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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:06:32 UTC

Update Date

2021-09-24 10:06:32 UTC

HMDB ID

HMDB0304481

Secondary Accession Numbers

None

Metabolite Identification

Common Name

secologanate

Description

Secologanate, also known as secologanic acid, is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Secologanate is soluble (in water) and a weakly acidic compound (based on its pKa). Secologanate can be found in a number of food items such as komatsuna, french plantain, shallot, and japanese persimmon, which makes secologanate a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533004161516082D          

 26 27  0  0  0  0            999 V2000
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 11 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0304481
     RDKit          3D
secologanate
 48 49  0  0  0  0  0  0  0  0999 V2000
    1.3234    3.5220   -1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    2.2969   -1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4949    1.1107   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4729    0.1489   -1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.2199   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    0.1635   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906   -0.9212   -0.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -1.6573    0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -2.9528    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6739   -2.7210    0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3347   -0.8461    1.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933   -1.4808    3.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723    0.5304    1.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7179    1.3318    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.1573    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    1.7305   -0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789   -1.0326   -1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559   -0.9700   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2285   -0.1938   -1.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -0.0765   -2.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -0.6847   -3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4914    0.7254   -1.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013    0.5082   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312   -0.5012    0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2879   -1.1316    0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068   -0.6003    1.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149    4.3476   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9884    3.6751    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442    2.1451   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.5252    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008    0.6620   -1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    0.6841   -1.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5855   -1.9069    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690   -3.4920   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -3.6108    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -2.6947    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -0.8886    1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584   -1.2015    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714    0.4618    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2306    1.9006    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701    1.9420    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277    1.9210   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -1.4899   -3.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6218    0.8978   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985    1.3126   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -0.0157    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -1.3115    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732   -2.0987    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  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
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 23  3  1  0
 15  6  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
M  END


  Mrv1533004161516082D          

 26 27  0  0  0  0            999 V2000
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 11 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304481

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2OC=C(C(CC=O)C2C=C)C(O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,4,6-8,10-13,15-16,18-21H,1,3,5H2,(H,22,23)

> <INCHI_KEY>
PUEUIRDVQIKCCG-UHFFFAOYSA-N

> <FORMULA>
C16H22O10

> <MOLECULAR_WEIGHT>
374.342

> <EXACT_MASS>
374.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.3753346203745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-ethenyl-4-(2-oxoethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

> <ALOGPS_LOGP>
-1.14

> <JCHEM_LOGP>
-2.0691785890000003

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.206985027853547

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.235719868024868

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847615592584

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
83.75150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-ethenyl-4-(2-oxoethyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304481
     RDKit          3D
secologanate
 48 49  0  0  0  0  0  0  0  0999 V2000
    1.3234    3.5220   -1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    2.2969   -1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4949    1.1107   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4729    0.1489   -1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.2199   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    0.1635   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906   -0.9212   -0.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -1.6573    0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -2.9528    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6739   -2.7210    0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3347   -0.8461    1.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933   -1.4808    3.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723    0.5304    1.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7179    1.3318    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.1573    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    1.7305   -0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789   -1.0326   -1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559   -0.9700   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2285   -0.1938   -1.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -0.0765   -2.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -0.6847   -3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4914    0.7254   -1.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013    0.5082   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312   -0.5012    0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2879   -1.1316    0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068   -0.6003    1.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149    4.3476   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9884    3.6751    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442    2.1451   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.5252    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008    0.6620   -1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    0.6841   -1.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5855   -1.9069    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690   -3.4920   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -3.6108    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -2.6947    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -0.8886    1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584   -1.2015    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714    0.4618    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2306    1.9006    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701    1.9420    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277    1.9210   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -1.4899   -3.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6218    0.8978   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985    1.3126   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -0.0157    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -1.3115    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732   -2.0987    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  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
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 23  3  1  0
 15  6  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   11    7   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    5   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0304481
HETATM    1  C1  UNL     1       1.323   3.522  -1.012  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.616   2.297  -1.416  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.495   1.111  -0.487  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.473   0.149  -1.004  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.453  -0.220  -0.021  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.721   0.163  -0.367  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.591  -0.921  -0.465  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.592  -1.657   0.694  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.353  -2.953   0.493  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.674  -2.721   0.132  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.335  -0.846   1.756  1.00  0.00           C  
HETATM   12  O4  UNL     1      -3.193  -1.481   3.001  1.00  0.00           O  
HETATM   13  C9  UNL     1      -2.772   0.530   1.883  1.00  0.00           C  
HETATM   14  O5  UNL     1      -3.718   1.332   2.520  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.351   1.157   0.593  1.00  0.00           C  
HETATM   16  O6  UNL     1      -3.442   1.731  -0.085  1.00  0.00           O  
HETATM   17  O7  UNL     1       1.079  -1.033  -1.477  1.00  0.00           O  
HETATM   18  C11 UNL     1       2.256  -0.970  -2.176  1.00  0.00           C  
HETATM   19  C12 UNL     1       3.229  -0.194  -1.674  1.00  0.00           C  
HETATM   20  C13 UNL     1       4.497  -0.076  -2.351  1.00  0.00           C  
HETATM   21  O8  UNL     1       4.738  -0.685  -3.418  1.00  0.00           O  
HETATM   22  O9  UNL     1       5.491   0.725  -1.824  1.00  0.00           O  
HETATM   23  C14 UNL     1       2.901   0.508  -0.416  1.00  0.00           C  
HETATM   24  C15 UNL     1       2.931  -0.501   0.706  1.00  0.00           C  
HETATM   25  C16 UNL     1       4.288  -1.132   0.830  1.00  0.00           C  
HETATM   26  O10 UNL     1       5.207  -0.600   1.424  1.00  0.00           O  
HETATM   27  H1  UNL     1       1.415   4.348  -1.680  1.00  0.00           H  
HETATM   28  H2  UNL     1       0.988   3.675   0.016  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.944   2.145  -2.419  1.00  0.00           H  
HETATM   30  H4  UNL     1       1.255   1.525   0.514  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.101   0.662  -1.805  1.00  0.00           H  
HETATM   32  H6  UNL     1      -1.748   0.684  -1.365  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.586  -1.907   1.073  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.869  -3.492  -0.344  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.273  -3.611   1.392  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.194  -2.695   0.982  1.00  0.00           H  
HETATM   37  H11 UNL     1      -4.403  -0.889   1.497  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.958  -1.202   3.591  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.871   0.462   2.533  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.231   1.901   1.905  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.570   1.942   0.805  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.228   1.921  -1.023  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.479  -1.490  -3.101  1.00  0.00           H  
HETATM   44  H18 UNL     1       5.622   0.898  -0.836  1.00  0.00           H  
HETATM   45  H19 UNL     1       3.598   1.313  -0.157  1.00  0.00           H  
HETATM   46  H20 UNL     1       2.714  -0.016   1.681  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.213  -1.312   0.527  1.00  0.00           H  
HETATM   48  H22 UNL     1       4.473  -2.099   0.376  1.00  0.00           H  
CONECT    1    2    2   27   28
CONECT    2    3   29
CONECT    3    4   23   30
CONECT    4    5   17   31
CONECT    5    6
CONECT    6    7   15   32
CONECT    7    8
CONECT    8    9   11   33
CONECT    9   10   34   35
CONECT   10   36
CONECT   11   12   13   37
CONECT   12   38
CONECT   13   14   15   39
CONECT   14   40
CONECT   15   16   41
CONECT   16   42
CONECT   17   18
CONECT   18   19   19   43
CONECT   19   20   23
CONECT   20   21   21   22
CONECT   22   44
CONECT   23   24   45
CONECT   24   25   46   47
CONECT   25   26   26   48
END

HMDB0304481
     RDKit          3D
secologanate
 48 49  0  0  0  0  0  0  0  0999 V2000
    1.3234    3.5220   -1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    2.2969   -1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4949    1.1107   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4729    0.1489   -1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.2199   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    0.1635   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906   -0.9212   -0.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -1.6573    0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532   -2.9528    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6739   -2.7210    0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3347   -0.8461    1.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933   -1.4808    3.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723    0.5304    1.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7179    1.3318    2.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3510    1.1573    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    1.7305   -0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789   -1.0326   -1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559   -0.9700   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2285   -0.1938   -1.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -0.0765   -2.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -0.6847   -3.4185 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4914    0.7254   -1.8242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013    0.5082   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312   -0.5012    0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2879   -1.1316    0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068   -0.6003    1.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4149    4.3476   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9884    3.6751    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442    2.1451   -2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.5252    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008    0.6620   -1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    0.6841   -1.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5855   -1.9069    1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690   -3.4920   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734   -3.6108    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -2.6947    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -0.8886    1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584   -1.2015    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714    0.4618    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2306    1.9006    1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701    1.9420    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2277    1.9210   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -1.4899   -3.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6218    0.8978   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985    1.3126   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139   -0.0157    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -1.3115    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732   -2.0987    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  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
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 23  3  1  0
 15  6  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Ethenyl-4-(2-oxoethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate	Generator
Secologanic acid	Generator

Chemical Formula

C₁₆H₂₂O₁₀

Average Molecular Weight

374.342

Monoisotopic Molecular Weight

374.121296908

IUPAC Name

3-ethenyl-4-(2-oxoethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

Traditional Name

5-ethenyl-4-(2-oxoethyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2OC=C(C(CC=O)C2C=C)C(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H22O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,4,6-8,10-13,15-16,18-21H,1,3,5H2,(H,22,23)

InChI Key

PUEUIRDVQIKCCG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Glycosyl compound
Secoiridoid-skeleton
O-glycosyl compound
Monocyclic monoterpenoid
Monoterpenoid
Sugar acid
Monosaccharide
Oxane
Alpha-hydrogen aldehyde
Vinylogous ester
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Acetal
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Organic oxide
Aldehyde
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304481)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	-1.1	ALOGPS
logP	-2.1	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	83.75 m³·mol⁻¹	ChemAxon
Polarizability	35.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	185.936	32859911
AllCCS	[M+H-H2O]+	183.239	32859911
AllCCS	[M+Na]+	189.133	32859911
AllCCS	[M+NH4]+	188.421	32859911
AllCCS	[M-H]-	182.343	32859911
AllCCS	[M+Na-2H]-	182.329	32859911
AllCCS	[M+HCOO]-	182.45	32859911
DeepCCS	[M+H]+	176.839	30932474
DeepCCS	[M-H]-	174.481	30932474
DeepCCS	[M-2H]-	208.735	30932474
DeepCCS	[M+Na]+	184.282	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.1522 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.71 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1296.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	213.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	80.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	55.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	269.6 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	383.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	269.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	673.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	205.0 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	987.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	208.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	231.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	429.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.7 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	192.1 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
secologanate,6TMS,isomer #1	C=CC1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)OC=C(C(=O)O[Si](C)(C)C)C1C=CO[Si](C)(C)C	2805.0	Semi standard non polar	33892256
secologanate,6TMS,isomer #1	C=CC1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)OC=C(C(=O)O[Si](C)(C)C)C1C=CO[Si](C)(C)C	3076.4	Standard non polar	33892256
secologanate,6TMS,isomer #1	C=CC1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)OC=C(C(=O)O[Si](C)(C)C)C1C=CO[Si](C)(C)C	3387.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 10V, Positive-QTOF	splash10-08i1-0924000000-7da0a821138ff40aa509	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 20V, Positive-QTOF	splash10-01ot-0901000000-ae967581a50584031f99	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 40V, Positive-QTOF	splash10-057m-9500000000-e379e482818f18b7392e	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 10V, Negative-QTOF	splash10-03k9-1559000000-6483b52a95715ab0e9d9	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 20V, Negative-QTOF	splash10-03di-2933000000-859c73e2ef26ed7c9036	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 40V, Negative-QTOF	splash10-01ox-5920000000-58813797191e1754edbc	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 10V, Positive-QTOF	splash10-016r-0904000000-713a74c5f51469e919a5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 20V, Positive-QTOF	splash10-014i-0900000000-f5037a7451152b695f7e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 40V, Positive-QTOF	splash10-0a4i-8900000000-2c396c076856e8cbb1a6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 10V, Negative-QTOF	splash10-00e9-0926000000-b214fbffae3ace9bdc5c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 20V, Negative-QTOF	splash10-029i-1952000000-b0aecb34203167247bed	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - secologanate 40V, Negative-QTOF	splash10-014l-6900000000-ef779736a7230a52d34e	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB031167

KNApSAcK ID

Not Available

Chemspider ID

3821887

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4631412

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

Not Available

Showing metabocard for secologanate (HMDB0304481)

MOL for HMDB0304481 (secologanate)

3D MOL for HMDB0304481 (secologanate)

3D SDF for HMDB0304481 (secologanate)

3D-SDF for HMDB0304481 (secologanate)

PDB for HMDB0304481 (secologanate)

3D PDB for HMDB0304481 (secologanate)

SMILES for HMDB0304481 (secologanate)

INCHI for HMDB0304481 (secologanate)

Structure for HMDB0304481 (secologanate)

3D Structure for HMDB0304481 (secologanate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra