM   31  H3  UNL     1      -1.982  -1.579   0.818  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.867  -1.961  -1.805  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.362  -1.124  -2.161  1.00  0.00           H  
HETATM   34  H6  UNL     1      -2.520   0.697  -2.261  1.00  0.00           H  
HETATM   35  H7  UNL     1      -4.823  -0.845  -1.024  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.317  -0.620  -2.752  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.504   1.097  -2.660  1.00  0.00           H  
HETATM   38  H10 UNL     1      -4.295   1.869   0.871  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.345   3.085  -0.489  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.982   2.355  -1.466  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.958   3.160   1.497  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.568   3.874  -0.695  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.098   1.946   3.026  1.00  0.00           H  
HETATM   44  H16 UNL     1       0.602   1.711   2.332  1.00  0.00           H  
HETATM   45  H17 UNL     1      -0.375   0.328   2.850  1.00  0.00           H  
HETATM   46  H18 UNL     1       0.740   1.608  -0.017  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.453   0.838  -1.073  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.821  -0.458   1.369  1.00  0.00           H  
HETATM   49  H21 UNL     1       3.865  -1.174  -2.218  1.00  0.00           H  
HETATM   50  H22 UNL     1       5.328  -0.184  -2.355  1.00  0.00           H  
HETATM   51  H23 UNL     1       3.742   0.637  -2.369  1.00  0.00           H  
HETATM   52  H24 UNL     1       6.397   0.221  -0.475  1.00  0.00           H  
HETATM   53  H25 UNL     1       6.650   0.466   1.895  1.00  0.00           H  
HETATM   54  H26 UNL     1       5.271  -0.638   2.144  1.00  0.00           H  
HETATM   55  H27 UNL     1       5.037   1.185   1.989  1.00  0.00           H  
HETATM   56  H28 UNL     1       0.305  -2.031  -1.190  1.00  0.00           H  
CONECT    1    2    2   29   30
CONECT    2    3   27
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   27   31
CONECT    7    8   32   33
CONECT    8    9   11   34
CONECT    9   10   35   36
CONECT   10   37
CONECT   11   12   13   28
CONECT   12   38
CONECT   13   14   39   40
CONECT   14   15   16   41
CONECT   15   42
CONECT   16   17   18   28
CONECT   17   43   44   45
CONECT   18   19   46   47
CONECT   19   20   27   48
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   25   25
CONECT   24   49   50   51
CONECT   25   26   52
CONECT   26   53   54   55
CONECT   27   56
END

HMDB0032844
     RDKit          3D
4,5-Dihydroniveusin A
 56 58  0  0  0  0  0  0  0  0999 V2000
    1.1926   -3.0661    1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2998   -2.8483    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -3.8662    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855   -5.0992    0.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -3.1913   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275   -1.7463   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1814   -1.1767   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8695    0.1063   -1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416   -0.1659   -1.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0616    1.0123   -1.7773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333    0.9443   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778    1.0829    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5028    2.3808   -0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879    2.6836    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909    3.3805    0.1324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    1.2713    0.9978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4300    1.3289    2.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0674    0.8168   -0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.4830    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.3715   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -0.1538    0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235   -0.0306    1.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3501   -0.0500   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179   -0.1984   -1.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984    0.1604    0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    0.3091    1.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -1.6952   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328    0.5835    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9368   -2.3624    1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -4.0195    2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.5789    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672   -1.9614   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3623   -1.1244   -2.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.6974   -2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8230   -0.8450   -1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3172   -0.6202   -2.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5040    1.0970   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947    1.8691    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    3.0848   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.3553   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    3.1604    1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    3.8744   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    1.9463    3.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.7107    2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3748    0.3285    2.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    1.6079   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    0.8378   -1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.4577    1.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8648   -1.1736   -2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276   -0.1843   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420    0.6368   -2.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3975    0.2211   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6503    0.4662    1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2706   -0.6382    2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372    1.1850    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -2.0313   -1.1904 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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 19 27  1  0
 16 28  1  0
 27  2  1  0
 27  6  1  0
 28 11  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,12-Dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₈O₈

Average Molecular Weight

396.4315

Monoisotopic Molecular Weight

396.178417872

IUPAC Name

1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate

Traditional Name

1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

98204-96-7

SMILES

C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12

InChI Identifier

InChI=1S/C20H28O8/c1-5-10(2)17(23)27-14-7-19(4)15(22)8-20(25,28-19)12(9-21)6-13-16(14)11(3)18(24)26-13/h5,12-16,21-22,25H,3,6-9H2,1-2,4H3/b10-5-

InChI Key

SNUZCOSRHAIVKC-YHYXMXQVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides 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

Cell membrane (HMDB: HMDB0032844)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032844)

Source

Endogenous

Endogenous (HMDB: HMDB0032844)

Plant

Plant (HMDB: HMDB0032844)

Animal

Animal (HMDB: HMDB0032844)

Exogenous

Food

Food (HMDB: HMDB0032844)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032844)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032844)

Cellular process

Cell signaling (HMDB: HMDB0032844)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032844)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032844)

Nutrient

Nutrient (HMDB: HMDB0032844)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032844)

Emulsifier (HMDB: HMDB0032844)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	95 - 96 °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	3.16 g/L	ALOGPS
logP	0.38	ALOGPS
logP	1.31	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.59 m³·mol⁻¹	ChemAxon
Polarizability	40.36 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]+	190.539	31661259
DarkChem	[M-H]-	186.948	31661259
DeepCCS	[M-2H]-	224.878	30932474
DeepCCS	[M+Na]+	200.097	30932474
AllCCS	[M+H]+	193.3	32859911
AllCCS	[M+H-H2O]+	190.9	32859911
AllCCS	[M+NH4]+	195.5	32859911
AllCCS	[M+Na]+	196.2	32859911
AllCCS	[M-H]-	193.2	32859911
AllCCS	[M+Na-2H]-	193.7	32859911
AllCCS	[M+HCOO]-	194.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,5-Dihydroniveusin A	C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12	3664.7	Standard polar	33892256
4,5-Dihydroniveusin A	C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12	2757.0	Standard non polar	33892256
4,5-Dihydroniveusin A	C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12	3037.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4,5-Dihydroniveusin A,1TMS,isomer #1	C=C1C(=O)OC2CC(CO)C3(O[Si](C)(C)C)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2950.0	Semi standard non polar	33892256
4,5-Dihydroniveusin A,1TMS,isomer #2	C=C1C(=O)OC2CC(CO)C3(O)CC(O[Si](C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2969.7	Semi standard non polar	33892256
4,5-Dihydroniveusin A,1TMS,isomer #3	C=C1C(=O)OC2CC(CO[Si](C)(C)C)C3(O)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2933.4	Semi standard non polar	33892256
4,5-Dihydroniveusin A,2TMS,isomer #1	C=C1C(=O)OC2CC(CO[Si](C)(C)C)C3(O[Si](C)(C)C)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2929.4	Semi standard non polar	33892256
4,5-Dihydroniveusin A,2TMS,isomer #2	C=C1C(=O)OC2CC(CO)C3(O[Si](C)(C)C)CC(O[Si](C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2978.1	Semi standard non polar	33892256
4,5-Dihydroniveusin A,2TMS,isomer #3	C=C1C(=O)OC2CC(CO[Si](C)(C)C)C3(O)CC(O[Si](C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2935.7	Semi standard non polar	33892256
4,5-Dihydroniveusin A,3TMS,isomer #1	C=C1C(=O)OC2CC(CO[Si](C)(C)C)C3(O[Si](C)(C)C)CC(O[Si](C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	2951.1	Semi standard non polar	33892256
4,5-Dihydroniveusin A,1TBDMS,isomer #1	C=C1C(=O)OC2CC(CO)C3(O[Si](C)(C)C(C)(C)C)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3183.4	Semi standard non polar	33892256
4,5-Dihydroniveusin A,1TBDMS,isomer #2	C=C1C(=O)OC2CC(CO)C3(O)CC(O[Si](C)(C)C(C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3211.1	Semi standard non polar	33892256
4,5-Dihydroniveusin A,1TBDMS,isomer #3	C=C1C(=O)OC2CC(CO[Si](C)(C)C(C)(C)C)C3(O)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3162.9	Semi standard non polar	33892256
4,5-Dihydroniveusin A,2TBDMS,isomer #1	C=C1C(=O)OC2CC(CO[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)CC(O)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3391.2	Semi standard non polar	33892256
4,5-Dihydroniveusin A,2TBDMS,isomer #2	C=C1C(=O)OC2CC(CO)C3(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3437.2	Semi standard non polar	33892256
4,5-Dihydroniveusin A,2TBDMS,isomer #3	C=C1C(=O)OC2CC(CO[Si](C)(C)C(C)(C)C)C3(O)CC(O[Si](C)(C)C(C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3413.8	Semi standard non polar	33892256
4,5-Dihydroniveusin A,3TBDMS,isomer #1	C=C1C(=O)OC2CC(CO[Si](C)(C)C(C)(C)C)C3(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C(C)(CC(OC(=O)/C(C)=C\C)C12)O3	3640.9	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 - 4,5-Dihydroniveusin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-05qc-9017000000-771aab140574cc762861	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dihydroniveusin A GC-MS (3 TMS) - 70eV, Positive	splash10-053r-9000050000-f8351f17cb987aabaca1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dihydroniveusin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,5-Dihydroniveusin A 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 - 4,5-Dihydroniveusin A 10V, Positive-QTOF	splash10-002b-2019000000-28970c6a46f892f63988	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 20V, Positive-QTOF	splash10-057j-7069000000-ed924583baac238b26bf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 40V, Positive-QTOF	splash10-0kai-9020000000-4ddccae89fd7e6a4a98b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 10V, Negative-QTOF	splash10-0002-0009000000-9a7841d2cd1cfe3eec62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 20V, Negative-QTOF	splash10-0002-3029000000-10fbe9ff637d38743576	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 40V, Negative-QTOF	splash10-0a4s-9321000000-c9bb3085a4d710b1474a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 10V, Positive-QTOF	splash10-0002-0090000000-fb34c72b87bbeeeae086	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 20V, Positive-QTOF	splash10-002b-0091000000-4a86e0253c11741ec69a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 40V, Positive-QTOF	splash10-0a4i-9063000000-7f97d9773e123c74dae3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 10V, Negative-QTOF	splash10-0002-3069000000-f48d404e9b254385a5ba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 20V, Negative-QTOF	splash10-0002-9084000000-503cbe40eb1043e45554	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,5-Dihydroniveusin A 40V, Negative-QTOF	splash10-000t-3092000000-b44c2cce71bb8034d8cf	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

FDB010821

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

131751333

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 4,5-Dihydroniveusin A (HMDB0032844)

MOL for HMDB0032844 (4,5-Dihydroniveusin A)

3D MOL for HMDB0032844 (4,5-Dihydroniveusin A)

3D SDF for HMDB0032844 (4,5-Dihydroniveusin A)

3D-SDF for HMDB0032844 (4,5-Dihydroniveusin A)

PDB for HMDB0032844 (4,5-Dihydroniveusin A)

3D PDB for HMDB0032844 (4,5-Dihydroniveusin A)

SMILES for HMDB0032844 (4,5-Dihydroniveusin A)

INCHI for HMDB0032844 (4,5-Dihydroniveusin A)

Structure for HMDB0032844 (4,5-Dihydroniveusin A)

3D Structure for HMDB0032844 (4,5-Dihydroniveusin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra