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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:53:41 UTC

Update Date

2021-09-24 06:53:41 UTC

HMDB ID

HMDB0304069

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-hydroxy-3-butenylglucosinolate

Description

2-hydroxy-3-butenylglucosinolate is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. 2-hydroxy-3-butenylglucosinolate is soluble (in water) and an extremely strong acidic compound (based on its pKa). 2-hydroxy-3-butenylglucosinolate can be found in a number of food items such as wax gourd, sweet marjoram, bamboo shoots, and chicory roots, which makes 2-hydroxy-3-butenylglucosinolate a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304069
     RDKit          3D
2-hydroxy-3-butenylglucosinolate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7820   -1.8812   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8292   -1.0663   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -1.2379    0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1739   -0.6310    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -0.7992    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6856    0.6155    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690    1.3302    0.2471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075    2.6426   -0.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661    3.2078   -1.6868 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8484    2.7417   -2.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    2.5762   -2.4602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    4.8681   -1.7452 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0878    1.3447    0.7785 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645    0.1324    1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3022   -0.7870    0.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -1.0472   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -1.8759   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -1.0642   -2.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792    0.2834   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    0.0718   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    1.1657    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731    2.4920    0.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.8575    1.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289    0.2148    2.8381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2058   -2.6753   -0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2122   -1.8299   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4755   -0.3190   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -2.3324    1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972   -0.9640    2.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -1.4980    0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328   -0.9345    2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742   -0.4277    2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -1.5607    0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -2.1177   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -2.7930   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -1.6193   -2.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580    0.7444   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8808   -0.6062   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    1.0113    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.6595   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    1.8499    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8450   -0.7420    2.8812 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
  3  5  1  0
  5  6  1  0
  6  7  2  3
  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
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  CHG  1  12  -1
M  END


  Mrv0541 04121502142D          

 24 24  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    0.3020    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    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  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  CHG  1  13  -1
M  END
> <DATABASE_ID>
HMDB0304069

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(SC(CC(O)C=C)=NOS([O-])(=O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/p-1

> <INCHI_KEY>
MYHSVHWQEVDFQT-UHFFFAOYSA-M

> <FORMULA>
C11H18NO10S2

> <MOLECULAR_WEIGHT>
388.38

> <EXACT_MASS>
388.037761712

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.914587727830835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({3-hydroxy-1-[(sulfonatooxy)imino]pent-4-en-1-yl}sulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.28

> <JCHEM_LOGP>
-3.84562464985445

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.445277285282291

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.59061489767781

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4496837995017545

> <JCHEM_POLAR_SURFACE_AREA>
189.16999999999996

> <JCHEM_REFRACTIVITY>
79.53790000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({3-hydroxy-1-[(sulfonatooxy)imino]pent-4-en-1-yl}sulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304069
     RDKit          3D
2-hydroxy-3-butenylglucosinolate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7820   -1.8812   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8292   -1.0663   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -1.2379    0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1739   -0.6310    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -0.7992    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6856    0.6155    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690    1.3302    0.2471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075    2.6426   -0.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661    3.2078   -1.6868 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8484    2.7417   -2.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    2.5762   -2.4602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    4.8681   -1.7452 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0878    1.3447    0.7785 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645    0.1324    1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3022   -0.7870    0.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -1.0472   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -1.8759   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -1.0642   -2.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792    0.2834   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    0.0718   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    1.1657    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731    2.4920    0.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.8575    1.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289    0.2148    2.8381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2058   -2.6753   -0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2122   -1.8299   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4755   -0.3190   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -2.3324    1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972   -0.9640    2.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -1.4980    0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328   -0.9345    2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742   -0.4277    2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -1.5607    0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -2.1177   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -2.7930   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -1.6193   -2.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580    0.7444   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8808   -0.6062   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    1.0113    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.6595   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    1.8499    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8450   -0.7420    2.8812 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
  3  5  1  0
  5  6  1  0
  6  7  2  3
  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
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  CHG  1  12  -1
M  END

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   3.850   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       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       4.001  -0.770   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       9.336  -0.770   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.566  -2.104   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      10.106   0.564   0.000  0.00  0.00           O-1
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    7   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19    5   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    3   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0304069
HETATM    1  C1  UNL     1      -4.782  -1.881  -1.019  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.829  -1.066  -0.585  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.329  -1.238   0.792  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.174  -0.631   1.735  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.898  -0.799   0.960  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.686   0.616   0.637  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.669   1.330   0.247  1.00  0.00           N  
HETATM    8  O2  UNL     1      -2.607   2.643  -0.080  1.00  0.00           O  
HETATM    9  S1  UNL     1      -2.566   3.208  -1.687  1.00  0.00           S  
HETATM   10  O3  UNL     1      -3.848   2.742  -2.353  1.00  0.00           O  
HETATM   11  O4  UNL     1      -1.441   2.576  -2.460  1.00  0.00           O  
HETATM   12  O5  UNL     1      -2.449   4.868  -1.745  1.00  0.00           O1-
HETATM   13  S2  UNL     1      -0.088   1.345   0.779  1.00  0.00           S  
HETATM   14  C6  UNL     1       1.164   0.132   1.336  1.00  0.00           C  
HETATM   15  O6  UNL     1       1.302  -0.787   0.340  1.00  0.00           O  
HETATM   16  C7  UNL     1       2.564  -1.047  -0.111  1.00  0.00           C  
HETATM   17  C8  UNL     1       2.428  -1.876  -1.394  1.00  0.00           C  
HETATM   18  O7  UNL     1       1.692  -1.064  -2.287  1.00  0.00           O  
HETATM   19  C9  UNL     1       3.179   0.283  -0.534  1.00  0.00           C  
HETATM   20  O8  UNL     1       4.360   0.072  -1.201  1.00  0.00           O  
HETATM   21  C10 UNL     1       3.355   1.166   0.668  1.00  0.00           C  
HETATM   22  O9  UNL     1       3.273   2.492   0.268  1.00  0.00           O  
HETATM   23  C11 UNL     1       2.382   0.858   1.775  1.00  0.00           C  
HETATM   24  O10 UNL     1       3.029   0.215   2.838  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.206  -2.675  -0.384  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.212  -1.830  -2.017  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.476  -0.319  -1.275  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.361  -2.332   1.021  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.897  -0.964   2.617  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.252  -1.498   0.396  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.633  -0.934   2.039  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.774  -0.428   2.239  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.155  -1.561   0.651  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.413  -2.118  -1.830  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.865  -2.793  -1.223  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.063  -1.619  -2.802  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.458   0.744  -1.241  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.881  -0.606  -0.701  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.378   1.011   1.068  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.783   2.659  -0.548  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.058   1.850   2.190  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.845  -0.742   2.881  1.00  0.00           H  
CONECT    1    2    2   25   26
CONECT    2    3   27
CONECT    3    4    5   28
CONECT    4   29
CONECT    5    6   30   31
CONECT    6    7    7   13
CONECT    7    8
CONECT    8    9
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   13   14
CONECT   14   15   23   32
CONECT   15   16
CONECT   16   17   19   33
CONECT   17   18   34   35
CONECT   18   36
CONECT   19   20   21   37
CONECT   20   38
CONECT   21   22   23   39
CONECT   22   40
CONECT   23   24   41
CONECT   24   42
END

HMDB0304069
     RDKit          3D
2-hydroxy-3-butenylglucosinolate
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7820   -1.8812   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8292   -1.0663   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -1.2379    0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1739   -0.6310    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8977   -0.7992    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6856    0.6155    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690    1.3302    0.2471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075    2.6426   -0.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661    3.2078   -1.6868 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8484    2.7417   -2.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    2.5762   -2.4602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    4.8681   -1.7452 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0878    1.3447    0.7785 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645    0.1324    1.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3022   -0.7870    0.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637   -1.0472   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -1.8759   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -1.0642   -2.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792    0.2834   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3603    0.0718   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    1.1657    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731    2.4920    0.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.8575    1.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289    0.2148    2.8381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2058   -2.6753   -0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2122   -1.8299   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4755   -0.3190   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615   -2.3324    1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972   -0.9640    2.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -1.4980    0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328   -0.9345    2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742   -0.4277    2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -1.5607    0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -2.1177   -1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -2.7930   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -1.6193   -2.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580    0.7444   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8808   -0.6062   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    1.0113    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.6595   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583    1.8499    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8450   -0.7420    2.8812 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
  3  5  1  0
  5  6  1  0
  6  7  2  3
  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
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  CHG  1  12  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-({3-hydroxy-1-[(sulphonatooxy)imino]pent-4-en-1-yl}sulphanyl)-6-(hydroxymethyl)oxane-3,4,5-triol	Generator
2-Hydroxy-3-butenylglucosinolic acid	Generator

Chemical Formula

C₁₁H₁₈NO₁₀S₂

Average Molecular Weight

388.38

Monoisotopic Molecular Weight

388.037761712

IUPAC Name

2-({3-hydroxy-1-[(sulfonatooxy)imino]pent-4-en-1-yl}sulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-({3-hydroxy-1-[(sulfonatooxy)imino]pent-4-en-1-yl}sulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

OCC1OC(SC(CC(O)C=C)=NOS([O-])(=O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/p-1

InChI Key

MYHSVHWQEVDFQT-UHFFFAOYSA-M

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
Sulfenyl compound
Oxacycle
Polyol
Organoheterocyclic compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a glucosinolate (CPDQT-421 )

Ontology

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	-1.3	ALOGPS
logP	-3.8	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	-3.6	ChemAxon
pKa (Strongest Basic)	-0.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.17 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.54 m³·mol⁻¹	ChemAxon
Polarizability	34.91 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]+	183.19	32859911
AllCCS	[M+H-H2O]+	180.677	32859911
AllCCS	[M+Na]+	186.164	32859911
AllCCS	[M+NH4]+	185.502	32859911
AllCCS	[M-H]-	174.479	32859911
AllCCS	[M+Na-2H]-	174.635	32859911
AllCCS	[M+HCOO]-	174.934	32859911
DeepCCS	[M+H]+	180.819	30932474
DeepCCS	[M-H]-	178.461	30932474
DeepCCS	[M-2H]-	212.6	30932474
DeepCCS	[M+Na]+	188.445	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxy-3-butenylglucosinolate 10V, Negative-QTOF	splash10-00g1-0291000000-bb6b56c90a072ebee4bd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxy-3-butenylglucosinolate 20V, Negative-QTOF	splash10-0007-5910000000-dd09fb7e1fe623189d3a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-hydroxy-3-butenylglucosinolate 40V, Negative-QTOF	splash10-03l3-4900000000-a091d4ee0d0145669cba	2019-02-23	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

FDB030333

KNApSAcK ID

Not Available

Chemspider ID

3678068

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4480095

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 2-hydroxy-3-butenylglucosinolate (HMDB0304069)

MOL for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

3D MOL for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

3D SDF for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

3D-SDF for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

PDB for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

3D PDB for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

SMILES for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

INCHI for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

Structure for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

3D Structure for HMDB0304069 (2-hydroxy-3-butenylglucosinolate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra