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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 23:36:49 UTC

Update Date

2021-09-23 23:36:49 UTC

HMDB ID

HMDB0303141

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tuliposide B

Description

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4-dihydroxy-2-methylidenebutanoate belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Based on a literature review very few articles have been published on (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4-dihydroxy-2-methylidenebutanoate.

Structure

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


  Mrv1533007131513492D          

 26 26  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  1  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  5  1  0  0  0  0
  7 15  1  6  0  0  0
  8 16  1  6  0  0  0
  9 17  1  6  0  0  0
 18 10  2  0  0  0  0
 19  6  1  0  0  0  0
 19 11  1  0  0  0  0
 20 10  1  0  0  0  0
 11 20  1  1  0  0  0
 21  5  1  0  0  0  0
  6 22  1  6  0  0  0
  7 23  1  1  0  0  0
  8 24  1  6  0  0  0
  9 25  1  1  0  0  0
 11 26  1  6  0  0  0
M  END

HMDB0303141
     RDKit          3D
Tuliposide B
 38 38  0  0  0  0  0  0  0  0999 V2000
    2.9345    1.8330    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.7459    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647    0.0264    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689   -1.0281   -0.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    0.4364    0.4347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6844   -0.2657    0.1068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4733    0.5138   -0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -0.0567   -0.8672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4722    0.4558   -2.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.8321   -1.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4490    0.2285    0.4307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7978   -0.0409    0.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872   -0.6600    1.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2406   -0.2141    2.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.7085    1.3699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9051   -2.0394    1.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800    0.2494   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656    0.2586   -1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5834   -1.1475    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799   -1.4533   -0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    2.3887    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9805    2.1918    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -1.1520   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -1.1503   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805   -0.0061   -2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9755    0.1997   -3.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6309    2.0775   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460    1.2856    0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2889    0.8089    0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2587   -1.6784    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0290    0.7613    2.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099   -0.1398    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7889   -2.2103    2.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1131    0.8958    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975    0.4237   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -1.1647    1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8407   -1.8792   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -0.6179   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 15  6  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  6
  8 24  1  6
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  6
 14 31  1  0
 15 32  1  1
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv1533007131513492D          

 26 26  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  1  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  5  1  0  0  0  0
  7 15  1  6  0  0  0
  8 16  1  6  0  0  0
  9 17  1  6  0  0  0
 18 10  2  0  0  0  0
 19  6  1  0  0  0  0
 19 11  1  0  0  0  0
 20 10  1  0  0  0  0
 11 20  1  1  0  0  0
 21  5  1  0  0  0  0
  6 22  1  6  0  0  0
  7 23  1  1  0  0  0
  8 24  1  6  0  0  0
  9 25  1  1  0  0  0
 11 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0303141

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C(O)(CO)C(=C)C(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O9/c1-4(5(14)2-12)10(18)20-11-9(17)8(16)7(15)6(3-13)19-11/h5-9,11-17H,1-3H2/t5?,6-,7-,8+,9-,11+/m1/s1

> <INCHI_KEY>
KVRQQFBSAHPTAB-FUYPYFFWSA-N

> <FORMULA>
C11H18O9

> <MOLECULAR_WEIGHT>
294.256

> <EXACT_MASS>
294.09508216

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.88101586762454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4-dihydroxy-2-methylidenebutanoate

> <ALOGPS_LOGP>
-2.14

> <JCHEM_LOGP>
-3.0173430766666662

> <ALOGPS_LOGS>
-0.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.049247414076277

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.176067185178194

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9670825220016273

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
61.8169

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tuliposide B

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303141
     RDKit          3D
Tuliposide B
 38 38  0  0  0  0  0  0  0  0999 V2000
    2.9345    1.8330    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.7459    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647    0.0264    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689   -1.0281   -0.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    0.4364    0.4347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6844   -0.2657    0.1068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4733    0.5138   -0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -0.0567   -0.8672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4722    0.4558   -2.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.8321   -1.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4490    0.2285    0.4307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7978   -0.0409    0.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872   -0.6600    1.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2406   -0.2141    2.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.7085    1.3699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9051   -2.0394    1.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800    0.2494   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656    0.2586   -1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5834   -1.1475    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799   -1.4533   -0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    2.3887    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9805    2.1918    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -1.1520   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -1.1503   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805   -0.0061   -2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9755    0.1997   -3.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6309    2.0775   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460    1.2856    0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2889    0.8089    0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2587   -1.6784    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0290    0.7613    2.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099   -0.1398    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7889   -2.2103    2.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1131    0.8958    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975    0.4237   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -1.1647    1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8407   -1.8792   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -0.6179   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 15  6  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  6
  8 24  1  6
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  6
 14 31  1  0
 15 32  1  1
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.670   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      16.004   9.240   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      14.670  11.550   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.003  13.090   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336  11.550   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0       5.335   7.700   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      14.670  10.010   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      13.337  12.320   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      12.003  10.010   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      10.669  12.320   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       9.336  10.010   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5   12                                                       
CONECT    3    6   13                                                       
CONECT    4    1    5   10                                                  
CONECT    5    2    4   14   21                                             
CONECT    6    3    7   19   22                                             
CONECT    7    6    8   15   23                                             
CONECT    8    7    9   16   24                                             
CONECT    9    8   11   17   25                                             
CONECT   10    4   18   20                                                  
CONECT   11    9   19   20   26                                             
CONECT   12    2                                                            
CONECT   13    3                                                            
CONECT   14    5                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19    6   11                                                       
CONECT   20   10   11                                                       
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0303141
HETATM    1  C1  UNL     1       2.934   1.833   1.080  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.976   0.746   0.350  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.765   0.026   0.013  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.769  -1.028  -0.691  1.00  0.00           O  
HETATM    5  O2  UNL     1       0.506   0.436   0.435  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.684  -0.266   0.107  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.473   0.514  -0.716  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.722  -0.057  -0.867  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.472   0.456  -2.065  1.00  0.00           C  
HETATM   10  O4  UNL     1      -3.677   1.832  -1.993  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.449   0.228   0.431  1.00  0.00           C  
HETATM   12  O5  UNL     1      -4.798  -0.041   0.359  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.787  -0.660   1.451  1.00  0.00           C  
HETATM   14  O6  UNL     1      -3.241  -0.214   2.715  1.00  0.00           O  
HETATM   15  C9  UNL     1      -1.315  -0.708   1.370  1.00  0.00           C  
HETATM   16  O7  UNL     1      -0.905  -2.039   1.612  1.00  0.00           O  
HETATM   17  C10 UNL     1       4.280   0.249  -0.136  1.00  0.00           C  
HETATM   18  O8  UNL     1       4.366   0.259  -1.528  1.00  0.00           O  
HETATM   19  C11 UNL     1       4.583  -1.147   0.361  1.00  0.00           C  
HETATM   20  O9  UNL     1       5.880  -1.453  -0.067  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.814   2.389   1.347  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.980   2.192   1.432  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.372  -1.152  -0.521  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.566  -1.150  -0.990  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.480  -0.006  -2.102  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.976   0.200  -3.011  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.631   2.078  -1.910  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.246   1.286   0.761  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.289   0.809   0.166  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.259  -1.678   1.329  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.029   0.761   2.827  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.910  -0.140   2.260  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.789  -2.210   2.576  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.113   0.896   0.228  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.298   0.424  -1.807  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.567  -1.165   1.460  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.841  -1.879  -0.023  1.00  0.00           H  
HETATM   38  H18 UNL     1       6.398  -0.618  -0.208  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   17
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   15   23
CONECT    7    8
CONECT    8    9   11   24
CONECT    9   10   25   26
CONECT   10   27
CONECT   11   12   13   28
CONECT   12   29
CONECT   13   14   15   30
CONECT   14   31
CONECT   15   16   32
CONECT   16   33
CONECT   17   18   19   34
CONECT   18   35
CONECT   19   20   36   37
CONECT   20   38
END

HMDB0303141
     RDKit          3D
Tuliposide B
 38 38  0  0  0  0  0  0  0  0999 V2000
    2.9345    1.8330    1.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.7459    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647    0.0264    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689   -1.0281   -0.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    0.4364    0.4347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6844   -0.2657    0.1068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4733    0.5138   -0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -0.0567   -0.8672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4722    0.4558   -2.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.8321   -1.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4490    0.2285    0.4307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7978   -0.0409    0.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872   -0.6600    1.4511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2406   -0.2141    2.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.7085    1.3699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9051   -2.0394    1.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2800    0.2494   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3656    0.2586   -1.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5834   -1.1475    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799   -1.4533   -0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    2.3887    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9805    2.1918    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -1.1520   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660   -1.1503   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805   -0.0061   -2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9755    0.1997   -3.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6309    2.0775   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460    1.2856    0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2889    0.8089    0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2587   -1.6784    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0290    0.7613    2.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099   -0.1398    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7889   -2.2103    2.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1131    0.8958    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975    0.4237   -1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -1.1647    1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8407   -1.8792   -0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3984   -0.6179   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 15  6  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  6
  8 24  1  6
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  1
 12 29  1  0
 13 30  1  6
 14 31  1  0
 15 32  1  1
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4-dihydroxy-2-methylidenebutanoic acid	Generator

Chemical Formula

C₁₁H₁₈O₉

Average Molecular Weight

294.256

Monoisotopic Molecular Weight

294.09508216

IUPAC Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3,4-dihydroxy-2-methylidenebutanoate

Traditional Name

tuliposide B

CAS Registry Number

Not Available

SMILES

[H]C(O)(CO)C(=C)C(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C11H18O9/c1-4(5(14)2-12)10(18)20-11-9(17)8(16)7(15)6(3-13)19-11/h5-9,11-17H,1-3H2/t5?,6-,7-,8+,9-,11+/m1/s1

InChI Key

KVRQQFBSAHPTAB-FUYPYFFWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Hydroxy acid
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Polyol
Acetal
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

fatty acid derivative (CHEBI:9778 )
O-acyl carbohydrate (CHEBI:9778 )

Ontology

Not Available

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

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	-2.1	ALOGPS
logP	-3	ChemAxon
logS	-0.34	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.82 m³·mol⁻¹	ChemAxon
Polarizability	26.88 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	165.617	32859911
AllCCS	[M+H-H2O]+	162.509	32859911
AllCCS	[M+Na]+	169.318	32859911
AllCCS	[M+NH4]+	168.492	32859911
AllCCS	[M-H]-	163.325	32859911
AllCCS	[M+Na-2H]-	163.394	32859911
AllCCS	[M+HCOO]-	163.586	32859911
DeepCCS	[M+H]+	155.356	30932474
DeepCCS	[M-H]-	153.483	30932474
DeepCCS	[M-2H]-	186.833	30932474
DeepCCS	[M+Na]+	161.355	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 - Tuliposide B 10V, Positive-QTOF	splash10-0159-1930000000-50a4b982a0809df4ed9a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 20V, Positive-QTOF	splash10-02t9-8920000000-477e0af1ccd4a104c64d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 40V, Positive-QTOF	splash10-00xr-9600000000-e9ed7610cb043a7d8189	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 10V, Negative-QTOF	splash10-03ec-2950000000-9ac0b5c39a5be2a1bab9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 20V, Negative-QTOF	splash10-03l9-8920000000-ca44fe0fa36bd9f52b69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 40V, Negative-QTOF	splash10-06zc-9400000000-582122cd9ff6b504bff4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 10V, Positive-QTOF	splash10-0002-0390000000-d684635f7247100d3f36	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 20V, Positive-QTOF	splash10-00kb-7900000000-0e7367287a789d27c4a0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 40V, Positive-QTOF	splash10-0a6s-9300000000-54f1c809388029a1d3f7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 10V, Negative-QTOF	splash10-03dl-1960000000-76dda8524fa5d8313746	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 20V, Negative-QTOF	splash10-0cdi-9310000000-83f5df758d11b659a790	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuliposide B 40V, Negative-QTOF	splash10-0a4i-9000000000-c5117c3d46268e95df71	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Tuliposide B (HMDB0303141)

MOL for HMDB0303141 (Tuliposide B)

3D MOL for HMDB0303141 (Tuliposide B)

3D SDF for HMDB0303141 (Tuliposide B)

3D-SDF for HMDB0303141 (Tuliposide B)

PDB for HMDB0303141 (Tuliposide B)

3D PDB for HMDB0303141 (Tuliposide B)

SMILES for HMDB0303141 (Tuliposide B)

INCHI for HMDB0303141 (Tuliposide B)

Structure for HMDB0303141 (Tuliposide B)

3D Structure for HMDB0303141 (Tuliposide B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra