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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001480

Secondary Accession Numbers

HMDB01480

Metabolite Identification

Common Name

3-Dehydrosphinganine

Description

3-Dehydrosphinganine, also known as KDHS or ketodihydrosphingosine, belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group. Thus, 3-dehydrosphinganine is considered to be a sphingoid base lipid molecule. 3-Dehydrosphinganine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Dehydrosphinganine exists in all eukaryotes, ranging from yeast to humans. Within humans, 3-dehydrosphinganine participates in a number of enzymatic reactions. In particular, 3-dehydrosphinganine and carbon dioxide can be biosynthesized from palmityl-CoA and L-serine through the action of the enzyme serine palmitoyltransferase 1. In addition, 3-dehydrosphinganine can be biosynthesized from sphinganine; which is catalyzed by the enzyme 3-ketodihydrosphingosine reductase. In humans, 3-dehydrosphinganine is involved in the metabolic disorder called the krabbe disease pathway. Outside of the human body, 3-Dehydrosphinganine has been detected, but not quantified in, several different foods, such as common chokecherries, black huckleberries, pomegranates, cinnamons, and flaxseeds. This could make 3-dehydrosphinganine a potential biomarker for the consumption of these foods. A 2-amino-1-hydroxyoctadecan-3-one that has S-configuration.

Structure

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

HMDB0001480
     RDKit          3D
3-Dehydrosphinganine
 58 57  0  0  0  0  0  0  0  0999 V2000
    8.9669    1.1424    0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869    1.2409    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481    0.0160    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828    0.2816   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657   -0.8642   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280   -0.5928   -0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178    0.6351   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2112    0.9887   -0.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    0.1719   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603   -1.2373   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252   -1.8352   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.9554    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4024   -0.8256    1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195    0.2181    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6646   -0.3557    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5442    0.7065   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1277    1.8447   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9121    0.3721   -0.6293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1631   -1.0519   -0.4282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8835    1.2042    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6245    2.5380   -0.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5493    0.4262   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8802    0.7872    1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4600    2.1149    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6716    1.3425   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0469    2.1217    0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5510   -0.0468    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1850   -0.8968   -0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637    1.2463    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341    0.4321   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -1.7747   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008   -0.9821    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5306   -1.4891   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4490   -0.4093   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4903    0.5311    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1978    1.5361   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274    2.0512   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    1.1703   -1.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    0.2660    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469    0.6940   -1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735   -1.8975   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2431   -1.4131   -2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.3242   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059   -2.9069   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823   -2.6384    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663   -2.6230    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -1.3054    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281   -0.3773    1.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.9508    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9426    0.7851   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -1.1650   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -0.8203    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9700    0.6215   -1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1057   -1.3192   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9023   -1.3627    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9126    0.9634   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6675    0.9816    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4595    3.0883   -0.0851 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  6
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END

  Mrv1652309042000232D          

 21 20  0  0  1  0            999 V2000
   -3.1271    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4157   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8420   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570    0.1950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8420   -1.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2719   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570    1.0219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9869    0.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4406   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1555    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5854    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3004   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7267   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1566   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8679    0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  6  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  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
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001480

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17,20H,2-16,19H2,1H3/t17-/m0/s1

> <INCHI_KEY>
KBUNOSOGGAARKZ-KRWDZBQOSA-N

> <FORMULA>
C18H37NO2

> <MOLECULAR_WEIGHT>
299.4919

> <EXACT_MASS>
299.282429433

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
39.55737245748067

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-amino-1-hydroxyoctadecan-3-one

> <ALOGPS_LOGP>
5.45

> <JCHEM_LOGP>
5.183932733333332

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.776671018108974

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.375515999596963

> <JCHEM_PKA_STRONGEST_BASIC>
7.5357847026034985

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
90.032

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-ketosphinganine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001480
     RDKit          3D
3-Dehydrosphinganine
 58 57  0  0  0  0  0  0  0  0999 V2000
    8.9669    1.1424    0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869    1.2409    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481    0.0160    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828    0.2816   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657   -0.8642   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280   -0.5928   -0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178    0.6351   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2112    0.9887   -0.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    0.1719   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603   -1.2373   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252   -1.8352   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.9554    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4024   -0.8256    1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195    0.2181    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6646   -0.3557    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5442    0.7065   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1277    1.8447   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9121    0.3721   -0.6293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1631   -1.0519   -0.4282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8835    1.2042    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6245    2.5380   -0.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5493    0.4262   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8802    0.7872    1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4600    2.1149    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6716    1.3425   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0469    2.1217    0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5510   -0.0468    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1850   -0.8968   -0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637    1.2463    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341    0.4321   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -1.7747   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008   -0.9821    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5306   -1.4891   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4490   -0.4093   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4903    0.5311    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1978    1.5361   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274    2.0512   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    1.1703   -1.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    0.2660    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469    0.6940   -1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735   -1.8975   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2431   -1.4131   -2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.3242   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059   -2.9069   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823   -2.6384    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663   -2.6230    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -1.3054    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281   -0.3773    1.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.9508    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9426    0.7851   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -1.1650   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -0.8203    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9700    0.6215   -1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1057   -1.3192   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9023   -1.3627    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9126    0.9634   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6675    0.9816    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4595    3.0883   -0.0851 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  6
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -5.837   0.364   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.509  -0.405   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.172  -0.405   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.175   0.364   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.506   0.364   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -7.172  -1.941   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.840  -0.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.841  -0.405   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -8.506   1.908   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.505   0.364   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -11.176   0.364   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.822  -0.405   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.157   0.364   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.492  -0.405   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.826   0.364   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.161  -0.405   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.489   0.364   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.823  -0.405   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.158   0.364   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.492  -0.405   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.820   0.364   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    7                                                       
CONECT    5    3    8    9                                                  
CONECT    6    3                                                            
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    5                                                            
CONECT   10    7   12                                                       
CONECT   11    8                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0001480
HETATM    1  C1  UNL     1       8.967   1.142   0.607  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.587   1.241   0.013  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.748   0.016   0.313  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.383   0.282  -0.361  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.466  -0.864  -0.132  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.128  -0.593  -0.830  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.518   0.635  -0.262  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.211   0.989  -0.832  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.009   0.172  -0.606  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.060  -1.237  -0.980  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.425  -1.835  -0.806  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.060  -1.955   0.492  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.402  -0.826   1.352  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.320   0.218   0.781  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.665  -0.356   0.386  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.544   0.706  -0.174  1.00  0.00           C  
HETATM   17  O1  UNL     1      -5.128   1.845  -0.252  1.00  0.00           O  
HETATM   18  C17 UNL     1      -6.912   0.372  -0.629  1.00  0.00           C  
HETATM   19  N1  UNL     1      -7.163  -1.052  -0.428  1.00  0.00           N  
HETATM   20  C18 UNL     1      -7.883   1.204   0.194  1.00  0.00           C  
HETATM   21  O2  UNL     1      -7.625   2.538  -0.014  1.00  0.00           O  
HETATM   22  H1  UNL     1       9.549   0.426  -0.005  1.00  0.00           H  
HETATM   23  H2  UNL     1       8.880   0.787   1.664  1.00  0.00           H  
HETATM   24  H3  UNL     1       9.460   2.115   0.546  1.00  0.00           H  
HETATM   25  H4  UNL     1       7.672   1.342  -1.103  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.047   2.122   0.383  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.551  -0.047   1.391  1.00  0.00           H  
HETATM   28  H7  UNL     1       7.185  -0.897  -0.122  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.064   1.246   0.091  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.534   0.432  -1.430  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.933  -1.775  -0.505  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.201  -0.982   0.950  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.531  -1.489  -0.889  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.449  -0.409  -1.916  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.490   0.531   0.864  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.198   1.536  -0.390  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.927   2.051  -0.489  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.309   1.170  -1.967  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.211   0.266   0.498  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.847   0.694  -1.168  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.573  -1.897  -0.288  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.243  -1.413  -2.031  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.060  -1.324  -1.591  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.306  -2.907  -1.208  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.982  -2.638   0.452  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.366  -2.623   1.129  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.084  -1.305   2.184  1.00  0.00           H  
HETATM   48  H27 UNL     1      -1.628  -0.377   1.990  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.522   0.951   1.604  1.00  0.00           H  
HETATM   50  H29 UNL     1      -2.943   0.785  -0.063  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.557  -1.165  -0.366  1.00  0.00           H  
HETATM   52  H31 UNL     1      -5.102  -0.820   1.304  1.00  0.00           H  
HETATM   53  H32 UNL     1      -6.970   0.621  -1.703  1.00  0.00           H  
HETATM   54  H33 UNL     1      -8.106  -1.319  -0.733  1.00  0.00           H  
HETATM   55  H34 UNL     1      -6.902  -1.363   0.513  1.00  0.00           H  
HETATM   56  H35 UNL     1      -8.913   0.963  -0.097  1.00  0.00           H  
HETATM   57  H36 UNL     1      -7.667   0.982   1.264  1.00  0.00           H  
HETATM   58  H37 UNL     1      -8.459   3.088  -0.085  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   17   18
CONECT   18   19   20   53
CONECT   19   54   55
CONECT   20   21   56   57
CONECT   21   58
END

HMDB0001480
     RDKit          3D
3-Dehydrosphinganine
 58 57  0  0  0  0  0  0  0  0999 V2000
    8.9669    1.1424    0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5869    1.2409    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481    0.0160    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828    0.2816   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657   -0.8642   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280   -0.5928   -0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178    0.6351   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2112    0.9887   -0.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    0.1719   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603   -1.2373   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252   -1.8352   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.9554    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4024   -0.8256    1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195    0.2181    0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6646   -0.3557    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5442    0.7065   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1277    1.8447   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9121    0.3721   -0.6293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1631   -1.0519   -0.4282 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8835    1.2042    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6245    2.5380   -0.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5493    0.4262   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8802    0.7872    1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4600    2.1149    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6716    1.3425   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0469    2.1217    0.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5510   -0.0468    1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1850   -0.8968   -0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637    1.2463    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341    0.4321   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -1.7747   -0.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008   -0.9821    0.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5306   -1.4891   -0.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4490   -0.4093   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4903    0.5311    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1978    1.5361   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274    2.0512   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    1.1703   -1.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    0.2660    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469    0.6940   -1.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735   -1.8975   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2431   -1.4131   -2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -1.3242   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059   -2.9069   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823   -2.6384    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663   -2.6230    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837   -1.3054    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281   -0.3773    1.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.9508    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9426    0.7851   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -1.1650   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -0.8203    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9700    0.6215   -1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1057   -1.3192   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9023   -1.3627    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9126    0.9634   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6675    0.9816    1.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4595    3.0883   -0.0851 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  6
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Dehydro-D-sphinganine	ChEBI
3-Ketodihydrosphingosine	ChEBI
3-Ketosphinganine	ChEBI
(2S)-2-Amino-1-hydroxyoctadecan-3-one	HMDB
1-Hydroxy-2-amino-3-oxo-octadecane	HMDB
2-Amino-1-hydroxy-3-octadecanone	HMDB
KDHS	HMDB
Ketodihydrosphingosine	HMDB
(+-)-Isomer OF ketodihydrosphingosine	HMDB
(S)-Isomer OF ketodihydrosphingosine	HMDB

Chemical Formula

C₁₈H₃₇NO₂

Average Molecular Weight

299.4919

Monoisotopic Molecular Weight

299.282429433

IUPAC Name

(2S)-2-amino-1-hydroxyoctadecan-3-one

Traditional Name

3-ketosphinganine

CAS Registry Number

16105-69-4

SMILES

CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO

InChI Identifier

InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17,20H,2-16,19H2,1H3/t17-/m0/s1

InChI Key

KBUNOSOGGAARKZ-KRWDZBQOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Beta-hydroxy ketones

Alternative Parents

Substituents

Beta-hydroxy ketone
Alpha-aminoketone
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-amino-1-hydroxyoctadecan-3-one (CHEBI:17862 )
Sphing-4-enines (Sphingosines) (C02934 )
Sphinganines (LMSP01020002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0001480)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001480)

Source

Endogenous

Endogenous (HMDB: HMDB0001480)

Plant

Animal

Animal (HMDB: HMDB0001480)

Exogenous

Food

Food (HMDB: HMDB0001480)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Nut

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

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

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

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

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

Drupe

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

Fruits (FooDB: FOOD00871)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

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

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

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

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

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

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0001480)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0001480)

Biochemical pathway

Metabolic pathway

Sphingolipid Metabolism (PathBank: SMP0002378)
Sphingolipid Metabolism (PathBank: SMP0063667)
Sphingolipid Metabolism (HMDB: HMDB0001480)
Biosynthesis of Unsaturated Fatty Acids (PathBank: SMP0002324)
Biosynthesis of Unsaturated Fatty Acids (Tetracosanoyl-CoA) (PathBank: SMP0002325)
Biosynthesis of Unsaturated Fatty Acids (Docosanoyl-CoA) (PathBank: SMP0002329)
Biosynthesis of Unsaturated Fatty Acids (Icosanoyl-CoA) (PathBank: SMP0002346)
Biosynthesis of Unsaturated Fatty Acids (Stearoyl-CoA) (PathBank: SMP0002347)

Disease pathway

Globoid Cell Leukodystrophy (PathBank: SMP0120702)
Metachromatic Leukodystrophy (MLD) (PathBank: SMP0120738)
Krabbe Disease (PathBank: SMP0120810)
Globoid Cell Leukodystrophy (HMDB: HMDB0001480)
Gaucher Disease (PathBank: SMP0120481)
Fabry Disease (PathBank: SMP0120809)

Role

Biological role

Energy source (HMDB: HMDB0001480)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001480)

Physical Properties

State

Solid

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
Water Solubility	0.0013 g/L	ALOGPS
logP	5.45	ALOGPS
logP	5.18	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.38	ChemAxon
pKa (Strongest Basic)	7.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	90.03 m³·mol⁻¹	ChemAxon
Polarizability	39.56 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	179.493	31661259
DarkChem	[M+H]+	179.493	31661259
DarkChem	[M-H]-	178.66	31661259
DarkChem	[M-H]-	178.66	31661259
AllCCS	[M+H]+	185.649	32859911
AllCCS	[M-H]-	180.712	32859911
DeepCCS	[M+H]+	186.296	30932474
DeepCCS	[M-H]-	183.372	30932474
DeepCCS	[M-2H]-	217.753	30932474
DeepCCS	[M+Na]+	194.043	30932474
AllCCS	[M+H]+	185.6	32859911
AllCCS	[M+H-H2O]+	182.8	32859911
AllCCS	[M+NH4]+	188.3	32859911
AllCCS	[M+Na]+	189.0	32859911
AllCCS	[M-H]-	180.7	32859911
AllCCS	[M+Na-2H]-	181.8	32859911
AllCCS	[M+HCOO]-	183.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Dehydrosphinganine	CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO	2986.7	Standard polar	33892256
3-Dehydrosphinganine	CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO	2329.3	Standard non polar	33892256
3-Dehydrosphinganine	CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO	2430.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Dehydrosphinganine,1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO[Si](C)(C)C	2421.6	Semi standard non polar	33892256
3-Dehydrosphinganine,1TMS,isomer #2	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(N)CO	2554.9	Semi standard non polar	33892256
3-Dehydrosphinganine,1TMS,isomer #3	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@@H](N)CO	2493.5	Semi standard non polar	33892256
3-Dehydrosphinganine,1TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N[Si](C)(C)C	2502.4	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(N)CO[Si](C)(C)C	2615.0	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(N)CO[Si](C)(C)C	2506.6	Standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(N)CO[Si](C)(C)C	3252.7	Standard polar	33892256
3-Dehydrosphinganine,2TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@@H](N)CO[Si](C)(C)C	2530.0	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@@H](N)CO[Si](C)(C)C	2520.4	Standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@@H](N)CO[Si](C)(C)C	3213.7	Standard polar	33892256
3-Dehydrosphinganine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C)N[Si](C)(C)C	2544.7	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C)N[Si](C)(C)C	2595.1	Standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C)N[Si](C)(C)C	2646.1	Standard polar	33892256
3-Dehydrosphinganine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO)N[Si](C)(C)C	2669.9	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO)N[Si](C)(C)C	2594.6	Standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO)N[Si](C)(C)C	2834.3	Standard polar	33892256
3-Dehydrosphinganine,2TMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO)N[Si](C)(C)C	2571.3	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO)N[Si](C)(C)C	2551.3	Standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO)N[Si](C)(C)C	2784.4	Standard polar	33892256
3-Dehydrosphinganine,2TMS,isomer #6	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2641.2	Semi standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #6	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2617.3	Standard non polar	33892256
3-Dehydrosphinganine,2TMS,isomer #6	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2723.4	Standard polar	33892256
3-Dehydrosphinganine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)N[Si](C)(C)C	2726.8	Semi standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)N[Si](C)(C)C	2631.7	Standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)N[Si](C)(C)C	2615.8	Standard polar	33892256
3-Dehydrosphinganine,3TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N[Si](C)(C)C	2591.7	Semi standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N[Si](C)(C)C	2595.0	Standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N[Si](C)(C)C	2570.1	Standard polar	33892256
3-Dehydrosphinganine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2749.4	Semi standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2687.3	Standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2554.7	Standard polar	33892256
3-Dehydrosphinganine,3TMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO)N([Si](C)(C)C)[Si](C)(C)C	2784.2	Semi standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO)N([Si](C)(C)C)[Si](C)(C)C	2631.6	Standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO)N([Si](C)(C)C)[Si](C)(C)C	2645.3	Standard polar	33892256
3-Dehydrosphinganine,3TMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2785.9	Semi standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2634.4	Standard non polar	33892256
3-Dehydrosphinganine,3TMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2658.5	Standard polar	33892256
3-Dehydrosphinganine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2846.1	Semi standard non polar	33892256
3-Dehydrosphinganine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2633.9	Standard non polar	33892256
3-Dehydrosphinganine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2494.3	Standard polar	33892256
3-Dehydrosphinganine,4TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2831.8	Semi standard non polar	33892256
3-Dehydrosphinganine,4TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2637.5	Standard non polar	33892256
3-Dehydrosphinganine,4TMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2488.9	Standard polar	33892256
3-Dehydrosphinganine,1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO[Si](C)(C)C(C)(C)C	2671.1	Semi standard non polar	33892256
3-Dehydrosphinganine,1TBDMS,isomer #2	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(N)CO	2826.9	Semi standard non polar	33892256
3-Dehydrosphinganine,1TBDMS,isomer #3	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@@H](N)CO	2724.3	Semi standard non polar	33892256
3-Dehydrosphinganine,1TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N[Si](C)(C)C(C)(C)C	2730.6	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(N)CO[Si](C)(C)C(C)(C)C	3112.8	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(N)CO[Si](C)(C)C(C)(C)C	2855.3	Standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(N)CO[Si](C)(C)C(C)(C)C	3301.4	Standard polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@@H](N)CO[Si](C)(C)C(C)(C)C	2971.1	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@@H](N)CO[Si](C)(C)C(C)(C)C	2838.2	Standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@@H](N)CO[Si](C)(C)C(C)(C)C	3259.2	Standard polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2998.4	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2944.4	Standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2864.4	Standard polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO)N[Si](C)(C)C(C)(C)C	3191.0	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO)N[Si](C)(C)C(C)(C)C	2887.9	Standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO)N[Si](C)(C)C(C)(C)C	2984.3	Standard polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)N[Si](C)(C)C(C)(C)C	3045.4	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)N[Si](C)(C)C(C)(C)C	2865.6	Standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)N[Si](C)(C)C(C)(C)C	2930.8	Standard polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #6	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3086.3	Semi standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #6	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2943.5	Standard non polar	33892256
3-Dehydrosphinganine,2TBDMS,isomer #6	CCCCCCCCCCCCCCCC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2888.8	Standard polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3450.7	Semi standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3045.0	Standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2940.2	Standard polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3256.2	Semi standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3061.2	Standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2888.4	Standard polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3380.2	Semi standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3161.6	Standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2874.7	Standard polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3479.7	Semi standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3107.0	Standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #4	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2928.4	Standard polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.0	Semi standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3090.8	Standard non polar	33892256
3-Dehydrosphinganine,3TBDMS,isomer #5	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2906.8	Standard polar	33892256
3-Dehydrosphinganine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3750.7	Semi standard non polar	33892256
3-Dehydrosphinganine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3246.3	Standard non polar	33892256
3-Dehydrosphinganine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2902.5	Standard polar	33892256
3-Dehydrosphinganine,4TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3663.1	Semi standard non polar	33892256
3-Dehydrosphinganine,4TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3262.6	Standard non polar	33892256
3-Dehydrosphinganine,4TBDMS,isomer #2	CCCCCCCCCCCCCCC=C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2863.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Dehydrosphinganine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p9-9120000000-135052b999433b5dd30b	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Dehydrosphinganine GC-MS (1 TMS) - 70eV, Positive	splash10-03di-9321000000-e0d96cb3bea3c320412a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Dehydrosphinganine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Dehydrosphinganine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 10V, Positive-QTOF	splash10-0f89-2096000000-8323a157b44b31f2331a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 20V, Positive-QTOF	splash10-01qa-4491000000-39be7a6025f78d062cb5	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 40V, Positive-QTOF	splash10-01ox-9510000000-a675e52903f069501f67	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 10V, Negative-QTOF	splash10-0002-1090000000-e36f44a44812cc09023c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 20V, Negative-QTOF	splash10-015j-4090000000-4a24200105a7fd0afd1e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 40V, Negative-QTOF	splash10-052f-9020000000-edd2ec1e7a7fae113d2f	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 10V, Positive-QTOF	splash10-0ue9-3069000000-e43a689cbba7742dc5c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 20V, Positive-QTOF	splash10-01q9-9282000000-f83e19a33602a8a25cb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 40V, Positive-QTOF	splash10-0a4l-9000000000-f16a410d8c3330af51f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 10V, Negative-QTOF	splash10-014j-0090000000-7d1c46d2460baf58b0dc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 20V, Negative-QTOF	splash10-06ej-3090000000-b775508a0489f38a77f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Dehydrosphinganine 40V, Negative-QTOF	splash10-0a4l-9010000000-b10c9eb2adca17092c8c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Starch and sucrose metabolism	Not Available
Gaucher Disease		Not Available
Globoid Cell Leukodystrophy		Not Available
Metachromatic Leukodystrophy (MLD)		Not Available
Fabry disease		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

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

FDB022645

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

3428

PubChem Compound

439853

PDB ID

Not Available

ChEBI ID

17862

Food Biomarker Ontology

Not Available

VMH ID

3DSPHGN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Stoffel W, Assmann G, Binczek E: Metabolism of sphingosine bases. 13. Enzymatic synthesis of 1-phosphate esters of 4t-sphingenine (sphingosine), sphinganine (dihydrosphingosine), 4-hydroxysphinganine (phytosphingosine) and 3-dehydrosphinganine by erythrocytes. Hoppe Seylers Z Physiol Chem. 1970 May;351(5):635-42. [PubMed:4315749 ]
Newman H: A short, simple synthetic route to 3-dehydrosphinganine and related compounds. Chem Phys Lipids. 1974 Feb;12(1):48-52. [PubMed:4362562 ]

Only showing the first 10 proteins. There are 45 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Globoside alpha-1,3-N-acetylgalactosaminyltransferase 1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: Catalyzes the formation of some glycolipid via the addition of N-acetylgalactosamine (GalNAc) in alpha-1,3-linkage to some substrate. Glycolipids probably serve for adherence of some pathogens
Gene Name:: GBGT1
Uniprot ID:: Q8N5D6
Molecular weight:: 40126.9

Enzyme Details

2. N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase

General function:: Involved in N-acetylglucosaminylphosphatidylinositol de
Specific function:: Involved in the second step of GPI biosynthesis. De-N-acetylation of N-acetylglucosaminyl-phosphatidylinositol.
Gene Name:: PIGL
Uniprot ID:: Q9Y2B2
Molecular weight:: 28530.965

Enzyme Details

3. Serine palmitoyltransferase 1

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Serine palmitoyltransferase (SPT). The heterodimer formed with SPTLC2 or SPTLC3 constitutes the catalytic core. The composition of the serine palmitoyltransferase (SPT) complex determines the substrate preference. The SPTLC1-SPTLC2-SPTSSA complex shows a strong preference for C16-CoA substrate, while the SPTLC1-SPTLC3-SPTSSA isozyme uses both C14-CoA and C16-CoA as substrates, with a slight preference for C14-CoA. The SPTLC1-SPTLC2-SPTSSB complex shows a strong preference for C18-CoA substrate, while the SPTLC1-SPTLC3-SPTSSB isozyme displays an ability to use a broader range of acyl-CoAs, without apparent preference.
Gene Name:: SPTLC1
Uniprot ID:: O15269
Molecular weight:: 52743.41

Reactions

Palmityl-CoA + Serine → Coenzyme A + 3-Dehydrosphinganine + CO(2)	details
Palmityl-CoA + Serine → 3-Dehydrosphinganine + Coenzyme A + Carbon dioxide	details

Enzyme Details

4. Serine palmitoyltransferase 2

General function:: Involved in transferase activity
Specific function:: Serine palmitoyltransferase (SPT). The heterodimer formed with LCB1/SPTLC1 constitutes the catalytic core. The composition of the serine palmitoyltransferase (SPT) complex determines the substrate preference. The SPTLC1-SPTLC2-SPTSSA complex shows a strong preference for C16-CoA substrate, while the SPTLC1-SPTLC2-SPTSSB complex displays a preference for C18-CoA substrate.
Gene Name:: SPTLC2
Uniprot ID:: O15270
Molecular weight:: 62923.765

Reactions

Palmityl-CoA + Serine → Coenzyme A + 3-Dehydrosphinganine + CO(2)	details
Palmityl-CoA + Serine → 3-Dehydrosphinganine + Coenzyme A + Carbon dioxide	details

Enzyme Details

5. Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGQ
Uniprot ID:: Q9BRB3
Molecular weight:: 65343.25

Enzyme Details

6. Phosphatidylinositol N-acetylglucosaminyltransferase subunit A

General function:: Involved in biosynthetic process
Specific function:: Necessary for the synthesis of N-acetylglucosaminyl-phosphatidylinositol, the very early intermediate in GPI-anchor biosynthesis.
Gene Name:: PIGA
Uniprot ID:: P37287
Molecular weight:: 54126.065

Enzyme Details

7. Phosphatidylinositol N-acetylglucosaminyltransferase subunit H

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltr
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGH
Uniprot ID:: Q14442
Molecular weight:: 21080.415

Enzyme Details

8. Phosphatidylinositol N-acetylglucosaminyltransferase subunit P

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltr
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGP
Uniprot ID:: P57054
Molecular weight:: 18089.055

Enzyme Details

9. Phosphatidylinositol N-acetylglucosaminyltransferase subunit C

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGC
Uniprot ID:: Q92535
Molecular weight:: 33582.18

Enzyme Details

10. Ganglioside GM2 activator

General function:: Involved in sphingolipid activator protein activity
Specific function:: Binds gangliosides and stimulates ganglioside GM2 degradation. It stimulates only the breakdown of ganglioside GM2 and glycolipid GA2 by beta-hexosaminidase A. It extracts single GM2 molecules from membranes and presents them in soluble form to beta-hexosaminidase A for cleavage of N-acetyl-D-galactosamine and conversion to GM3
Gene Name:: GM2A
Uniprot ID:: P17900
Molecular weight:: 20838.1

Only showing the first 10 proteins. There are 45 proteins in total.

Show all enzymes and transporters

Showing metabocard for 3-Dehydrosphinganine (HMDB0001480)

MOL for HMDB0001480 (3-Dehydrosphinganine)

3D MOL for HMDB0001480 (3-Dehydrosphinganine)

3D SDF for HMDB0001480 (3-Dehydrosphinganine)

3D-SDF for HMDB0001480 (3-Dehydrosphinganine)

PDB for HMDB0001480 (3-Dehydrosphinganine)

3D PDB for HMDB0001480 (3-Dehydrosphinganine)

SMILES for HMDB0001480 (3-Dehydrosphinganine)

INCHI for HMDB0001480 (3-Dehydrosphinganine)

Structure for HMDB0001480 (3-Dehydrosphinganine)

3D Structure for HMDB0001480 (3-Dehydrosphinganine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions