MiMeDB: Showing metabocard for Fumigatoside B (MMDBc0009571)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:03:05 UTC

Update Date

2022-08-31 06:30:26 UTC

Metabolite ID

MMDBc0009571

Metabolite Identification

Common Name

Fumigatoside B

Description

Fumigatoside B belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Based on a literature review very few articles have been published on Fumigatoside B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152104032D          

 53 59  0  0  1  0            999 V2000
   -3.6766   -0.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -6.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386   -3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8692   -1.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780   -3.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -2.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052   -2.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -4.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1737   -0.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -2.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -2.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971   -1.0452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6712   -3.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982   -1.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -4.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7377   -1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997   -3.7406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4723   -3.0478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1517   -3.8080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3330   -3.9104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8350   -3.2526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0637   -4.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203   -0.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1323   -3.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1557   -2.4925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4568   -4.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -1.8510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0209   -5.3195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1751   -2.3490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3466   -4.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -5.1321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6577   -1.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -3.9280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -1.0715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7889   -3.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -4.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124   -4.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164   -3.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671   -4.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040    0.2513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -2.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -5.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -2.9728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9743   -2.3901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0101   -0.2280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357   -3.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9703   -3.7056    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -4.5681    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537   -3.1502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3371   -2.5949    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4763   -1.7323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -1.6116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 13  1  1  1  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 16  9  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  2  0  0  0  0
 17 15  1  0  0  0  0
 18 11  1  6  0  0  0
 19 12  1  1  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 18  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 22  1  0  0  0  0
 29  2  1  6  0  0  0
 29 27  1  0  0  0  0
 30 11  1  1  0  0  0
 30 15  1  0  0  0  0
 30 28  1  0  0  0  0
 31 16  1  0  0  0  0
 31 27  2  0  0  0  0
 32 23  2  0  0  0  0
 32 29  1  0  0  0  0
 33 13  1  0  0  0  0
 26 33  1  1  0  0  0
 33 28  1  0  0  0  0
 34 18  1  0  0  0  0
 34 25  1  0  0  0  0
 34 27  1  0  0  0  0
 35 17  1  0  0  0  0
 35 24  1  0  0  0  0
 35 28  1  0  0  0  0
 36 12  1  0  0  0  0
 20 37  1  6  0  0  0
 21 38  1  6  0  0  0
 22 39  1  6  0  0  0
 40 23  1  0  0  0  0
 41 24  2  0  0  0  0
 42 25  2  0  0  0  0
 29 43  1  1  0  0  0
 30 44  1  6  0  0  0
 45 19  1  0  0  0  0
 45 26  1  0  0  0  0
 13 46  1  6  0  0  0
 18 47  1  1  0  0  0
 19 48  1  6  0  0  0
 20 49  1  1  0  0  0
 21 50  1  6  0  0  0
 22 51  1  1  0  0  0
 26 52  1  6  0  0  0
 28 53  1  6  0  0  0
M  END


  Mrv1652305152104032D          

 53 59  0  0  1  0            999 V2000
   -3.6766   -0.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -6.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386   -3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8692   -1.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780   -3.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352   -2.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052   -2.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -4.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1737   -0.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -2.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -2.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971   -1.0452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6712   -3.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4982   -1.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -4.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7377   -1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997   -3.7406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4723   -3.0478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1517   -3.8080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3330   -3.9104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8350   -3.2526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0637   -4.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2203   -0.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1323   -3.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1557   -2.4925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4568   -4.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -1.8510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0209   -5.3195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1751   -2.3490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3466   -4.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -5.1321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6577   -1.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -3.9280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -1.0715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7889   -3.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -4.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124   -4.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164   -3.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671   -4.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040    0.2513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -2.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -5.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -2.9728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9743   -2.3901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0101   -0.2280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357   -3.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9703   -3.7056    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -4.5681    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537   -3.1502    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3371   -2.5949    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4763   -1.7323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -1.6116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 13  1  1  1  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 16  9  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  2  0  0  0  0
 17 15  1  0  0  0  0
 18 11  1  6  0  0  0
 19 12  1  1  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 18  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 22  1  0  0  0  0
 29  2  1  6  0  0  0
 29 27  1  0  0  0  0
 30 11  1  1  0  0  0
 30 15  1  0  0  0  0
 30 28  1  0  0  0  0
 31 16  1  0  0  0  0
 31 27  2  0  0  0  0
 32 23  2  0  0  0  0
 32 29  1  0  0  0  0
 33 13  1  0  0  0  0
 26 33  1  1  0  0  0
 33 28  1  0  0  0  0
 34 18  1  0  0  0  0
 34 25  1  0  0  0  0
 34 27  1  0  0  0  0
 35 17  1  0  0  0  0
 35 24  1  0  0  0  0
 35 28  1  0  0  0  0
 36 12  1  0  0  0  0
 20 37  1  6  0  0  0
 21 38  1  6  0  0  0
 22 39  1  6  0  0  0
 40 23  1  0  0  0  0
 41 24  2  0  0  0  0
 42 25  2  0  0  0  0
 29 43  1  1  0  0  0
 30 44  1  6  0  0  0
 45 19  1  0  0  0  0
 45 26  1  0  0  0  0
 13 46  1  6  0  0  0
 18 47  1  1  0  0  0
 19 48  1  6  0  0  0
 20 49  1  1  0  0  0
 21 50  1  6  0  0  0
 22 51  1  1  0  0  0
 26 52  1  6  0  0  0
 28 53  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009571

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(C)N([C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@@](C)(O)N=C1O)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C30H33N5O10/c1-13-24(41)35-17-10-6-4-8-15(17)30(44,28(35)33(13)26-22(39)21(38)20(37)19(12-36)45-26)11-18-23(40)32-29(2,43)27-31-16-9-5-3-7-14(16)25(42)34(18)27/h3-10,13,18-22,26,28,36-39,43-44H,11-12H2,1-2H3,(H,32,40)/t13-,18-,19+,20+,21-,22+,26+,28-,29+,30-/m0/s1

> <INCHI_KEY>
CFCZBNWOXKZOMD-TUKBVIKSSA-N

> <FORMULA>
C30H33N5O10

> <MOLECULAR_WEIGHT>
623.619

> <EXACT_MASS>
623.222742283

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
60.820660633621266

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,9S,9aS)-9-{[(1R,4S)-1,3-dihydroxy-1-methyl-6-oxo-1H,4H,6H-pyrazino[2,1-b]quinazolin-4-yl]methyl}-9-hydroxy-2-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H,2H,3H,9H,9aH-imidazo[1,2-a]indol-3-one

> <ALOGPS_LOGP>
-0.42

> <JCHEM_LOGP>
-0.9782881870000002

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.609707301141624

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.748433433946046

> <JCHEM_PKA_STRONGEST_BASIC>
1.4235969015587655

> <JCHEM_POLAR_SURFACE_AREA>
219.41999999999996

> <JCHEM_REFRACTIVITY>
154.69350000000009

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,9S,9aS)-9-{[(1R,4S)-1,3-dihydroxy-1-methyl-6-oxo-4H-pyrazino[2,1-b]quinazolin-4-yl]methyl}-9-hydroxy-2-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2H,9aH-imidazo[1,2-a]indol-3-one

> <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      -6.863  -1.446   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.511 -11.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.805  -5.784   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.623  -2.730   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.252  -7.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.176  -1.256   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.306  -5.434   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.570  -3.854   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.200  -8.382   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.324  -0.907   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.246  -5.509   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.876  -5.498   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.408  -1.951   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.253  -6.558   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.930  -3.504   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.700  -8.032   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.377  -2.031   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.799  -6.982   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.348  -5.689   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.750  -7.108   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.222  -7.299   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.292  -6.072   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.852  -8.106   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.144  -1.071   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.247  -6.208   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.891  -4.653   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.853  -8.806   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.421  -3.455   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.906  -9.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.194  -4.385   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       0.647  -9.156   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      -3.405  -9.580   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -4.961  -3.425   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -1.300  -7.332   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      -2.917  -2.000   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0     -10.806  -6.726   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -8.679  -8.336   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -5.623  -8.718   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -3.764  -6.263   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -5.352  -7.756   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -4.114   0.469   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -0.694  -4.735   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -0.616 -10.771   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.186  -5.549   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -7.419  -4.461   0.000  0.00  0.00           O+0
HETATM   46  H   UNK     0      -5.619  -0.426   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.747  -5.858   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -9.278  -6.917   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -7.151  -8.527   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.820  -5.880   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.363  -4.844   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -6.489  -3.234   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.948  -3.008   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   29                                                            
CONECT    3    5    7                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4   10                                                       
CONECT    7    3   14                                                       
CONECT    8    4   15                                                       
CONECT    9    5   16                                                       
CONECT   10    6   17                                                       
CONECT   11   18   30                                                       
CONECT   12   19   36                                                       
CONECT   13    1   24   33   46                                             
CONECT   14    7   16   25                                                  
CONECT   15    8   17   30                                                  
CONECT   16    9   14   31                                                  
CONECT   17   10   15   35                                                  
CONECT   18   11   23   34   47                                             
CONECT   19   12   20   45   48                                             
CONECT   20   19   21   37   49                                             
CONECT   21   20   22   38   50                                             
CONECT   22   21   26   39   51                                             
CONECT   23   18   32   40                                                  
CONECT   24   13   35   41                                                  
CONECT   25   14   34   42                                                  
CONECT   26   22   33   45   52                                             
CONECT   27   29   31   34                                                  
CONECT   28   30   33   35   53                                             
CONECT   29    2   27   32   43                                             
CONECT   30   11   15   28   44                                             
CONECT   31   16   27                                                       
CONECT   32   23   29                                                       
CONECT   33   13   26   28                                                  
CONECT   34   18   25   27                                                  
CONECT   35   17   24   28                                                  
CONECT   36   12                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   24                                                            
CONECT   42   25                                                            
CONECT   43   29                                                            
CONECT   44   30                                                            
CONECT   45   19   26                                                       
CONECT   46   13                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   26                                                            
CONECT   53   28                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

Synonyms

Not Available

Molecular Formula

C₃₀H₃₃N₅O₁₀

Average Mass

623.619

Monoisotopic Mass

623.222742283

IUPAC Name

(2S,9S,9aS)-9-{[(1R,4S)-1,3-dihydroxy-1-methyl-6-oxo-1H,4H,6H-pyrazino[2,1-b]quinazolin-4-yl]methyl}-9-hydroxy-2-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H,2H,3H,9H,9aH-imidazo[1,2-a]indol-3-one

Traditional Name

(2S,9S,9aS)-9-{[(1R,4S)-1,3-dihydroxy-1-methyl-6-oxo-4H-pyrazino[2,1-b]quinazolin-4-yl]methyl}-9-hydroxy-2-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2H,9aH-imidazo[1,2-a]indol-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)N([C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@@](C)(O)N=C1O)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C30H33N5O10/c1-13-24(41)35-17-10-6-4-8-15(17)30(44,28(35)33(13)26-22(39)21(38)20(37)19(12-36)45-26)11-18-23(40)32-29(2,43)27-31-16-9-5-3-7-14(16)25(42)34(18)27/h3-10,13,18-22,26,28,36-39,43-44H,11-12H2,1-2H3,(H,32,40)/t13-,18-,19+,20+,21-,22+,26+,28-,29+,30-/m0/s1

InChI Key

CFCZBNWOXKZOMD-TUKBVIKSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

Hexose monosaccharide
N-glycosyl compound
Diazanaphthalene
Quinazoline
Alpha-amino acid or derivatives
Indole or derivatives
Pyrimidone
Benzenoid
Pyrimidine
Oxane
Monosaccharide
Imidazolidinone
Heteroaromatic compound
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Tertiary alcohol
Imidazolidine
Secondary alcohol
Lactam
Hemiaminal
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboxylic acid derivative
Alkanolamine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.77 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	-0.98	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	1.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	219.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	154.69 m³·mol⁻¹	ChemAxon
Polarizability	60.82 Å³	ChemAxon
Number of Rings	7	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_5) - 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)		2022-08-22	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

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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

78437321

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122227487

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 Fumigatoside B (MMDBc0009571)

MOL for #<Metabolite:0x00005634c2a5d488>

3D MOL for #<Metabolite:0x00005634c2a5d488>

3D SDF for #<Metabolite:0x00005634c2a5d488>

3D-SDF for #<Metabolite:0x00005634c2a5d488>

PDB for #<Metabolite:0x00005634c2a5d488>

3D PDB for #<Metabolite:0x00005634c2a5d488>

SMILES for #<Metabolite:0x00005634c2a5d488>

INCHI for #<Metabolite:0x00005634c2a5d488>

Structure for #<Metabolite:0x00005634c2a5d488>

3D Structure for #<Metabolite:0x00005634c2a5d488>