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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:41:32 UTC

Update Date

2021-09-24 03:41:32 UTC

HMDB ID

HMDB0303666

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Glucoibervirin

Description

Glucoibervirin is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Glucoibervirin is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Glucoibervirin can be found in a number of food items such as rocket salad (sspecies), chinese mustard, kohlrabi, and chinese cabbage, which makes glucoibervirin a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303666
     RDKit          3D
Glucoibervirin
 45 45  0  0  0  0  0  0  0  0999 V2000
   -3.0771    2.4764   -1.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389    1.1758   -1.1990 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984    0.1797    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2270    1.1225    1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5334    0.3772    2.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184   -0.0585    1.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -1.3158    1.8679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -2.1697    2.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124   -3.5956    1.5828 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1282   -4.7311    2.5530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957   -3.6120    1.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5484   -3.9309    0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    1.2006    1.3266 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323    0.4027    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    1.3928    0.3085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    0.9305   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    2.0425   -0.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475    2.3972   -2.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213   -0.3319   -0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024   -1.4215   -0.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -0.5475   -1.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205    0.3690   -2.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -0.5461   -0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0486   -1.8338    0.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854    3.4486   -1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    2.3583   -2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    2.3935   -1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -0.7163    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.1174   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    1.5393    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6227    1.9740    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345    1.1047    3.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.4278    2.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -4.3414   -0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839   -0.1197    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1711    0.7965    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564    2.9297   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    1.7076   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188    3.3110   -2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -0.3915   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6175   -1.2887    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -1.5600   -1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314    0.2360   -2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0732   -0.3418   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057   -2.4671   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
 12 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END


  Mrv0541 02241219232D          

 24 24  0  0  0  0            999 V2000
    3.5706   -1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8317   -0.8205    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4362   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974   -1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6974   -1.2310    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -2.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -0.0004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    0.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750    0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929    1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317    1.6415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706   -1.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706    0.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795    2.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    1.2310    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    1.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235    1.3130    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
  6 11  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303666

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC\C(SC1OC(CO)C(O)C(O)C1O)=N/OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H21NO9S3/c1-22-4-2-3-7(12-21-24(17,18)19)23-11-10(16)9(15)8(14)6(5-13)20-11/h6,8-11,13-16H,2-5H2,1H3,(H,17,18,19)/b12-7+

> <INCHI_KEY>
ZCZCVJVUJGULMO-KPKJPENVSA-N

> <FORMULA>
C11H21NO9S3

> <MOLECULAR_WEIGHT>
407.481

> <EXACT_MASS>
407.037843345

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
38.7143766767684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(E)-[4-(methylsulfanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxy}sulfonic acid

> <ALOGPS_LOGP>
-1.47

> <JCHEM_LOGP>
-2.6372762498584708

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447672738839596

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.5006623024768366

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2786908706054433

> <JCHEM_POLAR_SURFACE_AREA>
166.11

> <JCHEM_REFRACTIVITY>
87.26129999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(E)-[4-(methylsulfanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303666
     RDKit          3D
Glucoibervirin
 45 45  0  0  0  0  0  0  0  0999 V2000
   -3.0771    2.4764   -1.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389    1.1758   -1.1990 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984    0.1797    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2270    1.1225    1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5334    0.3772    2.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184   -0.0585    1.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -1.3158    1.8679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -2.1697    2.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124   -3.5956    1.5828 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1282   -4.7311    2.5530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957   -3.6120    1.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5484   -3.9309    0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    1.2006    1.3266 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323    0.4027    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    1.3928    0.3085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    0.9305   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    2.0425   -0.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475    2.3972   -2.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213   -0.3319   -0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024   -1.4215   -0.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -0.5475   -1.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205    0.3690   -2.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -0.5461   -0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0486   -1.8338    0.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854    3.4486   -1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    2.3583   -2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    2.3935   -1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -0.7163    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.1174   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    1.5393    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6227    1.9740    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345    1.1047    3.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.4278    2.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -4.3414   -0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839   -0.1197    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1711    0.7965    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564    2.9297   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    1.7076   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188    3.3110   -2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -0.3915   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6175   -1.2887    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -1.5600   -1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314    0.2360   -2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0732   -0.3418   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057   -2.4671   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
 12 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       6.665  -2.298   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       5.286  -1.532   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       3.907  -2.298   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.681  -1.532   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.302  -2.298   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.077  -1.532   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -1.302  -2.298   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      -2.681  -1.532   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.060  -2.298   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.060  -3.830   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       0.076  -0.001   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       1.302   0.765   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.681  -0.001   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.060   0.765   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.907   2.298   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.286   3.064   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.665  -2.298   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.286  -1.532   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.286  -0.001   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.665   0.765   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.455   3.830   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0       1.302   2.298   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0       2.834   2.298   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.231   2.451   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11   22                                                       
CONECT   13    8   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18    9   17   19                                                  
CONECT   19   14   18   20                                                  
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   12   21   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0303666
HETATM    1  C1  UNL     1      -3.077   2.476  -1.707  1.00  0.00           C  
HETATM    2  S1  UNL     1      -4.239   1.176  -1.199  1.00  0.00           S  
HETATM    3  C2  UNL     1      -3.398   0.180   0.092  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.227   1.123   1.287  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.533   0.377   2.414  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.218  -0.059   1.888  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.972  -1.316   1.868  1.00  0.00           N  
HETATM    8  O1  UNL     1      -1.938  -2.170   2.332  1.00  0.00           O  
HETATM    9  S2  UNL     1      -2.412  -3.596   1.583  1.00  0.00           S  
HETATM   10  O2  UNL     1      -2.128  -4.731   2.553  1.00  0.00           O  
HETATM   11  O3  UNL     1      -3.896  -3.612   1.314  1.00  0.00           O  
HETATM   12  O4  UNL     1      -1.548  -3.931   0.189  1.00  0.00           O  
HETATM   13  S3  UNL     1      -0.086   1.201   1.327  1.00  0.00           S  
HETATM   14  C6  UNL     1       1.432   0.403   0.739  1.00  0.00           C  
HETATM   15  O5  UNL     1       2.294   1.393   0.308  1.00  0.00           O  
HETATM   16  C7  UNL     1       3.500   0.931  -0.153  1.00  0.00           C  
HETATM   17  C8  UNL     1       4.134   2.042  -0.992  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.348   2.397  -2.066  1.00  0.00           O  
HETATM   19  C9  UNL     1       3.421  -0.332  -0.944  1.00  0.00           C  
HETATM   20  O7  UNL     1       3.702  -1.422  -0.094  1.00  0.00           O  
HETATM   21  C10 UNL     1       2.058  -0.547  -1.501  1.00  0.00           C  
HETATM   22  O8  UNL     1       1.721   0.369  -2.494  1.00  0.00           O  
HETATM   23  C11 UNL     1       1.067  -0.546  -0.353  1.00  0.00           C  
HETATM   24  O9  UNL     1       1.049  -1.834   0.189  1.00  0.00           O  
HETATM   25  H1  UNL     1      -3.585   3.449  -1.544  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.906   2.358  -2.797  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.115   2.393  -1.199  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.971  -0.716   0.348  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.411  -0.117  -0.305  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.204   1.539   1.597  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.623   1.974   0.928  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.334   1.105   3.225  1.00  0.00           H  
HETATM   33  H9  UNL     1      -3.144  -0.428   2.822  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.143  -4.341  -0.503  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.884  -0.120   1.630  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.171   0.796   0.735  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.356   2.930  -0.362  1.00  0.00           H  
HETATM   38  H14 UNL     1       5.127   1.708  -1.388  1.00  0.00           H  
HETATM   39  H15 UNL     1       3.519   3.311  -2.361  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.179  -0.391  -1.754  1.00  0.00           H  
HETATM   41  H17 UNL     1       4.618  -1.289   0.292  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.021  -1.560  -1.951  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.831   0.236  -2.858  1.00  0.00           H  
HETATM   44  H20 UNL     1       0.073  -0.342  -0.808  1.00  0.00           H  
HETATM   45  H21 UNL     1       1.606  -2.467  -0.327  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7    7   13
CONECT    7    8
CONECT    8    9
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   34
CONECT   13   14
CONECT   14   15   23   35
CONECT   15   16
CONECT   16   17   19   36
CONECT   17   18   37   38
CONECT   18   39
CONECT   19   20   21   40
CONECT   20   41
CONECT   21   22   23   42
CONECT   22   43
CONECT   23   24   44
CONECT   24   45
END

HMDB0303666
     RDKit          3D
Glucoibervirin
 45 45  0  0  0  0  0  0  0  0999 V2000
   -3.0771    2.4764   -1.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389    1.1758   -1.1990 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984    0.1797    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2270    1.1225    1.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5334    0.3772    2.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2184   -0.0585    1.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -1.3158    1.8679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -2.1697    2.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124   -3.5956    1.5828 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1282   -4.7311    2.5530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957   -3.6120    1.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5484   -3.9309    0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    1.2006    1.3266 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323    0.4027    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941    1.3928    0.3085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    0.9305   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1342    2.0425   -0.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475    2.3972   -2.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213   -0.3319   -0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024   -1.4215   -0.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580   -0.5475   -1.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205    0.3690   -2.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667   -0.5461   -0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0486   -1.8338    0.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854    3.4486   -1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    2.3583   -2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    2.3935   -1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -0.7163    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4109   -0.1174   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    1.5393    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6227    1.9740    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345    1.1047    3.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.4278    2.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -4.3414   -0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839   -0.1197    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1711    0.7965    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564    2.9297   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    1.7076   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188    3.3110   -2.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -0.3915   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6175   -1.2887    0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -1.5600   -1.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314    0.2360   -2.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0732   -0.3418   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057   -2.4671   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
 12 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{[(e)-[4-(methylsulfanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxy}sulfonate	Generator
{[(e)-[4-(methylsulphanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}butylidene]amino]oxy}sulphonate	Generator
{[(e)-[4-(methylsulphanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}butylidene]amino]oxy}sulphonic acid	Generator

Chemical Formula

C₁₁H₂₁NO₉S₃

Average Molecular Weight

407.481

Monoisotopic Molecular Weight

407.037843345

IUPAC Name

{[(E)-[4-(methylsulfanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxy}sulfonic acid

Traditional Name

[(E)-[4-(methylsulfanyl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}butylidene]amino]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CSCCC\C(SC1OC(CO)C(O)C(O)C1O)=N/OS(O)(=O)=O

InChI Identifier

InChI=1S/C11H21NO9S3/c1-22-4-2-3-7(12-21-24(17,18)19)23-11-10(16)9(15)8(14)6(5-13)20-11/h6,8-11,13-16H,2-5H2,1H3,(H,17,18,19)/b12-7+

InChI Key

ZCZCVJVUJGULMO-KPKJPENVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alkylglucosinolates

Alternative Parents

Substituents

Alkylglucosinolate
Glycosyl compound
S-glycosyl compound
Oxane
Monothioacetal
Organic sulfuric acid or derivatives
Secondary alcohol
Polyol
Oxacycle
Thioether
Organoheterocyclic compound
Sulfenyl compound
Dialkylthioether
Alcohol
Hydrocarbon derivative
Organosulfur compound
Primary alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kohlrabi (FooDB: FOOD00033)

Leaf vegetable

Rocket salad (ssp.) (FooDB: FOOD00077)

Herb and spice

Spice

Horseradish (FooDB: FOOD00018)
White mustard (FooDB: FOOD00413)

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	-1.5	ALOGPS
logP	-2.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-3.5	ChemAxon
pKa (Strongest Basic)	-0.28	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	166.11 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	87.26 m³·mol⁻¹	ChemAxon
Polarizability	38.71 Å³	ChemAxon
Number of Rings	1	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]+	185.909	32859911
AllCCS	[M+H-H2O]+	183.679	32859911
AllCCS	[M+Na]+	188.54	32859911
AllCCS	[M+NH4]+	187.956	32859911
AllCCS	[M-H]-	179.23	32859911
AllCCS	[M+Na-2H]-	179.821	32859911
AllCCS	[M+HCOO]-	180.599	32859911
DeepCCS	[M+H]+	190.296	30932474
DeepCCS	[M-H]-	187.938	30932474
DeepCCS	[M-2H]-	220.824	30932474
DeepCCS	[M+Na]+	196.389	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glucoibervirin,5TMS,isomer #1	CSCCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)SC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3046.4	Semi standard non polar	33892256
Glucoibervirin,5TMS,isomer #1	CSCCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)SC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3485.3	Standard non polar	33892256
Glucoibervirin,5TMS,isomer #1	CSCCC/C(=N\OS(=O)(=O)O[Si](C)(C)C)SC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3895.4	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 - Glucoibervirin 10V, Positive-QTOF	splash10-052e-3879500000-d2775ff8c565f2915641	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 20V, Positive-QTOF	splash10-01r2-0890000000-e36dd178d45726f9373e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 40V, Positive-QTOF	splash10-052r-9000000000-b11508d45d8b2c6a71f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 10V, Negative-QTOF	splash10-0007-7390000000-d686c437c00e3227403c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 20V, Negative-QTOF	splash10-052b-9530000000-edbcce8a2afed4a5276c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 40V, Negative-QTOF	splash10-06xt-9610000000-75c2992f369b011414e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 10V, Negative-QTOF	splash10-0a4i-0000900000-26351dc59528ae48f99d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 20V, Negative-QTOF	splash10-0a4i-4693700000-ff2fb3ca43344858c23b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 40V, Negative-QTOF	splash10-000t-9720000000-67ab9bd8a0f133a2e713	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 10V, Positive-QTOF	splash10-0a4i-0010900000-a8e7382c226bcd96507f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 20V, Positive-QTOF	splash10-0a4i-0119600000-bbc97efd07908c446716	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glucoibervirin 40V, Positive-QTOF	splash10-0007-3923000000-374f21bcd47e6ad11dd9	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

FDB017759

KNApSAcK ID

Not Available

Chemspider ID

32042558

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15560240

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 Glucoibervirin (HMDB0303666)

MOL for HMDB0303666 (Glucoibervirin)

3D MOL for HMDB0303666 (Glucoibervirin)

3D SDF for HMDB0303666 (Glucoibervirin)

3D-SDF for HMDB0303666 (Glucoibervirin)

PDB for HMDB0303666 (Glucoibervirin)

3D PDB for HMDB0303666 (Glucoibervirin)

SMILES for HMDB0303666 (Glucoibervirin)

INCHI for HMDB0303666 (Glucoibervirin)

Structure for HMDB0303666 (Glucoibervirin)

3D Structure for HMDB0303666 (Glucoibervirin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra