MiMeDB: Showing metabocard for Bafilomycin C2 (MMDBc0013445)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:45:49 UTC

Update Date

2025-10-07 16:06:08 UTC

Metabolite ID

MMDBc0013445

Metabolite Identification

Common Name

Bafilomycin C2

Description

Bafilomycin C2 is a member of the macrolide antibiotic chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106452D          

 59 60  0  0  0  0            999 V2000
    4.8923    4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    7.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337    6.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940    7.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4034    5.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526    8.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    6.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188    9.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0235    6.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    6.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    8.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915    9.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    8.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6055    2.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    8.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5571    4.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    5.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    8.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123    5.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    7.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076    5.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    3.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    7.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590    8.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    5.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    2.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066    6.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    6.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    7.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    5.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    5.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380    3.0726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    1.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    2.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191    6.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    7.0981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782    5.2677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548    8.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045    6.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792    6.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    3.8976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400    6.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    5.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    8.0210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    9.9711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6207    9.5635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    3.8976    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6055    1.8351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    4.5892    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139    4.1816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
 17 16  2  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 14  2  0  0  0  0
 23 18  1  0  0  0  0
 24  4  1  0  0  0  0
 24 19  2  0  0  0  0
 24 20  1  0  0  0  0
 25  5  1  0  0  0  0
 25 18  1  0  0  0  0
 26  6  1  0  0  0  0
 26 19  1  0  0  0  0
 27  7  1  0  0  0  0
 28  8  1  0  0  0  0
 29  9  1  0  0  0  0
 30 15  1  0  0  0  0
 31 20  2  0  0  0  0
 32 21  1  0  0  0  0
 32 27  1  0  0  0  0
 33 16  1  0  0  0  0
 34 17  1  0  0  0  0
 35 25  1  0  0  0  0
 35 26  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 22  1  0  0  0  0
 37 27  1  0  0  0  0
 38 28  1  0  0  0  0
 38 30  1  0  0  0  0
 39 31  1  0  0  0  0
 40 21  1  0  0  0  0
 40 29  1  0  0  0  0
 41 33  2  0  0  0  0
 42 33  1  0  0  0  0
 43 34  2  0  0  0  0
 44 35  1  0  0  0  0
 45 36  1  0  0  0  0
 46 39  2  0  0  0  0
 47 10  1  0  0  0  0
 47 30  1  0  0  0  0
 48 11  1  0  0  0  0
 48 31  1  0  0  0  0
 49 12  1  0  0  0  0
 49 40  1  0  0  0  0
 50 32  1  0  0  0  0
 50 34  1  0  0  0  0
 51 38  1  0  0  0  0
 51 39  1  0  0  0  0
 52 37  1  0  0  0  0
 52 40  1  0  0  0  0
 53 13  1  0  0  0  0
 54 14  1  0  0  0  0
 55 15  1  0  0  0  0
 56 16  1  0  0  0  0
 57 17  1  0  0  0  0
 58 19  1  0  0  0  0
 59 20  1  0  0  0  0
M  END


  Mrv1652305152106452D          

 59 60  0  0  0  0            999 V2000
    4.8923    4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    7.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337    6.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940    7.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4034    5.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526    8.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    6.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188    9.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0235    6.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    6.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    8.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2915    9.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885    8.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6055    2.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    8.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5571    4.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    5.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    3.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    8.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123    5.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    7.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076    5.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    3.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    7.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590    8.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    5.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    2.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    3.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0066    6.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    6.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    4.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    7.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    5.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    5.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380    3.0726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    1.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344    2.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191    6.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    7.0981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782    5.2677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548    8.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045    6.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792    6.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    3.8976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400    6.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    5.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149    8.0210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    9.9711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6207    9.5635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    3.8976    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6055    1.8351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    4.5892    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139    4.1816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
 17 16  2  0  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23 14  2  0  0  0  0
 23 18  1  0  0  0  0
 24  4  1  0  0  0  0
 24 19  2  0  0  0  0
 24 20  1  0  0  0  0
 25  5  1  0  0  0  0
 25 18  1  0  0  0  0
 26  6  1  0  0  0  0
 26 19  1  0  0  0  0
 27  7  1  0  0  0  0
 28  8  1  0  0  0  0
 29  9  1  0  0  0  0
 30 15  1  0  0  0  0
 31 20  2  0  0  0  0
 32 21  1  0  0  0  0
 32 27  1  0  0  0  0
 33 16  1  0  0  0  0
 34 17  1  0  0  0  0
 35 25  1  0  0  0  0
 35 26  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 22  1  0  0  0  0
 37 27  1  0  0  0  0
 38 28  1  0  0  0  0
 38 30  1  0  0  0  0
 39 31  1  0  0  0  0
 40 21  1  0  0  0  0
 40 29  1  0  0  0  0
 41 33  2  0  0  0  0
 42 33  1  0  0  0  0
 43 34  2  0  0  0  0
 44 35  1  0  0  0  0
 45 36  1  0  0  0  0
 46 39  2  0  0  0  0
 47 10  1  0  0  0  0
 47 30  1  0  0  0  0
 48 11  1  0  0  0  0
 48 31  1  0  0  0  0
 49 12  1  0  0  0  0
 49 40  1  0  0  0  0
 50 32  1  0  0  0  0
 50 34  1  0  0  0  0
 51 38  1  0  0  0  0
 51 39  1  0  0  0  0
 52 37  1  0  0  0  0
 52 40  1  0  0  0  0
 53 13  1  0  0  0  0
 54 14  1  0  0  0  0
 55 15  1  0  0  0  0
 56 16  1  0  0  0  0
 57 17  1  0  0  0  0
 58 19  1  0  0  0  0
 59 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013445

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])C(=O)OC1CC(OC)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H62O12/c1-22(2)37-27(7)32(50-34(43)17-16-33(41)42)21-40(49-12,52-37)29(9)36(45)28(8)38-30(47-10)15-13-14-23(3)18-25(5)35(44)26(6)19-24(4)20-31(48-11)39(46)51-38/h13-17,19-20,22,25-30,32,35-38,44-45H,18,21H2,1-12H3,(H,41,42)/b15-13+,17-16+,23-14+,24-19+,31-20-

> <INCHI_KEY>
JJWSROGFOAZFRD-QXJRIXSMSA-N

> <FORMULA>
C40H62O12

> <MOLECULAR_WEIGHT>
734.924

> <EXACT_MASS>
734.424127436

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
80.06012493890638

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-[(2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-2-methoxy-5-methyl-6-(propan-2-yl)oxan-4-yl)oxy]-4-oxobut-2-enoic acid

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
6.581539553333331

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.455831733589957

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.143550936910594

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7343526104475088

> <JCHEM_POLAR_SURFACE_AREA>
167.27999999999997

> <JCHEM_REFRACTIVITY>
200.39420000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-6-isopropyl-2-methoxy-5-methyloxan-4-yl)oxy]-4-oxobut-2-enoic 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       9.132   8.046   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.799   5.736   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.696  14.732   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.116  11.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.082  14.397   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.353  10.261   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.131   5.736   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.205  15.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.625  11.268   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.835  17.696   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.044  13.052   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.638  11.268   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.001  16.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.411  17.096   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.538  16.442   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.203   5.736   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.130   4.966   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.958  15.473   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.989   9.976   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.040   9.322   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.798   9.586   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.799   7.276   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.523  16.031   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.450   9.943   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.579  14.064   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.054  11.089   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.131   7.276   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.678  14.162   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.141  11.535   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.603  15.330   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.072  10.387   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.798   8.046   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.537   4.966   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.464   5.736   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.612  12.524   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.668  12.982   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.465   8.046   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.162  13.895   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.508  10.945   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.131  10.356   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -2.871   5.736   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -1.537   3.426   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       3.798   4.966   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -7.129  12.256   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       6.185  13.250   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       2.573   9.833   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       2.902  16.157   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -0.755  11.686   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       6.121  11.535   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       2.464   7.276   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       2.128  12.355   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       6.465   9.586   0.000  0.00  0.00           O+0
HETATM   53  H   UNK     0      -1.334  14.972   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.678  18.613   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.159  17.852   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.203   7.276   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.130   3.426   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.609   8.567   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.773   7.806   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7   27                                                            
CONECT    8   28                                                            
CONECT    9   29                                                            
CONECT   10   47                                                            
CONECT   11   48                                                            
CONECT   12   49                                                            
CONECT   13   14   15   53                                                  
CONECT   14   13   23   54                                                  
CONECT   15   13   30   55                                                  
CONECT   16   17   33   56                                                  
CONECT   17   16   34   57                                                  
CONECT   18   23   25                                                       
CONECT   19   24   26   58                                                  
CONECT   20   24   31   59                                                  
CONECT   21   32   40                                                       
CONECT   22    1    2   37                                                  
CONECT   23    3   14   18                                                  
CONECT   24    4   19   20                                                  
CONECT   25    5   18   35                                                  
CONECT   26    6   19   35                                                  
CONECT   27    7   32   37                                                  
CONECT   28    8   36   38                                                  
CONECT   29    9   36   40                                                  
CONECT   30   15   38   47                                                  
CONECT   31   20   39   48                                                  
CONECT   32   21   27   50                                                  
CONECT   33   16   41   42                                                  
CONECT   34   17   43   50                                                  
CONECT   35   25   26   44                                                  
CONECT   36   28   29   45                                                  
CONECT   37   22   27   52                                                  
CONECT   38   28   30   51                                                  
CONECT   39   31   46   51                                                  
CONECT   40   21   29   49   52                                             
CONECT   41   33                                                            
CONECT   42   33                                                            
CONECT   43   34                                                            
CONECT   44   35                                                            
CONECT   45   36                                                            
CONECT   46   39                                                            
CONECT   47   10   30                                                       
CONECT   48   11   31                                                       
CONECT   49   12   40                                                       
CONECT   50   32   34                                                       
CONECT   51   38   39                                                       
CONECT   52   37   40                                                       
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
CONECT   57   17                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  120    0
END

Synonyms

Not Available

Molecular Formula

C₄₀H₆₂O₁₂

Average Mass

734.924

Monoisotopic Mass

734.424127436

IUPAC Name

(2E)-4-[(2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-2-methoxy-5-methyl-6-(propan-2-yl)oxan-4-yl)oxy]-4-oxobut-2-enoic acid

Traditional Name

(2E)-4-[(2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-6-isopropyl-2-methoxy-5-methyloxan-4-yl)oxy]-4-oxobut-2-enoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C(=O)OC1CC(OC)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC)C(O)=O

InChI Identifier

InChI=1S/C40H62O12/c1-22(2)37-27(7)32(50-34(43)17-16-33(41)42)21-40(49-12,52-37)29(9)36(45)28(8)38-30(47-10)15-13-14-23(3)18-25(5)35(44)26(6)19-24(4)20-31(48-11)39(46)51-38/h13-17,19-20,22,25-30,32,35-38,44-45H,18,21H2,1-12H3,(H,41,42)/b15-13+,17-16+,23-14+,24-19+,31-20-

InChI Key

JJWSROGFOAZFRD-QXJRIXSMSA-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
Tricarboxylic acid or derivatives
Ketal
Fatty acid ester
Fatty acyl
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
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	0.0038 g/L	ALOGPS
logP	4.83	ALOGPS
logP	6.58	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	167.28 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	200.39 m³·mol⁻¹	ChemAxon
Polarizability	80.06 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

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	21.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	58.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	974.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	834.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	940.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	209.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	4638.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	100.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	422.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	810.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	224.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	149.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	255.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	81.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	122.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	546.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2156.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1778.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Bafilomycin C2_TMS_1	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2597.13
Gas Chromatography	Bafilomycin C2_TMS_2	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	1650.59
Gas Chromatography	Bafilomycin C2_TMS_3	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2949.02
Gas Chromatography	Bafilomycin C2_TMS_4	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2051.19
Gas Chromatography	Bafilomycin C2_TMS_5	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	1409.72
Gas Chromatography	Bafilomycin C2_TMS_6	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	1383.29
Gas Chromatography	Bafilomycin C2_TMS_1	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	3075.74
Gas Chromatography	Bafilomycin C2_TMS_2	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	1333.15
Gas Chromatography	Bafilomycin C2_TMS_3	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	1848.01
Gas Chromatography	Bafilomycin C2_TMS_4	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	1579.31
Gas Chromatography	Bafilomycin C2_TMS_5	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	2577.91
Gas Chromatography	Bafilomycin C2_TMS_6	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(OC)CC(OC(=O)/C=C/C(=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	170.692

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	Actinobacteria	1		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

C00018565

Chemspider ID

8592949

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10417517

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 Bafilomycin C2 (MMDBc0013445)

MOL for #<Metabolite:0x00007f9aac50b998>

3D MOL for #<Metabolite:0x00007f9aac50b998>

3D SDF for #<Metabolite:0x00007f9aac50b998>

3D-SDF for #<Metabolite:0x00007f9aac50b998>

PDB for #<Metabolite:0x00007f9aac50b998>

3D PDB for #<Metabolite:0x00007f9aac50b998>

SMILES for #<Metabolite:0x00007f9aac50b998>

INCHI for #<Metabolite:0x00007f9aac50b998>

Structure for #<Metabolite:0x00007f9aac50b998>

3D Structure for #<Metabolite:0x00007f9aac50b998>