NP-MRD: Showing NP-Card for (1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one (NP0251209)

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Record Information

Version

2.0

Created at

2022-09-07 14:20:44 UTC

Updated at

2022-09-07 14:20:45 UTC

NP-MRD ID

NP0251209

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one

Description

7-O- beta-D-galactosyl-brefeldin A belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one is found in Penicillium brefeldianum. Based on a literature review very few articles have been published on 7-O- beta-D-galactosyl-brefeldin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072216202D          

 31 33  0  0  1  0            999 V2000
    9.0803   -0.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3040   -0.9382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0737   -1.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2491   -1.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -2.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7787   -2.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898   -1.0903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0886   -1.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.9923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6573   -1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0864   -0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -0.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -0.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -1.1834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3737    1.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458    0.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    1.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    0.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179    0.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932   -0.2891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1887    0.2819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9921    1.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809    0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3687    0.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9517    0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6217   -0.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 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
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 23  1  0  0  0  0
 24 23  1  1  0  0  0
  8 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END

     RDKit          3D

 65 67  0  0  0  0  0  0  0  0999 V2000
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    1.1098    0.0799    0.5251 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4108    0.2921    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3190    0.4326    1.0850 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.5976   -1.8696   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2091   -1.7861   -1.7433 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7654    0.5929   -0.3409 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1039    0.1904   -0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143    1.4870    0.8585 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1485    2.7174    0.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0190    1.7479    0.9170 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7830    2.6312    1.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -1.2850    0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -1.0908   -0.1403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5937   -1.4091    1.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6097   -2.3157    0.8450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0418   -0.2487    1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    0.0241    2.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674   -0.7657    2.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053   -1.0818    3.1983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -1.1718    0.8855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4253   -1.3573   -0.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2451    0.2984   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2986    0.1411    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2183   -1.0263   -1.1017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1985    1.2440    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7497    1.6671   -0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1177    1.3502   -2.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1550   -0.6726   -2.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2290   -0.6051   -1.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    0.3436   -3.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    0.6817   -2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    0.7713   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6646    1.5863   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615    1.8484    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1363    0.0806    1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7715    0.3407    2.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281   -0.4974   -0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9309   -2.7462   -0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -1.9781    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0789   -2.6657   -2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5998    1.2021   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6903    0.9859   -0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758    0.9474    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7970    2.7711    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7489    2.2437   -0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    2.5786    2.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349   -1.5506   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1441   -1.8213   -0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
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 31  2  1  0
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 16 52  1  0
 17 53  1  6
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 21 57  1  6
 22 58  1  0
M  END


  Mrv1652309072216202D          

 31 33  0  0  1  0            999 V2000
    9.0803   -0.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3040   -0.9382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0737   -1.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2491   -1.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -2.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7787   -2.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7898   -1.0903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0886   -1.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.9923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6573   -1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3737    1.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9761    1.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    0.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179    0.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932   -0.2891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1887    0.2819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9921    1.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809    0.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3687    0.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9517    0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6217   -0.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0251209

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CCCC=C[C@@H]2C[C@@H](C[C@H]2[C@H](O)\C=C\C(=O)O1)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O9/c1-12-5-3-2-4-6-13-9-14(10-15(13)16(24)7-8-18(25)29-12)30-22-21(28)20(27)19(26)17(11-23)31-22/h4,6-8,12-17,19-24,26-28H,2-3,5,9-11H2,1H3/b6-4?,8-7+/t12-,13+,14-,15+,16+,17?,19?,20?,21?,22?/m0/s1

> <INCHI_KEY>
WMQPIXSJUDBUIO-SYWMQLFZSA-N

> <FORMULA>
C22H34O9

> <MOLECULAR_WEIGHT>
442.505

> <EXACT_MASS>
442.220282675

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.05552906175342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,6S,11aS,13S,14aR)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4H,6H,7H,8H,9H,11aH,12H,13H,14H,14aH-cyclopenta[f]oxacyclotridecan-4-one

> <JCHEM_LOGP>
0.23638026199999917

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.180769228325886

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.208314157932845

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835415341694

> <JCHEM_POLAR_SURFACE_AREA>
145.91

> <JCHEM_REFRACTIVITY>
111.1621

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6S,11aS,13S,14aR)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,6H,7H,8H,9H,11aH,12H,13H,14H,14aH-cyclopenta[f]oxacyclotridecan-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      16.950  -1.230   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.501  -1.751   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.071  -3.230   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.532  -3.278   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.266  -4.391   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.787  -3.961   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.420  -2.465   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.941  -2.035   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.632  -2.846   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.456  -1.852   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.960  -2.219   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.895  -1.108   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.399  -1.475   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.333  -0.363   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.162  -0.730   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.592  -2.209   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.763   1.116   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.697   2.227   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.259   1.483   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.689   2.962   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.325   0.371   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.820   0.738   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.038  -0.427   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.574  -0.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.686   0.526   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.319   2.022   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.164   0.096   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.276   1.162   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.755   0.732   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      14.843   1.822   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      14.227  -0.886   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   12   22                                                  
CONECT   22   21                                                            
CONECT   23   10   24                                                       
CONECT   24   23    8   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    2                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
7-O- b-D-Galactosyl-brefeldin a	Generator
7-O- Β-D-galactosyl-brefeldin a	Generator

Chemical Formula

C₂₂H₃₄O₉

Average Mass

442.5050 Da

Monoisotopic Mass

442.22028 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1CCCC=C[C@@H]2C[C@@H](C[C@H]2[C@H](O)\C=C\C(=O)O1)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H34O9/c1-12-5-3-2-4-6-13-9-14(10-15(13)16(24)7-8-18(25)29-12)30-22-21(28)20(27)19(26)17(11-23)31-22/h4,6-8,12-17,19-24,26-28H,2-3,5,9-11H2,1H3/b6-4?,8-7+/t12-,13+,14-,15+,16+,17?,19?,20?,21?,22?/m0/s1

InChI Key

WMQPIXSJUDBUIO-SYWMQLFZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium brefeldianum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

139585393

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one (NP0251209)

MOL for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

3D MOL for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

3D SDF for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

3D-SDF for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

PDB for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

3D PDB for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

SMILES for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

INCHI for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

Structure for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)

3D Structure for NP0251209 ((1r,6s,11as,13s,14ar)-1-hydroxy-6-methyl-13-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1h,6h,7h,8h,9h,11ah,12h,13h,14h,14ah-cyclopenta[f]oxacyclotridecan-4-one)