MiMeDB: Showing metabocard for Carboxymycobactin-6 (MMDBc0016875)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:24:17 UTC

Update Date

2025-10-07 16:06:36 UTC

Metabolite ID

MMDBc0016875

Metabolite Identification

Common Name

Carboxymycobactin-6

Description

Carboxymycobactin-6 is a siderophore, a chemical class of molecules that chelate iron to facilitate its uptake in microorganisms. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109242D          

 60 62  0  0  0  0            999 V2000
    1.7388    7.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677    9.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567   11.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    7.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204   10.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8349   11.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204    9.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8349   12.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    9.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5494   12.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5494   13.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   13.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4626   14.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1397    5.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9555    5.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3132   12.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350    6.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   14.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6915    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2638   13.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5481    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   11.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4928   12.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    7.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   13.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2638   14.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   10.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    9.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078   12.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2783    7.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822    7.5091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098    9.5716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2628   11.2940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    8.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    7.3182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633   13.5860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    9.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9783   14.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5494   14.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    8.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    9.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    8.3771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243    7.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    7.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6278    7.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   12.0786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388    8.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204    8.3341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6915    7.5091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 14  1  0  0  0  0
 23 11  2  0  0  0  0
 24 12  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27  2  1  0  0  0  0
 28  3  1  0  0  0  0
 29 19  2  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  2  0  0  0  0
 32 29  1  0  0  0  0
 33  4  1  0  0  0  0
 33 27  1  0  0  0  0
 34 23  1  0  0  0  0
 35 24  1  0  0  0  0
 36 28  1  0  0  0  0
 37 27  1  0  0  0  0
 38 36  1  0  0  0  0
 39 29  1  0  0  0  0
 40 30  1  0  0  0  0
 41 31  1  0  0  0  0
 42 30  1  4  0  0  0
 42 37  2  0  0  0  0
 43 31  1  4  0  0  0
 43 38  2  0  0  0  0
 44 36  1  0  0  0  0
 44 39  2  0  0  0  0
 45 25  1  0  0  0  0
 45 34  1  0  0  0  0
 46 26  1  0  0  0  0
 46 40  1  0  0  0  0
 47 32  1  0  0  0  0
 48 34  2  0  0  0  0
 49 35  2  0  0  0  0
 50 35  1  0  0  0  0
 51 37  1  0  0  0  0
 52 38  1  0  0  0  0
 53 40  2  0  0  0  0
 54 41  2  0  0  0  0
 55 45  1  0  0  0  0
 56 46  1  0  0  0  0
 57 28  1  0  0  0  0
 57 39  1  0  0  0  0
 58 33  1  0  0  0  0
 58 41  1  0  0  0  0
 59 11  1  0  0  0  0
 60 23  1  0  0  0  0
M  END


  Mrv1652305152109242D          

 60 62  0  0  0  0            999 V2000
    1.7388    7.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677    9.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567   11.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    7.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204   10.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8349   11.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204    9.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8349   12.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    9.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5494   12.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4060    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5494   13.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982   13.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4626   14.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1397    5.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9555    5.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3132   12.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350    6.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   14.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6915    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2638   13.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5481    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   11.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4928   12.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    7.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572   13.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    8.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2638   14.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   10.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    9.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078   12.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2783    7.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243    8.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822    7.5091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3098    9.5716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2628   11.2940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    8.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    7.3182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633   13.5860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    9.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9783   14.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5494   14.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    8.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    9.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553    8.3771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243    7.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    7.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6278    7.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   12.0786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388    8.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1204    8.3341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6915    7.5091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 14  1  0  0  0  0
 23 11  2  0  0  0  0
 24 12  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27  2  1  0  0  0  0
 28  3  1  0  0  0  0
 29 19  2  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  2  0  0  0  0
 32 29  1  0  0  0  0
 33  4  1  0  0  0  0
 33 27  1  0  0  0  0
 34 23  1  0  0  0  0
 35 24  1  0  0  0  0
 36 28  1  0  0  0  0
 37 27  1  0  0  0  0
 38 36  1  0  0  0  0
 39 29  1  0  0  0  0
 40 30  1  0  0  0  0
 41 31  1  0  0  0  0
 42 30  1  4  0  0  0
 42 37  2  0  0  0  0
 43 31  1  4  0  0  0
 43 38  2  0  0  0  0
 44 36  1  0  0  0  0
 44 39  2  0  0  0  0
 45 25  1  0  0  0  0
 45 34  1  0  0  0  0
 46 26  1  0  0  0  0
 46 40  1  0  0  0  0
 47 32  1  0  0  0  0
 48 34  2  0  0  0  0
 49 35  2  0  0  0  0
 50 35  1  0  0  0  0
 51 37  1  0  0  0  0
 52 38  1  0  0  0  0
 53 40  2  0  0  0  0
 54 41  2  0  0  0  0
 55 45  1  0  0  0  0
 56 46  1  0  0  0  0
 57 28  1  0  0  0  0
 57 39  1  0  0  0  0
 58 33  1  0  0  0  0
 58 41  1  0  0  0  0
 59 11  1  0  0  0  0
 60 23  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016875

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C41H61N5O12/c1-4-33(27(2)37(51)42-30-20-15-18-26-46(56)40(30)53)58-41(54)31(43-38(52)36-28(3)57-39(44-36)29-19-13-14-22-32(29)47)21-16-17-25-45(55)34(48)23-11-9-7-5-6-8-10-12-24-35(49)50/h11,13-14,19,22-23,27-28,30-31,33,36,47,55-56H,4-10,12,15-18,20-21,24-26H2,1-3H3,(H,42,51)(H,43,52)(H,49,50)/b23-11-

> <INCHI_KEY>
BYSSOXZYTLAFLQ-KSEXSDGBSA-N

> <FORMULA>
C41H61N5O12

> <MOLECULAR_WEIGHT>
815.962

> <EXACT_MASS>
815.431672424

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
88.65573133467906

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10Z)-11-{hydroxy[6-({1-[(1-hydroxy-2-oxoazepan-3-yl)-C-hydroxycarbonimidoyl]-1-methylbutan-2-yl}oxy)-5-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]methylidene}amino)-6-oxohexyl]carbamoyl}undec-10-enoic acid

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
6.986754212513882

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.751669859194688

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1862458563384783

> <JCHEM_PKA_STRONGEST_BASIC>
1.4933769436992705

> <JCHEM_POLAR_SURFACE_AREA>
251.67999999999995

> <JCHEM_REFRACTIVITY>
213.4673000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10Z)-11-{hydroxy[6-({1-[(1-hydroxy-2-oxoazepan-3-yl)-C-hydroxycarbonimidoyl]-1-methylbutan-2-yl}oxy)-5-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]methylidene}amino)-6-oxohexyl]carbamoyl}undec-10-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       3.246  13.247   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.913  17.867   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.466  20.606   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.579  14.017   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.425  20.177   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.758  20.947   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.425  18.637   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.758  22.487   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.091  17.867   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -14.092  23.257   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.091  16.327   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.092  24.797   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.357  24.878   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.730  26.284   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.594  10.664   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.089  16.327   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.423  15.557   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.117  10.893   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.451  23.632   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.465  11.711   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.755  15.557   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.199  26.445   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.757  15.557   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.426  25.567   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.756  16.327   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.887  12.227   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.913  16.327   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.001  21.082   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.920  23.793   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.580  13.247   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.578  16.327   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.293  25.200   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.579  15.557   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.424  16.327   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -15.426  27.107   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.755  20.177   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.247  15.557   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.755  18.637   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.015  22.547   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.853  14.114   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.912  15.557   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       7.247  14.017   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       0.578  17.867   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0       0.491  21.082   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      -6.090  15.557   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      11.324  13.661   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0      -1.238  25.361   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -7.424  17.867   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -16.760  27.877   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -14.092  27.877   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       8.580  16.327   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -2.089  17.867   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       9.623  15.637   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       1.912  14.017   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -6.090  14.017   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      12.372  14.789   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -1.525  22.547   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       3.246  16.327   0.000  0.00  0.00           O+0
HETATM   59  H   UNK     0     -11.425  15.557   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -8.757  14.017   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4    1   33                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   23   59                                                  
CONECT   12   10   24                                                       
CONECT   13   14   19                                                       
CONECT   14   13   22                                                       
CONECT   15   18   20                                                       
CONECT   16   17   21                                                       
CONECT   17   16   25                                                       
CONECT   18   15   26                                                       
CONECT   19   13   29                                                       
CONECT   20   15   30                                                       
CONECT   21   16   31                                                       
CONECT   22   14   32                                                       
CONECT   23   11   34   60                                                  
CONECT   24   12   35                                                       
CONECT   25   17   45                                                       
CONECT   26   18   46                                                       
CONECT   27    2   33   37                                                  
CONECT   28    3   36   57                                                  
CONECT   29   19   32   39                                                  
CONECT   30   20   40   42                                                  
CONECT   31   21   41   43                                                  
CONECT   32   22   29   47                                                  
CONECT   33    4   27   58                                                  
CONECT   34   23   45   48                                                  
CONECT   35   24   49   50                                                  
CONECT   36   28   38   44                                                  
CONECT   37   27   42   51                                                  
CONECT   38   36   43   52                                                  
CONECT   39   29   44   57                                                  
CONECT   40   30   46   53                                                  
CONECT   41   31   54   58                                                  
CONECT   42   30   37                                                       
CONECT   43   31   38                                                       
CONECT   44   36   39                                                       
CONECT   45   25   34   55                                                  
CONECT   46   26   40   56                                                  
CONECT   47   32                                                            
CONECT   48   34                                                            
CONECT   49   35                                                            
CONECT   50   35                                                            
CONECT   51   37                                                            
CONECT   52   38                                                            
CONECT   53   40                                                            
CONECT   54   41                                                            
CONECT   55   45                                                            
CONECT   56   46                                                            
CONECT   57   28   39                                                       
CONECT   58   33   41                                                       
CONECT   59   11                                                            
CONECT   60   23                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

Synonyms

Not Available

Molecular Formula

C₄₁H₆₁N₅O₁₂

Average Mass

815.962

Monoisotopic Mass

815.431672424

IUPAC Name

(10Z)-11-{hydroxy[6-({1-[(1-hydroxy-2-oxoazepan-3-yl)-C-hydroxycarbonimidoyl]-1-methylbutan-2-yl}oxy)-5-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]methylidene}amino)-6-oxohexyl]carbamoyl}undec-10-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O

InChI Identifier

InChI=1S/C41H61N5O12/c1-4-33(27(2)37(51)42-30-20-15-18-26-46(56)40(30)53)58-41(54)31(43-38(52)36-28(3)57-39(44-36)29-19-13-14-22-32(29)47)21-16-17-25-45(55)34(48)23-11-9-7-5-6-8-10-12-24-35(49)50/h11,13-14,19,22-23,27-28,30-31,33,36,47,55-56H,4-10,12,15-18,20-21,24-26H2,1-3H3,(H,42,51)(H,43,52)(H,49,50)/b23-11-

InChI Key

BYSSOXZYTLAFLQ-KSEXSDGBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Depsipeptides

Alternative Parents

Substituents

Depsipeptide
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Caprolactam
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Azepane
Phenol
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Fatty amide
N-acyl-amine
Benzenoid
Dicarboxylic acid or derivatives
Oxazoline
Carboxamide group
Carboxylic acid ester
Hydroxamic acid
Lactam
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0054 g/L	ALOGPS
logP	3.9	ALOGPS
logP	6.99	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	1.49	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	251.68 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	213.47 m³·mol⁻¹	ChemAxon
Polarizability	88.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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	178.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	85.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	879.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	895.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	926.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	155.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	4302.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	122.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	363.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	608.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	77.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	171.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	288.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	11.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	185.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	333.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	596.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2416.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1846.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Carboxymycobactin-6_TMS_1	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O[Si](C)(C)C)N=C(O)C1N=C(C2=CC=CC=C2O)OC1C)C(C)C(O)=NC1CCCCN(O)C1=O	standard non polar	2025-10-23	910.511
Gas Chromatography	Carboxymycobactin-6_TMS_2	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O)N=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C)C(C)C(O)=NC1CCCCN(O)C1=O	standard non polar	2025-10-23	-232.66
Gas Chromatography	Carboxymycobactin-6_TMS_3	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O)N=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C)C(C)C(O)=NC1CCCCN(O)C1=O	standard non polar	2025-10-23	1619.81
Gas Chromatography	Carboxymycobactin-6_TMS_4	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O)N=C(O)C1N=C(C2=CC=CC=C2O)OC1C)C(C)C(=NC1CCCCN(O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	487.251
Gas Chromatography	Carboxymycobactin-6_TMS_1	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O[Si](C)(C)C)N=C(O)C1N=C(C2=CC=CC=C2O)OC1C)C(C)C(O)=NC1CCCCN(O)C1=O	standard polar	2025-10-23	3282.11
Gas Chromatography	Carboxymycobactin-6_TMS_2	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O)N=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C)C(C)C(O)=NC1CCCCN(O)C1=O	standard polar	2025-10-23	1087.5
Gas Chromatography	Carboxymycobactin-6_TMS_3	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O)N=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C)C(C)C(O)=NC1CCCCN(O)C1=O	standard polar	2025-10-23	1576.25
Gas Chromatography	Carboxymycobactin-6_TMS_4	CCC(OC(=O)C(CCCCN(O)C(=O)/C=C\CCCCCCCCC(=O)O)N=C(O)C1N=C(C2=CC=CC=C2O)OC1C)C(C)C(=NC1CCCCN(O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2296.47

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	Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78444347

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587749

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 Carboxymycobactin-6 (MMDBc0016875)

MOL for #<Metabolite:0x00007f9ab9eb4a78>

3D MOL for #<Metabolite:0x00007f9ab9eb4a78>

3D SDF for #<Metabolite:0x00007f9ab9eb4a78>

3D-SDF for #<Metabolite:0x00007f9ab9eb4a78>

PDB for #<Metabolite:0x00007f9ab9eb4a78>

3D PDB for #<Metabolite:0x00007f9ab9eb4a78>

SMILES for #<Metabolite:0x00007f9ab9eb4a78>

INCHI for #<Metabolite:0x00007f9ab9eb4a78>

Structure for #<Metabolite:0x00007f9ab9eb4a78>

3D Structure for #<Metabolite:0x00007f9ab9eb4a78>