MiMeDB: Showing metabocard for Mooreaside A (MMDBc0027261)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 16:58:54 UTC

Update Date

2025-10-07 16:07:42 UTC

Metabolite ID

MMDBc0027261

Metabolite Identification

Common Name

Mooreaside A

Description

Mooreaside A is a cerebroside, a class of glycosphingolipids characterized by a sugar moiety linked to a ceramide backbone. Its chemical structure features a long-chain fatty acid attached to a sphingosine base, which is further glycosylated, contributing to its unique properties. The compound was isolated from the organic extract of the Red Sea cyanobacterium, highlighting its potential as a novel metabolite with distinct biochemical pathways. Cerebrosides like mooreaside A are involved in various cellular processes, including cell membrane structure and signaling, as they can influence membrane fluidity and protein interactions. Additionally, they play roles in neurobiology and immune responses, serving as recognition sites for specific proteins and pathogens. The identification of mooreaside A alongside other nucleoside derivatives in the same study suggests a complex interplay of metabolites that may contribute to the organism's adaptation and survival in its marine environment (PMID:27005610 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152118582D          

 66 66  0  0  1  0            999 V2000
  -10.0026   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   28.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   27.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   27.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   26.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   25.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   25.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   24.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   23.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   23.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   22.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   22.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   21.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   21.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   20.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   18.9750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737   19.8000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   17.3250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   17.7375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   18.5625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   18.9750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7171   18.5625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   18.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   20.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   19.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   17.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   18.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   19.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   18.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   17.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1460   16.9125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   18.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   18.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   19.3875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   19.3875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 16  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  2  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 41 40  1  0  0  0  0
 42 37  1  0  0  0  0
 42 41  1  0  0  0  0
 43 39  1  1  0  0  0
 44 38  1  0  0  0  0
 45 43  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 41 49  1  1  0  0  0
 49 44  2  0  0  0  0
 50 39  1  0  0  0  0
 42 51  1  6  0  0  0
 44 52  1  4  0  0  0
 45 53  1  6  0  0  0
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 47 55  1  6  0  0  0
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 48 56  1  1  0  0  0
 57 43  1  0  0  0  0
 57 48  1  0  0  0  0
 58 33  1  0  0  0  0
 59 35  1  0  0  0  0
 41 60  1  1  0  0  0
 42 61  1  1  0  0  0
 43 62  1  6  0  0  0
 45 63  1  1  0  0  0
 46 64  1  6  0  0  0
 47 65  1  1  0  0  0
 48 66  1  6  0  0  0
M  END


  Mrv1652305152118582D          

 66 66  0  0  1  0            999 V2000
  -10.0026   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   28.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   27.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   27.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   26.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   25.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   25.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   24.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   23.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   22.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   21.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   20.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   18.9750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737   19.8000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   17.3250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   17.7375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   18.5625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   18.9750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7171   18.5625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   18.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   20.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   19.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   17.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   18.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   19.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   18.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   17.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   21.0375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   21.4500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   19.3875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   20.6250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   16.9125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   18.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   18.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   19.3875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   19.3875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
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 38 36  1  0  0  0  0
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 41 49  1  1  0  0  0
 49 44  2  0  0  0  0
 50 39  1  0  0  0  0
 42 51  1  6  0  0  0
 44 52  1  4  0  0  0
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 47 55  1  6  0  0  0
 56 40  1  0  0  0  0
 48 56  1  1  0  0  0
 57 43  1  0  0  0  0
 57 48  1  0  0  0  0
 58 33  1  0  0  0  0
 59 35  1  0  0  0  0
 41 60  1  1  0  0  0
 42 61  1  1  0  0  0
 43 62  1  6  0  0  0
 45 63  1  1  0  0  0
 46 64  1  6  0  0  0
 47 65  1  1  0  0  0
 48 66  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0027261

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCCCCC)=C(\[H])C[C@@]([H])(O)[C@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)N=C(O)CCCCCCCCCCCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C48H93NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h33,35,41-43,45-48,50-51,53-55H,3-32,34,36-40H2,1-2H3,(H,49,52)/b35-33+/t41-,42+,43+,45+,46-,47+,48+/m0/s1

> <INCHI_KEY>
DJXVTSAPDGAYAX-JPUVSGHGSA-N

> <FORMULA>
C48H93NO8

> <MOLECULAR_WEIGHT>
812.271

> <EXACT_MASS>
811.690118959

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
150

> <JCHEM_AVERAGE_POLARIZABILITY>
105.99184071886926

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,5E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadec-5-en-2-yl]pentacosanimidic acid

> <ALOGPS_LOGP>
9.13

> <JCHEM_LOGP>
13.314765485000002

> <ALOGPS_LOGS>
-6.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.208567622974263

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.818308992638833

> <JCHEM_PKA_STRONGEST_BASIC>
2.830627997108816

> <JCHEM_POLAR_SURFACE_AREA>
152.2

> <JCHEM_REFRACTIVITY>
235.67270000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
41

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R,5E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadec-5-en-2-yl]pentacosanimidic 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     -18.672  35.420   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.340  53.130   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.338  34.650   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.340  51.590   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -16.004  35.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.006  50.820   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.670  34.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.006  49.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.337  35.420   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.673  48.510   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.003  34.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.673  46.970   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669  35.420   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.339  46.200   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336  34.650   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.339  44.660   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  35.420   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  34.650   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  35.420   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  34.650   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  35.420   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  34.650   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.000  35.420   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  34.650   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  35.420   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  34.650   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      20.005  43.890   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335  35.420   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.005  42.350   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  34.650   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.672  41.580   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002  35.420   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.672  40.040   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.336  34.650   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.338  39.270   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.669  35.420   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.338  37.730   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.003  34.650   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.339  30.800   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      17.338  34.650   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.004  35.420   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.004  36.960   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      21.339  32.340   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      13.337  35.420   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      22.673  33.110   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      22.673  34.650   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      21.339  35.420   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      20.005  34.650   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      14.670  34.650   0.000  0.00  0.00           N+0
HETATM   50  O   UNK     0      20.005  30.030   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      14.670  37.730   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      13.337  36.960   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      24.006  32.340   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      24.006  35.420   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      21.339  36.960   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      18.672  35.420   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      20.005  33.110   0.000  0.00  0.00           O+0
HETATM   58  H   UNK     0      20.005  39.270   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      16.004  40.040   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      17.338  36.190   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      16.004  38.500   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      22.673  31.570   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      24.006  33.880   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      21.339  33.880   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      22.673  36.190   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      20.005  36.190   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   27                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   28                                                       
CONECT   27   16   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   31                                                       
CONECT   30   28   32                                                       
CONECT   31   29   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35   58                                                  
CONECT   34   32   36                                                       
CONECT   35   33   37   59                                                  
CONECT   36   34   38                                                       
CONECT   37   35   42                                                       
CONECT   38   36   44                                                       
CONECT   39   43   50                                                       
CONECT   40   41   56                                                       
CONECT   41   40   42   49   60                                             
CONECT   42   37   41   51   61                                             
CONECT   43   39   45   57   62                                             
CONECT   44   38   49   52                                                  
CONECT   45   43   46   53   63                                             
CONECT   46   45   47   54   64                                             
CONECT   47   46   48   55   65                                             
CONECT   48   47   56   57   66                                             
CONECT   49   41   44                                                       
CONECT   50   39                                                            
CONECT   51   42                                                            
CONECT   52   44                                                            
CONECT   53   45                                                            
CONECT   54   46                                                            
CONECT   55   47                                                            
CONECT   56   40   48                                                       
CONECT   57   43   48                                                       
CONECT   58   33                                                            
CONECT   59   35                                                            
CONECT   60   41                                                            
CONECT   61   42                                                            
CONECT   62   43                                                            
CONECT   63   45                                                            
CONECT   64   46                                                            
CONECT   65   47                                                            
CONECT   66   48                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  132    0
END

Synonyms

Not Available

Molecular Formula

C₄₈H₉₃NO₈

Average Mass

812.271

Monoisotopic Mass

811.690118959

IUPAC Name

N-[(2S,3R,5E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadec-5-en-2-yl]pentacosanimidic acid

Traditional Name

N-[(2S,3R,5E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptadec-5-en-2-yl]pentacosanimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCCCCC)=C(\[H])C[C@@]([H])(O)[C@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)N=C(O)CCCCCCCCCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C48H93NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h33,35,41-43,45-48,50-51,53-55H,3-32,34,36-40H2,1-2H3,(H,49,52)/b35-33+/t41-,42+,43+,45+,46-,47+,48+/m0/s1

InChI Key

DJXVTSAPDGAYAX-JPUVSGHGSA-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
N-acyl-amine
Monosaccharide
Fatty amide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	0.00033 g/L	ALOGPS
logP	9.13	ALOGPS
logP	13.31	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	5.82	ChemAxon
pKa (Strongest Basic)	2.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	152.2 Å²	ChemAxon
Rotatable Bond Count	41	ChemAxon
Refractivity	235.67 m³·mol⁻¹	ChemAxon
Polarizability	105.99 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_1_3) - 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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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/Eubacteria	Cyanobacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

58196615

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132580956

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Mooreaside A (MMDBc0027261)

MOL for #<Metabolite:0x00007f8d8d6dc870>

3D MOL for #<Metabolite:0x00007f8d8d6dc870>

3D SDF for #<Metabolite:0x00007f8d8d6dc870>

3D-SDF for #<Metabolite:0x00007f8d8d6dc870>

PDB for #<Metabolite:0x00007f8d8d6dc870>

3D PDB for #<Metabolite:0x00007f8d8d6dc870>

SMILES for #<Metabolite:0x00007f8d8d6dc870>

INCHI for #<Metabolite:0x00007f8d8d6dc870>

Structure for #<Metabolite:0x00007f8d8d6dc870>

3D Structure for #<Metabolite:0x00007f8d8d6dc870>