MiMeDB: Showing metabocard for Bafilomycin A1 (MMDBc0019344)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:26:10 UTC

Update Date

2022-08-31 06:45:16 UTC

Metabolite ID

MMDBc0019344

Metabolite Identification

Common Name

Bafilomycin A1

Description

bafilomycin A1 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. Based on a literature review a significant number of articles have been published on bafilomycin A1.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111262D          

 49 50  0  0  0  0            999 V2000
    2.8962    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8204    7.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    5.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1703    7.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7796    5.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    8.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192    7.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574    9.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997    6.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9126    8.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6677    8.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0877    8.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    8.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133    5.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334    4.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2636    8.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885    5.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3648    7.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    5.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4058    7.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9370    6.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    7.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3374    5.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3828    6.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245    6.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    7.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685    5.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    4.5296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1953    6.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    5.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980    4.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9976    6.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215    8.3692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807    5.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2362    6.3322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    5.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    7.7345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8109    9.6846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    9.2770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8456    4.3027    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901    3.8951    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 14 12  2  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  2  0  0  0  0
 20 15  1  0  0  0  0
 21  4  1  0  0  0  0
 21 16  2  0  0  0  0
 21 17  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
 23  6  1  0  0  0  0
 23 16  1  0  0  0  0
 24  7  1  0  0  0  0
 25  8  1  0  0  0  0
 26  9  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  1  0  0  0  0
 28 14  1  0  0  0  0
 29 17  2  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 31 25  1  0  0  0  0
 31 26  1  0  0  0  0
 32 19  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 33 28  1  0  0  0  0
 34 29  1  0  0  0  0
 35 18  1  0  0  0  0
 35 26  1  0  0  0  0
 36 27  1  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 34  2  0  0  0  0
 40 35  1  0  0  0  0
 41 10  1  0  0  0  0
 41 28  1  0  0  0  0
 42 11  1  0  0  0  0
 42 29  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  1  0  0  0  0
 44 32  1  0  0  0  0
 44 35  1  0  0  0  0
 45 12  1  0  0  0  0
 46 13  1  0  0  0  0
 47 14  1  0  0  0  0
 48 16  1  0  0  0  0
 49 17  1  0  0  0  0
M  END


  Mrv1652305152111262D          

 49 50  0  0  0  0            999 V2000
    2.8962    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8204    7.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    5.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1703    7.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7796    5.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1236    8.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192    7.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574    9.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997    6.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9126    8.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6677    8.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0877    8.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0325    8.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133    5.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334    4.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2636    8.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885    5.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3648    7.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    5.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4058    7.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9370    6.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    7.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3374    5.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3828    6.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1245    6.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    7.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685    5.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4673    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    4.5296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1953    6.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    5.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980    4.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9976    6.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215    8.3692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807    5.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2362    6.3322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    5.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    7.7345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8109    9.6846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    9.2770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8456    4.3027    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901    3.8951    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 14 12  2  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  2  0  0  0  0
 20 15  1  0  0  0  0
 21  4  1  0  0  0  0
 21 16  2  0  0  0  0
 21 17  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
 23  6  1  0  0  0  0
 23 16  1  0  0  0  0
 24  7  1  0  0  0  0
 25  8  1  0  0  0  0
 26  9  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  1  0  0  0  0
 28 14  1  0  0  0  0
 29 17  2  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 31 25  1  0  0  0  0
 31 26  1  0  0  0  0
 32 19  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 33 28  1  0  0  0  0
 34 29  1  0  0  0  0
 35 18  1  0  0  0  0
 35 26  1  0  0  0  0
 36 27  1  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 34  2  0  0  0  0
 40 35  1  0  0  0  0
 41 10  1  0  0  0  0
 41 28  1  0  0  0  0
 42 11  1  0  0  0  0
 42 29  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  1  0  0  0  0
 44 32  1  0  0  0  0
 44 35  1  0  0  0  0
 45 12  1  0  0  0  0
 46 13  1  0  0  0  0
 47 14  1  0  0  0  0
 48 16  1  0  0  0  0
 49 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019344

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C(\[H])/C(/[H])=C(C)/CC(C)C(O)C(C)\C([H])=C(/C)\C(\[H])=C(OC)\C(=O)OC(C(C)C(O)C(C)C2(O)CC(O)C(C)C(O2)C(C)C)C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-

> <INCHI_KEY>
XDHNQDDQEHDUTM-YJSQNSDISA-N

> <FORMULA>
C35H58O9

> <MOLECULAR_WEIGHT>
622.84

> <EXACT_MASS>
622.408083448

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
69.07206105464255

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z,5E,11E,13E)-16-{4-[2,4-dihydroxy-5-methyl-6-(propan-2-yl)oxan-2-yl]-3-hydroxypentan-2-yl}-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
5.081522923

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.36775477175016

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.6894535546142

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7344085907907704

> <JCHEM_POLAR_SURFACE_AREA>
134.91

> <JCHEM_REFRACTIVITY>
174.52820000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5E,11E,13E)-16-[4-(2,4-dihydroxy-6-isopropyl-5-methyloxan-2-yl)-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-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       5.406   6.915   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.740   9.225   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.131  14.198   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.552  10.911   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.518  13.862   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.789   9.726   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.739   6.915   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.231  15.074   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.276  14.162   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.601  17.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.480  12.517   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.437  15.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.846  16.561   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.897  15.908   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.394  14.938   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.425   9.441   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.476   8.788   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.405  10.765   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.406   8.455   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.959  15.496   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.885   9.408   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.014  13.529   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.490  10.554   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.739   8.455   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.757  13.627   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.749  12.715   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.405   9.225   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.832  14.795   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.363   9.852   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.048  11.989   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.232  12.448   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.073   9.225   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.274  13.360   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.928  10.411   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.739  11.535   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.072   8.455   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -11.565  11.722   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -0.294  11.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -1.863   9.298   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.729  12.715   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.533  15.623   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -5.191  11.151   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -2.308  11.820   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.073  10.765   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0      -5.770  14.438   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -7.114  18.078   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.277  17.317   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -9.045   8.032   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.208   7.271   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   22                                                            
CONECT    6   23                                                            
CONECT    7   24                                                            
CONECT    8   25                                                            
CONECT    9   26                                                            
CONECT   10   41                                                            
CONECT   11   42                                                            
CONECT   12   13   14   45                                                  
CONECT   13   12   20   46                                                  
CONECT   14   12   28   47                                                  
CONECT   15   20   22                                                       
CONECT   16   21   23   48                                                  
CONECT   17   21   29   49                                                  
CONECT   18   27   35                                                       
CONECT   19    1    2   32                                                  
CONECT   20    3   13   15                                                  
CONECT   21    4   16   17                                                  
CONECT   22    5   15   30                                                  
CONECT   23    6   16   30                                                  
CONECT   24    7   27   32                                                  
CONECT   25    8   31   33                                                  
CONECT   26    9   31   35                                                  
CONECT   27   18   24   36                                                  
CONECT   28   14   33   41                                                  
CONECT   29   17   34   42                                                  
CONECT   30   22   23   37                                                  
CONECT   31   25   26   38                                                  
CONECT   32   19   24   44                                                  
CONECT   33   25   28   43                                                  
CONECT   34   29   39   43                                                  
CONECT   35   18   26   40   44                                             
CONECT   36   27                                                            
CONECT   37   30                                                            
CONECT   38   31                                                            
CONECT   39   34                                                            
CONECT   40   35                                                            
CONECT   41   10   28                                                       
CONECT   42   11   29                                                       
CONECT   43   33   34                                                       
CONECT   44   32   35                                                       
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  100    0
END

Synonyms

Not Available

Molecular Formula

C₃₅H₅₈O₉

Average Mass

622.84

Monoisotopic Mass

622.408083448

IUPAC Name

(3Z,5E,11E,13E)-16-{4-[2,4-dihydroxy-5-methyl-6-(propan-2-yl)oxan-2-yl]-3-hydroxypentan-2-yl}-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Traditional Name

(3Z,5E,11E,13E)-16-[4-(2,4-dihydroxy-6-isopropyl-5-methyloxan-2-yl)-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

CAS Registry Number

Not Available

SMILES

[H]\C1=C(\[H])/C(/[H])=C(C)/CC(C)C(O)C(C)\C([H])=C(/C)\C(\[H])=C(OC)\C(=O)OC(C(C)C(O)C(C)C2(O)CC(O)C(C)C(O2)C(C)C)C1OC

InChI Identifier

InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-

InChI Key

XDHNQDDQEHDUTM-YJSQNSDISA-N

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
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
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	0.016 g/L	ALOGPS
logP	3.89	ALOGPS
logP	5.08	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	174.53 m³·mol⁻¹	ChemAxon
Polarizability	69.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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	Actinobacteria	1		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

4532304

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bafilomycin

METLIN ID

Not Available

PubChem Compound

5385089

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 Bafilomycin A1 (MMDBc0019344)

MOL for #<Metabolite:0x00007fecdffde2c8>

3D MOL for #<Metabolite:0x00007fecdffde2c8>

3D SDF for #<Metabolite:0x00007fecdffde2c8>

3D-SDF for #<Metabolite:0x00007fecdffde2c8>

PDB for #<Metabolite:0x00007fecdffde2c8>

3D PDB for #<Metabolite:0x00007fecdffde2c8>

SMILES for #<Metabolite:0x00007fecdffde2c8>

INCHI for #<Metabolite:0x00007fecdffde2c8>

Structure for #<Metabolite:0x00007fecdffde2c8>

3D Structure for #<Metabolite:0x00007fecdffde2c8>