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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:17:22 UTC

Update Date

2022-03-07 02:56:42 UTC

HMDB ID

HMDB0040713

Secondary Accession Numbers

HMDB40713

Metabolite Identification

Common Name

Scorzoside

Description

Scorzoside belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Based on a literature review a small amount of articles have been published on Scorzoside.

Structure

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

  Mrv0541 05061312042D          

 29 32  0  0  0  0            999 V2000
    2.8642   -2.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    4.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    0.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    3.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    2.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726    2.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    4.5752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    0.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202   -1.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    1.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726    2.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201   -1.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  1  2  0  0  0  0
  8  4  1  0  0  0  0
  9  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 21 18  1  0  0  0  0
 22  7  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 20  2  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 28 14  1  0  0  0  0
 28 21  1  0  0  0  0
 29 19  1  0  0  0  0
 29 20  1  0  0  0  0
M  END

HMDB0040713
     RDKit          3D
Scorzoside
 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.7386   -1.7898   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8673   -1.0305   -0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    0.2665   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680    0.1692    0.0720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1165    0.3533   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241   -0.7961   -0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9963   -0.7818    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8329   -1.9595   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0619   -1.8420   -1.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271    0.4328    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094    0.7858    1.5490 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    1.6508   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    1.7492   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    1.5816    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    1.5518    1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101    1.4296   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255    1.1648    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971    2.4666    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.3288   -1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    2.0217    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    2.7478    0.4466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5379    0.6989   -0.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2312    0.2135   -0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -1.2105   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8233   -1.8006    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7097   -1.3379    1.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -3.1737    1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8017   -2.9818    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6907   -1.5338    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1834   -2.7751   -2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360   -1.4849   -2.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.4728   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256    0.5430   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8075   -1.0338    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8351   -1.9760    0.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608   -2.9253    0.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3119   -2.7280   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682    0.2663   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551    1.5343    1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038    2.5622    0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2773    0.8931   -2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2223    2.4688   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3730    2.0315    1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    2.0958    0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773    2.0416   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1924    0.8952    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.0448    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.8915   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6660    4.1112   -1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    2.8094   -1.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    0.3305   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012   -1.8473   -1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1094   -1.9349    2.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0934   -0.3406    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544   -3.6137    2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -3.7921    0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -3.2367    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802   -3.6691   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4876   -1.0094    1.2226 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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29  2  1  0
 14  5  1  0
 23 17  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
M  END

  Mrv0541 05061312042D          

 29 32  0  0  0  0            999 V2000
    2.8642   -2.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5438    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    4.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0304    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5878   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -0.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    0.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    3.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    2.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    2.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726    2.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    4.5752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    0.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202   -1.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    1.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5726    2.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201   -1.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  1  2  0  0  0  0
  8  4  1  0  0  0  0
  9  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 21 18  1  0  0  0  0
 22  7  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 20  2  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 28 14  1  0  0  0  0
 28 21  1  0  0  0  0
 29 19  1  0  0  0  0
 29 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040713

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CC(OC3OC(CO)C(O)C(O)C3O)C(=C)C3CCC(=C)C3C2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O8/c1-8-4-5-11-9(2)13(6-12-10(3)20(26)29-19(12)15(8)11)27-21-18(25)17(24)16(23)14(7-22)28-21/h10-19,21-25H,1-2,4-7H2,3H3

> <INCHI_KEY>
RCMFOCNCKTYXQN-UHFFFAOYSA-N

> <FORMULA>
C21H30O8

> <MOLECULAR_WEIGHT>
410.4581

> <EXACT_MASS>
410.194067936

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
42.666059239229575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-6,9-dimethylidene-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
-0.06804619966666767

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19990842174132

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210096228693464

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836843916775

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
100.09679999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-6,9-dimethylidene-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydro-3H-azuleno[4,5-b]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040713
     RDKit          3D
Scorzoside
 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.7386   -1.7898   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8673   -1.0305   -0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    0.2665   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680    0.1692    0.0720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1165    0.3533   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241   -0.7961   -0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9963   -0.7818    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8329   -1.9595   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0619   -1.8420   -1.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271    0.4328    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094    0.7858    1.5490 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    1.6508   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    1.7492   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    1.5816    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    1.5518    1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101    1.4296   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255    1.1648    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971    2.4666    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.3288   -1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    2.0217    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    2.7478    0.4466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5379    0.6989   -0.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2312    0.2135   -0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -1.2105   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8233   -1.8006    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7097   -1.3379    1.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -3.1737    1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8017   -2.9818    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6907   -1.5338    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1834   -2.7751   -2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360   -1.4849   -2.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.4728   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256    0.5430   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8075   -1.0338    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8351   -1.9760    0.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608   -2.9253    0.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3119   -2.7280   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682    0.2663   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551    1.5343    1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038    2.5622    0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2773    0.8931   -2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2223    2.4688   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3730    2.0315    1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    2.0958    0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773    2.0416   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1924    0.8952    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.0448    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.8915   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6660    4.1112   -1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    2.8094   -1.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    0.3305   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012   -1.8473   -1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1094   -1.9349    2.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0934   -0.3406    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544   -3.6137    2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -3.7921    0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -3.2367    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802   -3.6691   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4876   -1.0094    1.2226 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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29  2  1  0
 14  5  1  0
 23 17  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  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       5.347  -4.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.861   1.902   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.188  -0.252   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.372  -2.639   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.441  -1.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.882   0.942   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.602   7.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.888  -3.048   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.657   0.942   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.097  -1.100   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.999  -0.559   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.539  -0.559   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.269   1.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.602   6.230   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.039  -1.763   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.268   5.460   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.268   3.920   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.602   3.150   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.499  -1.763   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.166  -2.639   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.936   3.920   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.268   8.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.065   6.230   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.065   3.150   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.602   1.610   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.038  -3.599   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.269   3.150   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.936   5.460   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.651  -3.048   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    5    8                                                       
CONECT    5    4   11                                                       
CONECT    6   12   13                                                       
CONECT    7   14   22                                                       
CONECT    8    1    4   15                                                  
CONECT    9    2   11   13                                                  
CONECT   10    3   12   20                                                  
CONECT   11    5    9   15                                                  
CONECT   12    6   10   19                                                  
CONECT   13    6    9   27                                                  
CONECT   14    7   16   28                                                  
CONECT   15    8   11   19                                                  
CONECT   16   14   17   23                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   21   25                                                  
CONECT   19   12   15   29                                                  
CONECT   20   10   26   29                                                  
CONECT   21   18   27   28                                                  
CONECT   22    7                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   20                                                            
CONECT   27   13   21                                                       
CONECT   28   14   21                                                       
CONECT   29   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0040713
HETATM    1  C1  UNL     1      -0.739  -1.790  -1.898  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.867  -1.030  -0.842  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.170   0.266  -0.869  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.868   0.169   0.072  1.00  0.00           O  
HETATM    5  C4  UNL     1       2.116   0.353  -0.482  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.824  -0.796  -0.330  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.996  -0.782   0.329  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.833  -1.959  -0.192  1.00  0.00           C  
HETATM    9  O3  UNL     1       5.062  -1.842  -1.563  1.00  0.00           O  
HETATM   10  C7  UNL     1       4.827   0.433   0.266  1.00  0.00           C  
HETATM   11  O4  UNL     1       5.309   0.786   1.549  1.00  0.00           O  
HETATM   12  C8  UNL     1       4.173   1.651  -0.298  1.00  0.00           C  
HETATM   13  O5  UNL     1       4.285   1.749  -1.678  1.00  0.00           O  
HETATM   14  C9  UNL     1       2.723   1.582   0.127  1.00  0.00           C  
HETATM   15  O6  UNL     1       2.639   1.552   1.503  1.00  0.00           O  
HETATM   16  C10 UNL     1      -1.010   1.430  -0.485  1.00  0.00           C  
HETATM   17  C11 UNL     1      -2.325   1.165   0.151  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.097   2.467   0.171  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.847   3.329  -1.040  1.00  0.00           C  
HETATM   20  C14 UNL     1      -4.495   2.022   0.145  1.00  0.00           C  
HETATM   21  O7  UNL     1      -5.500   2.748   0.447  1.00  0.00           O  
HETATM   22  O8  UNL     1      -4.538   0.699  -0.257  1.00  0.00           O  
HETATM   23  C15 UNL     1      -3.231   0.214  -0.479  1.00  0.00           C  
HETATM   24  C16 UNL     1      -3.144  -1.211  -0.184  1.00  0.00           C  
HETATM   25  C17 UNL     1      -3.823  -1.801   0.962  1.00  0.00           C  
HETATM   26  C18 UNL     1      -4.710  -1.338   1.773  1.00  0.00           C  
HETATM   27  C19 UNL     1      -3.233  -3.174   1.024  1.00  0.00           C  
HETATM   28  C20 UNL     1      -1.802  -2.982   0.480  1.00  0.00           C  
HETATM   29  C21 UNL     1      -1.691  -1.534   0.252  1.00  0.00           C  
HETATM   30  H1  UNL     1      -1.183  -2.775  -2.048  1.00  0.00           H  
HETATM   31  H2  UNL     1      -0.136  -1.485  -2.779  1.00  0.00           H  
HETATM   32  H3  UNL     1       0.332   0.473  -1.834  1.00  0.00           H  
HETATM   33  H4  UNL     1       2.026   0.543  -1.581  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.808  -1.034   1.407  1.00  0.00           H  
HETATM   35  H6  UNL     1       5.835  -1.976   0.288  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.361  -2.925   0.020  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.312  -2.728  -1.910  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.768   0.266  -0.336  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.955   1.534   1.474  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.604   2.562   0.148  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.277   0.893  -2.138  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.222   2.469  -0.313  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.373   2.032   1.944  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.432   2.096   0.187  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.177   2.042  -1.412  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.192   0.895   1.241  1.00  0.00           H  
HETATM   47  H18 UNL     1      -2.847   3.045   1.084  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.896   3.892  -0.994  1.00  0.00           H  
HETATM   49  H20 UNL     1      -3.666   4.111  -1.031  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.962   2.809  -1.989  1.00  0.00           H  
HETATM   51  H22 UNL     1      -3.097   0.331  -1.612  1.00  0.00           H  
HETATM   52  H23 UNL     1      -3.301  -1.847  -1.091  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.109  -1.935   2.585  1.00  0.00           H  
HETATM   54  H25 UNL     1      -5.093  -0.341   1.685  1.00  0.00           H  
HETATM   55  H26 UNL     1      -3.254  -3.614   2.017  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.749  -3.792   0.255  1.00  0.00           H  
HETATM   57  H28 UNL     1      -1.142  -3.237   1.359  1.00  0.00           H  
HETATM   58  H29 UNL     1      -1.580  -3.669  -0.322  1.00  0.00           H  
HETATM   59  H30 UNL     1      -1.488  -1.009   1.223  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   29
CONECT    3    4   16   32
CONECT    4    5
CONECT    5    6   14   33
CONECT    6    7
CONECT    7    8   10   34
CONECT    8    9   35   36
CONECT    9   37
CONECT   10   11   12   38
CONECT   11   39
CONECT   12   13   14   40
CONECT   13   41
CONECT   14   15   42
CONECT   15   43
CONECT   16   17   44   45
CONECT   17   18   23   46
CONECT   18   19   20   47
CONECT   19   48   49   50
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   51
CONECT   24   25   29   52
CONECT   25   26   26   27
CONECT   26   53   54
CONECT   27   28   55   56
CONECT   28   29   57   58
CONECT   29   59
END

HMDB0040713
     RDKit          3D
Scorzoside
 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.7386   -1.7898   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8673   -1.0305   -0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    0.2665   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680    0.1692    0.0720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1165    0.3533   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241   -0.7961   -0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9963   -0.7818    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8329   -1.9595   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0619   -1.8420   -1.5626 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8271    0.4328    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094    0.7858    1.5490 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    1.6508   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    1.7492   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    1.5816    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392    1.5518    1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101    1.4296   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255    1.1648    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0971    2.4666    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.3288   -1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    2.0217    0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    2.7478    0.4466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5379    0.6989   -0.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2312    0.2135   -0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -1.2105   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8233   -1.8006    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7097   -1.3379    1.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328   -3.1737    1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8017   -2.9818    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6907   -1.5338    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1834   -2.7751   -2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360   -1.4849   -2.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.4728   -1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256    0.5430   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8075   -1.0338    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8351   -1.9760    0.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608   -2.9253    0.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3119   -2.7280   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682    0.2663   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9551    1.5343    1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038    2.5622    0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2773    0.8931   -2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2223    2.4688   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3730    2.0315    1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    2.0958    0.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773    2.0416   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1924    0.8952    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.0448    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.8915   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6660    4.1112   -1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    2.8094   -1.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965    0.3305   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012   -1.8473   -1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1094   -1.9349    2.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0934   -0.3406    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544   -3.6137    2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7488   -3.7921    0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -3.2367    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802   -3.6691   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4876   -1.0094    1.2226 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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  3
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29  2  1  0
 14  5  1  0
 23 17  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
11beta,13-Dihydroglucozaluzanin C	HMDB

Chemical Formula

C₂₁H₃₀O₈

Average Molecular Weight

410.4581

Monoisotopic Molecular Weight

410.194067936

IUPAC Name

3-methyl-6,9-dimethylidene-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one

Traditional Name

3-methyl-6,9-dimethylidene-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydro-3H-azuleno[4,5-b]furan-2-one

CAS Registry Number

106009-45-4

SMILES

CC1C2CC(OC3OC(CO)C(O)C(O)C3O)C(=C)C3CCC(=C)C3C2OC1=O

InChI Identifier

InChI=1S/C21H30O8/c1-8-4-5-11-9(2)13(6-12-10(3)20(26)29-19(12)15(8)11)27-21-18(25)17(24)16(23)14(7-22)28-21/h10-19,21-25H,1-2,4-7H2,3H3

InChI Key

RCMFOCNCKTYXQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Terpene glycoside
Guaiane sesquiterpenoid
Sesquiterpenoid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Gamma butyrolactone
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Acetal
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040713)

Source

Endogenous

Endogenous (HMDB: HMDB0040713)

Plant

Plant (HMDB: HMDB0040713)
Coffea (HMDB: HMDB0040713)

Animal

Animal (HMDB: HMDB0040713)

Exogenous

Food

Food (HMDB: HMDB0040713)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0040713)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040713)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040713)

Lipid metabolism pathway (HMDB: HMDB0040713)

Cellular process

Cell signaling (HMDB: HMDB0040713)

Biochemical process

Lipid transport (HMDB: HMDB0040713)

Role

Biological role

Energy source (HMDB: HMDB0040713)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040713)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	95 - 97 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3164 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.53 g/L	ALOGPS
logP	-0.32	ALOGPS
logP	-0.068	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.1 m³·mol⁻¹	ChemAxon
Polarizability	42.67 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	192.16	31661259
DarkChem	[M-H]-	187.156	31661259
DeepCCS	[M+H]+	200.226	30932474
DeepCCS	[M-H]-	197.85	30932474
DeepCCS	[M-2H]-	232.254	30932474
DeepCCS	[M+Na]+	207.853	30932474
AllCCS	[M+H]+	198.7	32859911
AllCCS	[M+H-H2O]+	196.4	32859911
AllCCS	[M+NH4]+	200.8	32859911
AllCCS	[M+Na]+	201.4	32859911
AllCCS	[M-H]-	192.6	32859911
AllCCS	[M+Na-2H]-	193.1	32859911
AllCCS	[M+HCOO]-	193.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Scorzoside	CC1C2CC(OC3OC(CO)C(O)C(O)C3O)C(=C)C3CCC(=C)C3C2OC1=O	3552.2	Standard polar	33892256
Scorzoside	CC1C2CC(OC3OC(CO)C(O)C(O)C3O)C(=C)C3CCC(=C)C3C2OC1=O	3173.3	Standard non polar	33892256
Scorzoside	CC1C2CC(OC3OC(CO)C(O)C(O)C3O)C(=C)C3CCC(=C)C3C2OC1=O	3375.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Scorzoside,1TMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3221.0	Semi standard non polar	33892256
Scorzoside,1TMS,isomer #2	C=C1C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3215.8	Semi standard non polar	33892256
Scorzoside,1TMS,isomer #3	C=C1C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3211.2	Semi standard non polar	33892256
Scorzoside,1TMS,isomer #4	C=C1C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3206.8	Semi standard non polar	33892256
Scorzoside,2TMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3196.3	Semi standard non polar	33892256
Scorzoside,2TMS,isomer #2	C=C1C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3201.8	Semi standard non polar	33892256
Scorzoside,2TMS,isomer #3	C=C1C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3187.6	Semi standard non polar	33892256
Scorzoside,2TMS,isomer #4	C=C1C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3186.1	Semi standard non polar	33892256
Scorzoside,2TMS,isomer #5	C=C1C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3187.6	Semi standard non polar	33892256
Scorzoside,2TMS,isomer #6	C=C1C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3187.5	Semi standard non polar	33892256
Scorzoside,3TMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3190.5	Semi standard non polar	33892256
Scorzoside,3TMS,isomer #2	C=C1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3177.5	Semi standard non polar	33892256
Scorzoside,3TMS,isomer #3	C=C1C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3173.2	Semi standard non polar	33892256
Scorzoside,3TMS,isomer #4	C=C1C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3179.8	Semi standard non polar	33892256
Scorzoside,4TMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3140.6	Semi standard non polar	33892256
Scorzoside,1TBDMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3417.9	Semi standard non polar	33892256
Scorzoside,1TBDMS,isomer #2	C=C1C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3438.0	Semi standard non polar	33892256
Scorzoside,1TBDMS,isomer #3	C=C1C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3422.8	Semi standard non polar	33892256
Scorzoside,1TBDMS,isomer #4	C=C1C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3430.6	Semi standard non polar	33892256
Scorzoside,2TBDMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3613.6	Semi standard non polar	33892256
Scorzoside,2TBDMS,isomer #2	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3607.4	Semi standard non polar	33892256
Scorzoside,2TBDMS,isomer #3	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3609.2	Semi standard non polar	33892256
Scorzoside,2TBDMS,isomer #4	C=C1C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3605.7	Semi standard non polar	33892256
Scorzoside,2TBDMS,isomer #5	C=C1C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3619.4	Semi standard non polar	33892256
Scorzoside,2TBDMS,isomer #6	C=C1C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3609.6	Semi standard non polar	33892256
Scorzoside,3TBDMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC2C(C)C(=O)OC2C2C(=C)CCC12	3795.4	Semi standard non polar	33892256
Scorzoside,3TBDMS,isomer #2	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3785.9	Semi standard non polar	33892256
Scorzoside,3TBDMS,isomer #3	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3785.3	Semi standard non polar	33892256
Scorzoside,3TBDMS,isomer #4	C=C1C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3779.3	Semi standard non polar	33892256
Scorzoside,4TBDMS,isomer #1	C=C1C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC2C(C)C(=O)OC2C2C(=C)CCC12	3947.7	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 - Scorzoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-08ic-8619000000-ab63fcecbaa5c9c04ed5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Scorzoside GC-MS (4 TMS) - 70eV, Positive	splash10-001i-4400019000-4de4b888b758ebf315e2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Scorzoside 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 - Scorzoside 10V, Positive-QTOF	splash10-01pk-0194300000-501a4de9e0741a5b4853	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 20V, Positive-QTOF	splash10-0032-1890000000-b163c272a4a611adb73e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 40V, Positive-QTOF	splash10-0fc1-9880000000-9fdb8097f31335dc6995	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 10V, Negative-QTOF	splash10-0a4j-0295700000-ac98585f87f2979eadf4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 20V, Negative-QTOF	splash10-0002-1191000000-a939f6d364e316531475	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 40V, Negative-QTOF	splash10-0f6t-5390000000-b42965a4b693d79ec7a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 10V, Positive-QTOF	splash10-0002-0090000000-76e4b51e8959212f8d10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 20V, Positive-QTOF	splash10-000t-0392100000-6a4272f58a3c74f67d22	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 40V, Positive-QTOF	splash10-06ry-5491000000-ba8626021d617319b122	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 10V, Negative-QTOF	splash10-0a4j-0080900000-219d88b1aba8bf84943d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 20V, Negative-QTOF	splash10-0a6s-4197500000-3c2f1551f5d95d60c9ca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Scorzoside 40V, Negative-QTOF	splash10-054k-4291000000-b72222ddfa90296425eb	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

FDB020519

KNApSAcK ID

C00021685

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

73816202

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1885741

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 Scorzoside (HMDB0040713)

MOL for HMDB0040713 (Scorzoside)

3D MOL for HMDB0040713 (Scorzoside)

3D SDF for HMDB0040713 (Scorzoside)

3D-SDF for HMDB0040713 (Scorzoside)

PDB for HMDB0040713 (Scorzoside)

3D PDB for HMDB0040713 (Scorzoside)

SMILES for HMDB0040713 (Scorzoside)

INCHI for HMDB0040713 (Scorzoside)

Structure for HMDB0040713 (Scorzoside)

3D Structure for HMDB0040713 (Scorzoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra