MiMeDB: Showing metabocard for Alpha-galactosylceramide (MMDBc0024719)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:31:04 UTC

Update Date

2022-08-31 06:49:57 UTC

Metabolite ID

MMDBc0024719

Metabolite Identification

Common Name

Alpha-galactosylceramide

Description

(3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review very few articles have been published on (3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116312D          

 58 58  0  0  1  0            999 V2000
   11.9100    6.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3653    5.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9901    3.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4453    4.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0070    5.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871    4.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6608    5.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7408    3.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    5.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3244    3.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4235    5.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5035    3.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5906    5.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    4.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0772    6.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1572    3.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8279    5.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079    4.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8399    5.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9199    3.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1742    4.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    4.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4936    6.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4115    5.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915    4.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    5.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2930    0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0339    3.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2563    5.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3363    3.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578    4.8097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0751    4.4323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8378    4.7468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3607    1.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    4.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    0.8467    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7771    1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682    2.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055    2.4822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5786    4.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557    0.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    3.9920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467    5.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    3.8032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398    1.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219    2.6709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2518    1.9790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6488    5.6275    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    3.9291    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6005    5.0614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    0.3434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    0.5322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0145    1.6645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4309    1.8532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    2.9855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 30  1  1  0  0  0  0
 30  2  1  0  0  0  0
 30 23  1  0  0  0  0
 31  3  1  0  0  0  0
 31  4  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  1  0  0  0  0
 32 27  1  0  0  0  0
 33 29  1  0  0  0  0
 34 26  1  0  0  0  0
 34 33  1  0  0  0  0
 35 28  1  0  0  0  0
 36 27  1  0  0  0  0
 37 35  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 33 41  1  6  0  0  0
 41 36  2  0  0  0  0
 42 28  1  0  0  0  0
 32 43  1  6  0  0  0
 34 44  1  1  0  0  0
 36 45  1  4  0  0  0
 37 46  1  1  0  0  0
 47 38  1  0  0  0  0
 48 39  1  0  0  0  0
 49 29  1  0  0  0  0
 40 49  1  1  0  0  0
 50 35  1  0  0  0  0
 50 40  1  0  0  0  0
 32 51  1  6  0  0  0
 33 52  1  6  0  0  0
 34 53  1  6  0  0  0
 54 35  1  0  0  0  0
 37 55  1  6  0  0  0
 56 38  1  0  0  0  0
 57 39  1  0  0  0  0
 40 58  1  6  0  0  0
M  END


  Mrv1652305152116312D          

 58 58  0  0  1  0            999 V2000
   11.9100    6.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3653    5.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9901    3.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4453    4.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0070    5.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871    4.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6608    5.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7408    3.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    5.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3244    3.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4235    5.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5035    3.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5906    5.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    4.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0772    6.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1572    3.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8279    5.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079    4.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8399    5.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9199    3.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1742    4.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2542    4.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4936    6.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4115    5.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915    4.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    5.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2930    0.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0339    3.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2563    5.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3363    3.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578    4.8097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0751    4.4323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8378    4.7468    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3607    1.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    4.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    0.8467    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7771    1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682    2.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055    2.4822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5786    4.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557    0.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    3.9920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467    5.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    3.8032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398    1.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219    2.6709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2518    1.9790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6488    5.6275    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    3.9291    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6005    5.0614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4697    0.3434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    0.5322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0145    1.6645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4309    1.8532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    2.9855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 30  1  1  0  0  0  0
 30  2  1  0  0  0  0
 30 23  1  0  0  0  0
 31  3  1  0  0  0  0
 31  4  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  1  0  0  0  0
 32 27  1  0  0  0  0
 33 29  1  0  0  0  0
 34 26  1  0  0  0  0
 34 33  1  0  0  0  0
 35 28  1  0  0  0  0
 36 27  1  0  0  0  0
 37 35  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 33 41  1  6  0  0  0
 41 36  2  0  0  0  0
 42 28  1  0  0  0  0
 32 43  1  6  0  0  0
 34 44  1  1  0  0  0
 36 45  1  4  0  0  0
 37 46  1  1  0  0  0
 47 38  1  0  0  0  0
 48 39  1  0  0  0  0
 49 29  1  0  0  0  0
 40 49  1  1  0  0  0
 50 35  1  0  0  0  0
 50 40  1  0  0  0  0
 32 51  1  6  0  0  0
 33 52  1  6  0  0  0
 34 53  1  6  0  0  0
 54 35  1  0  0  0  0
 37 55  1  6  0  0  0
 56 38  1  0  0  0  0
 57 39  1  0  0  0  0
 40 58  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024719

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCCCCCCCCCCC(C)C)CC(O)=N[C@@]([H])(CO[C@]1([H])OC([H])(CO)[C@]([H])(O)C([H])(O)C1([H])O)[C@]([H])(O)CCCCCCCCCCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H79NO9/c1-30(2)23-19-15-11-7-5-9-13-17-21-25-32(43)27-36(45)41-33(29-49-40-39(48)38(47)37(46)35(28-42)50-40)34(44)26-22-18-14-10-6-8-12-16-20-24-31(3)4/h30-35,37-40,42-44,46-48H,5-29H2,1-4H3,(H,41,45)/t32-,33+,34-,35?,37+,38?,39?,40-/m1/s1

> <INCHI_KEY>
TVSWUEMHNUKUAZ-FQMLERHQSA-N

> <FORMULA>
C40H79NO9

> <MOLECULAR_WEIGHT>
718.07

> <EXACT_MASS>
717.575483128

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
90.07755022622689

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid

> <ALOGPS_LOGP>
6.12

> <JCHEM_LOGP>
8.574227617333333

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.208506367838444

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.357274302402388

> <JCHEM_PKA_STRONGEST_BASIC>
2.7098677499174557

> <JCHEM_POLAR_SURFACE_AREA>
172.42999999999998

> <JCHEM_REFRACTIVITY>
199.15880000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      22.232  12.031   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.215   9.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -18.648   5.808   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -17.631   8.274   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.080  10.035   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.496   7.804   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.300  10.974   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.716   6.865   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.656  10.622   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.072   7.217   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.724  10.387   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.140   7.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.436   9.683   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.852   8.156   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.944  11.327   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.360   6.512   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.012  10.270   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.428   7.569   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.368  10.740   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.784   7.099   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.792   9.330   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.208   8.508   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.588  11.679   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -16.004   6.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.368   9.918   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.784   7.921   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.724   9.565   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.547   1.228   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.063   6.747   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.012  11.092   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.428   6.747   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.148   8.978   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.140   8.274   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.564   8.861   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.673   2.168   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.504   8.626   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.097   1.580   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.317   2.520   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.114   4.046   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.690   4.633   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       1.080   9.213   0.000  0.00  0.00           N+0
HETATM   42  O   UNK     0      -1.971   1.815   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       5.351   7.452   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.767  10.387   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       2.707   7.099   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       2.300   0.054   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       4.741   1.933   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       4.334   4.986   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       1.487   6.160   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.470   3.694   0.000  0.00  0.00           O+0
HETATM   51  H   UNK     0       4.944  10.505   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.360   7.334   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.988   9.448   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.877   0.641   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.521   0.993   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.894   3.107   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.538   3.459   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.911   5.573   0.000  0.00  0.00           H+0
CONECT    1   30                                                            
CONECT    2   30                                                            
CONECT    3   31                                                            
CONECT    4   31                                                            
CONECT    5    7    9                                                       
CONECT    6    8   10                                                       
CONECT    7    5   11                                                       
CONECT    8    6   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11    7   15                                                       
CONECT   12    8   16                                                       
CONECT   13    9   17                                                       
CONECT   14   10   18                                                       
CONECT   15   11   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   21                                                       
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   24                                                       
CONECT   21   17   25                                                       
CONECT   22   18   26                                                       
CONECT   23   19   30                                                       
CONECT   24   20   31                                                       
CONECT   25   21   32                                                       
CONECT   26   22   34                                                       
CONECT   27   32   36                                                       
CONECT   28   35   42                                                       
CONECT   29   33   49                                                       
CONECT   30    1    2   23                                                  
CONECT   31    3    4   24                                                  
CONECT   32   25   27   43   51                                             
CONECT   33   29   34   41   52                                             
CONECT   34   26   33   44   53                                             
CONECT   35   28   37   50   54                                             
CONECT   36   27   41   45                                                  
CONECT   37   35   38   46   55                                             
CONECT   38   37   39   47   56                                             
CONECT   39   38   40   48   57                                             
CONECT   40   39   49   50   58                                             
CONECT   41   33   36                                                       
CONECT   42   28                                                            
CONECT   43   32                                                            
CONECT   44   34                                                            
CONECT   45   36                                                            
CONECT   46   37                                                            
CONECT   47   38                                                            
CONECT   48   39                                                            
CONECT   49   29   40                                                       
CONECT   50   35   40                                                       
CONECT   51   32                                                            
CONECT   52   33                                                            
CONECT   53   34                                                            
CONECT   54   35                                                            
CONECT   55   37                                                            
CONECT   56   38                                                            
CONECT   57   39                                                            
CONECT   58   40                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  116    0
END

Synonyms

Value	Source
(3R)-3-Hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidate	Generator

Molecular Formula

C₄₀H₇₉NO₉

Average Mass

718.07

Monoisotopic Mass

717.575483128

IUPAC Name

(3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid

Traditional Name

(3R)-3-hydroxy-N-[(2S,3R)-3-hydroxy-15-methyl-1-{[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexadecan-2-yl]-15-methylhexadecanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CCCCCCCCCCCC(C)C)CC(O)=N[C@@]([H])(CO[C@]1([H])OC([H])(CO)[C@]([H])(O)C([H])(O)C1([H])O)[C@]([H])(O)CCCCCCCCCCCC(C)C

InChI Identifier

InChI=1S/C40H79NO9/c1-30(2)23-19-15-11-7-5-9-13-17-21-25-32(43)27-36(45)41-33(29-49-40-39(48)38(47)37(46)35(28-42)50-40)34(44)26-22-18-14-10-6-8-12-16-20-24-31(3)4/h30-35,37-40,42-44,46-48H,5-29H2,1-4H3,(H,41,45)/t32-,33+,34-,35?,37+,38?,39?,40-/m1/s1

InChI Key

TVSWUEMHNUKUAZ-FQMLERHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.004 g/L	ALOGPS
logP	6.12	ALOGPS
logP	8.57	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	5.36	ChemAxon
pKa (Strongest Basic)	2.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	172.43 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	199.16 m³·mol⁻¹	ChemAxon
Polarizability	90.08 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	1	Human feces; Human ; Human urine	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145720643

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Alpha-galactosylceramide (MMDBc0024719)

MOL for #<Metabolite:0x00007fecd72a9d58>

3D MOL for #<Metabolite:0x00007fecd72a9d58>

3D SDF for #<Metabolite:0x00007fecd72a9d58>

3D-SDF for #<Metabolite:0x00007fecd72a9d58>

PDB for #<Metabolite:0x00007fecd72a9d58>

3D PDB for #<Metabolite:0x00007fecd72a9d58>

SMILES for #<Metabolite:0x00007fecd72a9d58>

INCHI for #<Metabolite:0x00007fecd72a9d58>

Structure for #<Metabolite:0x00007fecd72a9d58>

3D Structure for #<Metabolite:0x00007fecd72a9d58>