MiMeDB: Showing metabocard for Mutanobactin A (MMDBc0018943)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:05:30 UTC

Update Date

2025-10-07 16:06:54 UTC

Metabolite ID

MMDBc0018943

Metabolite Identification

Common Name

Mutanobactin A

Description

Mutanobactin A is a hybrid polyketide-nonribosomal peptide metabolite produced by the bacterium Streptococcus mutans. Its chemical structure features a complex arrangement characteristic of secondary metabolites, which are often involved in interspecies interactions. Mutanobactin A plays a role in the fitness of S. mutans, as evidenced by its association with the gene SMU_833, highlighting its importance in bacterial survival (PMID:31554721 ). Furthermore, this compound functions as a cross-kingdom regulator, influencing the yeast-mycelium transition in the pathogenic fungus Candida albicans, demonstrating its broader biological implications beyond its bacterial origin (PMID:20852771 ). The generation of mutanobactin A is linked to specific gene clusters that facilitate its biosynthesis, underscoring its significance in microbial ecology and potential interactions within the human microbiome (PMID:22281750 ). Overall, mutanobactin A exemplifies the intricate chemistry of microbial metabolites and their potential roles in modulating interactions between different species.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111052D          

 57 59  0  0  1  0            999 V2000
   -6.2004    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    5.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5582    6.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8511    3.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4859    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7714    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0570    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3425    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6280    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4867    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8158    0.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4846    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373    1.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    5.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1091    1.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    5.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292    3.0615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1198    4.3473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9735    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518    0.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2299    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    2.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1671   -0.6477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1495    0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    4.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    0.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460    3.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -0.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    2.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    1.0005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6164    3.7077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2983    4.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5857   -0.2631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649   -0.4376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4123    1.4588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2299    4.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -0.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2457    4.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157   -0.5815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883    4.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494   -1.3890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2169    2.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    1.7211    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074    2.6620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    3.5245    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582   -0.4725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    1.0617    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    1.2914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6588    2.9559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912    0.1738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 23  6  1  1  0  0  0
 24 18  1  6  0  0  0
 25 20  1  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 19  1  0  0  0  0
 29 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 22  1  6  0  0  0
 31 25  1  0  0  0  0
 32 24  1  0  0  0  0
 33 26  1  0  0  0  0
 34 29  1  0  0  0  0
 35 30  1  0  0  0  0
 36 23  1  0  0  0  0
 37 19  1  0  0  0  0
 37 31  2  0  0  0  0
 38 23  1  0  0  0  0
 38 32  2  0  0  0  0
 39 24  1  0  0  0  0
 39 34  2  0  0  0  0
 40 25  1  4  0  0  0
 40 35  2  0  0  0  0
 41 30  1  0  0  0  0
 41 33  2  0  0  0  0
 42 17  1  0  0  0  0
 42 26  1  0  0  0  0
 42 36  1  0  0  0  0
 43 27  2  0  0  0  0
 44 31  1  0  0  0  0
 32 45  1  4  0  0  0
 33 46  1  4  0  0  0
 34 47  1  4  0  0  0
 48 35  1  0  0  0  0
 49 36  2  0  0  0  0
 50 20  1  0  0  0  0
 50 28  1  0  0  0  0
 23 51  1  1  0  0  0
 24 52  1  6  0  0  0
 53 25  1  0  0  0  0
 26 54  1  6  0  0  0
 55 28  1  0  0  0  0
 56 29  1  0  0  0  0
 30 57  1  6  0  0  0
M  END


  Mrv1652305152111052D          

 57 59  0  0  1  0            999 V2000
   -6.2004    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    5.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5582    6.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924   -1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8511    3.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4859    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7714    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0570    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3425    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6280    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4867    0.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8158    0.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4846    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373    1.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    5.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1091    1.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192    0.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    5.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2430   -1.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292    3.0615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1198    4.3473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9735    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518    0.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2299    3.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    2.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    3.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1671   -0.6477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1495    0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    4.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    0.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5460    3.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443   -0.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    2.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    1.0005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6164    3.7077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2983    4.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5857   -0.2631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649   -0.4376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4123    1.4588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2299    4.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -0.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2457    4.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157   -0.5815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883    4.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494   -1.3890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2169    2.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    1.7211    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074    2.6620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    3.5245    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582   -0.4725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    1.0617    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    1.2914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6588    2.9559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912    0.1738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 23  6  1  1  0  0  0
 24 18  1  6  0  0  0
 25 20  1  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 19  1  0  0  0  0
 29 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 22  1  6  0  0  0
 31 25  1  0  0  0  0
 32 24  1  0  0  0  0
 33 26  1  0  0  0  0
 34 29  1  0  0  0  0
 35 30  1  0  0  0  0
 36 23  1  0  0  0  0
 37 19  1  0  0  0  0
 37 31  2  0  0  0  0
 38 23  1  0  0  0  0
 38 32  2  0  0  0  0
 39 24  1  0  0  0  0
 39 34  2  0  0  0  0
 40 25  1  4  0  0  0
 40 35  2  0  0  0  0
 41 30  1  0  0  0  0
 41 33  2  0  0  0  0
 42 17  1  0  0  0  0
 42 26  1  0  0  0  0
 42 36  1  0  0  0  0
 43 27  2  0  0  0  0
 44 31  1  0  0  0  0
 32 45  1  4  0  0  0
 33 46  1  4  0  0  0
 34 47  1  4  0  0  0
 48 35  1  0  0  0  0
 49 36  2  0  0  0  0
 50 20  1  0  0  0  0
 50 28  1  0  0  0  0
 23 51  1  1  0  0  0
 24 52  1  6  0  0  0
 53 25  1  0  0  0  0
 26 54  1  6  0  0  0
 55 28  1  0  0  0  0
 56 29  1  0  0  0  0
 30 57  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0018943

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@@]([H])(C)N=C(O)[C@]([H])(CC(C)C)N=C(O)C([H])(C(=O)CCCCCCCCC)C1([H])CN=C(O)C([H])(CS1)N=C(O)[C@@]([H])(N=C2O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C36H60N6O7S/c1-7-8-9-10-11-12-13-16-27(43)29-28-19-37-31(44)25(20-50-28)40-35(48)30(22(4)5)41-33(46)26-15-14-17-42(26)36(49)23(6)38-32(45)24(18-21(2)3)39-34(29)47/h21-26,28-30H,7-20H2,1-6H3,(H,37,44)(H,38,45)(H,39,47)(H,40,48)(H,41,46)/t23-,24+,25?,26+,28?,29?,30+/m1/s1

> <INCHI_KEY>
WDKYFUSPNIQGDO-IBCSGKGJSA-N

> <FORMULA>
C36H60N6O7S

> <MOLECULAR_WEIGHT>
720.97

> <EXACT_MASS>
720.42441947

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
80.95038161924147

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,7S,13R,16S)-19-decanoyl-3,6,15,18,23-pentahydroxy-13-methyl-16-(2-methylpropyl)-4-(propan-2-yl)-25-thia-2,5,11,14,17,22-hexaazatricyclo[18.3.2.0^{7,11}]pentacosa-2,5,14,17,22-pentaen-12-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.007666888656163

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.435867532841926

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.6233355776752

> <JCHEM_PKA_STRONGEST_BASIC>
11.769648980279616

> <JCHEM_POLAR_SURFACE_AREA>
200.32999999999996

> <JCHEM_REFRACTIVITY>
193.88730000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,7S,13R,16S)-19-decanoyl-3,6,15,18,23-pentahydroxy-4-isopropyl-13-methyl-16-(2-methylpropyl)-25-thia-2,5,11,14,17,22-hexaazatricyclo[18.3.2.0^{7,11}]pentacosa-2,5,14,17,22-pentaen-12-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     -11.574   6.288   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.276   9.846   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.775  12.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.452  -3.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.796  -3.632   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.922   6.460   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.240   7.058   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.907   6.288   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.573   7.058   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.239   6.288   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.906   7.058   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.572   6.288   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.238   7.058   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.108   1.244   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.856   0.348   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.905   6.288   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.643   2.712   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.936   9.651   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.204   3.350   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.836   1.696   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.663  10.516   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.054  -2.742   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.575   5.715   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.824   8.115   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.817   0.541   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.617   1.262   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.429   7.058   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.215   3.949   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.763   6.288   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.912  -1.209   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.279   0.617   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.320   7.751   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.682   0.038   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.886   7.341   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.376  -1.096   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.088   4.263   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      -0.620   1.868   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0       8.617   6.921   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0       4.290   7.973   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       2.960  -0.491   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       7.401  -0.817   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      10.103   2.723   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0       0.429   8.598   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -0.457  -0.735   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       7.925   9.167   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.736  -1.085   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       2.031   8.623   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       4.012  -2.593   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      11.605   4.531   0.000  0.00  0.00           O+0
HETATM   50  S   UNK     0       2.568   3.213   0.000  0.00  0.00           S+0
HETATM   51  H   UNK     0       8.227   4.969   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.711   6.579   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.229  -0.882   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       8.255   1.982   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.139   2.411   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.096   5.518   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.770   0.324   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   22                                                            
CONECT    6   23                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   16                                                       
CONECT   14   15   17                                                       
CONECT   15   14   26                                                       
CONECT   16   13   27                                                       
CONECT   17   14   42                                                       
CONECT   18   21   24                                                       
CONECT   19   28   37                                                       
CONECT   20   25   50                                                       
CONECT   21    2    3   18                                                  
CONECT   22    4    5   30                                                  
CONECT   23    6   36   38   51                                             
CONECT   24   18   32   39   52                                             
CONECT   25   20   31   40   53                                             
CONECT   26   15   33   42   54                                             
CONECT   27   16   29   43                                                  
CONECT   28   19   29   50   55                                             
CONECT   29   27   28   34   56                                             
CONECT   30   22   35   41   57                                             
CONECT   31   25   37   44                                                  
CONECT   32   24   38   45                                                  
CONECT   33   26   41   46                                                  
CONECT   34   29   39   47                                                  
CONECT   35   30   40   48                                                  
CONECT   36   23   42   49                                                  
CONECT   37   19   31                                                       
CONECT   38   23   32                                                       
CONECT   39   24   34                                                       
CONECT   40   25   35                                                       
CONECT   41   30   33                                                       
CONECT   42   17   26   36                                                  
CONECT   43   27                                                            
CONECT   44   31                                                            
CONECT   45   32                                                            
CONECT   46   33                                                            
CONECT   47   34                                                            
CONECT   48   35                                                            
CONECT   49   36                                                            
CONECT   50   20   28                                                       
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   28                                                            
CONECT   56   29                                                            
CONECT   57   30                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

Synonyms

Not Available

Molecular Formula

C₃₆H₆₀N₆O₇S

Average Mass

720.97

Monoisotopic Mass

720.42441947

IUPAC Name

(4S,7S,13R,16S)-19-decanoyl-3,6,15,18,23-pentahydroxy-13-methyl-16-(2-methylpropyl)-4-(propan-2-yl)-25-thia-2,5,11,14,17,22-hexaazatricyclo[18.3.2.0^{7,11}]pentacosa-2,5,14,17,22-pentaen-12-one

Traditional Name

(4S,7S,13R,16S)-19-decanoyl-3,6,15,18,23-pentahydroxy-4-isopropyl-13-methyl-16-(2-methylpropyl)-25-thia-2,5,11,14,17,22-hexaazatricyclo[18.3.2.0^{7,11}]pentacosa-2,5,14,17,22-pentaen-12-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@@]([H])(C)N=C(O)[C@]([H])(CC(C)C)N=C(O)C([H])(C(=O)CCCCCCCCC)C1([H])CN=C(O)C([H])(CS1)N=C(O)[C@@]([H])(N=C2O)C(C)C

InChI Identifier

InChI=1S/C36H60N6O7S/c1-7-8-9-10-11-12-13-16-27(43)29-28-19-37-31(44)25(20-50-28)40-35(48)30(22(4)5)41-33(46)26-15-14-17-42(26)36(49)23(6)38-32(45)24(18-21(2)3)39-34(29)47/h21-26,28-30H,7-20H2,1-6H3,(H,37,44)(H,38,45)(H,39,47)(H,40,48)(H,41,46)/t23-,24+,25?,26+,28?,29?,30+/m1/s1

InChI Key

WDKYFUSPNIQGDO-IBCSGKGJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Cyclic hybrid peptide
Alpha-oligopeptide
Macrolactam
Alpha-amino acid or derivatives
1,3-dicarbonyl compound
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Ketone
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Thioether
Azacycle
Dialkylthioether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	3.54	ALOGPS
logP	4.01	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	-4.6	ChemAxon
pKa (Strongest Basic)	11.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	200.33 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	193.89 m³·mol⁻¹	ChemAxon
Polarizability	80.95 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	97.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	80.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	772.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	712.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	744.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	133.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3528.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	113.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	287.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	528.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	38.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	151.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	248.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	84.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	227.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	520.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2072.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1488.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Mutanobactin A_TMS_1	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	3433.26
Gas Chromatography	Mutanobactin A_TMS_2	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	790.741
Gas Chromatography	Mutanobactin A_TMS_3	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	3429.04
Gas Chromatography	Mutanobactin A_TMS_4	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard non polar	2025-10-23	3227.39
Gas Chromatography	Mutanobactin A_TMS_5	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1754.52
Gas Chromatography	Mutanobactin A_TMS_6	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	960.703
Gas Chromatography	Mutanobactin A_TMS_7	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	2219.68
Gas Chromatography	Mutanobactin A_TMS_8	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1648.7
Gas Chromatography	Mutanobactin A_TMS_9	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1543.64
Gas Chromatography	Mutanobactin A_TMS_10	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard non polar	2025-10-23	964.14
Gas Chromatography	Mutanobactin A_TMS_11	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	2470.04
Gas Chromatography	Mutanobactin A_TMS_12	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1982.23
Gas Chromatography	Mutanobactin A_TMS_13	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1633.91
Gas Chromatography	Mutanobactin A_TMS_14	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	2424.89
Gas Chromatography	Mutanobactin A_TMS_15	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1276.36
Gas Chromatography	Mutanobactin A_TMS_16	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	1984.9
Gas Chromatography	Mutanobactin A_TMS_17	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	3495.22
Gas Chromatography	Mutanobactin A_TMS_18	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1820.42
Gas Chromatography	Mutanobactin A_TMS_19	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	1095.91
Gas Chromatography	Mutanobactin A_TMS_20	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	3161.6
Gas Chromatography	Mutanobactin A_TMS_21	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	1219.78
Gas Chromatography	Mutanobactin A_TMS_22	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard non polar	2025-10-23	2186.68
Gas Chromatography	Mutanobactin A_TMS_23	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1466.64
Gas Chromatography	Mutanobactin A_TMS_24	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard non polar	2025-10-23	3717.57
Gas Chromatography	Mutanobactin A_TMS_25	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard non polar	2025-10-23	2931.48
Gas Chromatography	Mutanobactin A_TMS_26	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1229.46
Gas Chromatography	Mutanobactin A_TMS_27	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard non polar	2025-10-23	1726.91
Gas Chromatography	Mutanobactin A_TMS_1	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	2262.63
Gas Chromatography	Mutanobactin A_TMS_2	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1279.36
Gas Chromatography	Mutanobactin A_TMS_3	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	926.967
Gas Chromatography	Mutanobactin A_TMS_4	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard polar	2025-10-23	1206.68
Gas Chromatography	Mutanobactin A_TMS_5	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1824.7
Gas Chromatography	Mutanobactin A_TMS_6	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1852.11
Gas Chromatography	Mutanobactin A_TMS_7	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	2405.03
Gas Chromatography	Mutanobactin A_TMS_8	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	2441.42
Gas Chromatography	Mutanobactin A_TMS_9	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1598.83
Gas Chromatography	Mutanobactin A_TMS_10	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard polar	2025-10-23	2932.21
Gas Chromatography	Mutanobactin A_TMS_11	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	3739.36
Gas Chromatography	Mutanobactin A_TMS_12	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1630.52
Gas Chromatography	Mutanobactin A_TMS_13	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O[Si](C)(C)C)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	900.005
Gas Chromatography	Mutanobactin A_TMS_14	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	2611.24
Gas Chromatography	Mutanobactin A_TMS_15	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard polar	2025-10-23	3311.82
Gas Chromatography	Mutanobactin A_TMS_16	CCCCCCCCCC(=O)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	2447.92
Gas Chromatography	Mutanobactin A_TMS_17	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	897.826
Gas Chromatography	Mutanobactin A_TMS_18	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O[Si](C)(C)C)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	2713.05
Gas Chromatography	Mutanobactin A_TMS_19	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	1236.31
Gas Chromatography	Mutanobactin A_TMS_20	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	1808.64
Gas Chromatography	Mutanobactin A_TMS_21	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	1511.2
Gas Chromatography	Mutanobactin A_TMS_22	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O[Si](C)(C)C	standard polar	2025-10-23	1359.46
Gas Chromatography	Mutanobactin A_TMS_23	CCCCCCCCCC(=O)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard polar	2025-10-23	2746.12
Gas Chromatography	Mutanobactin A_TMS_24	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard polar	2025-10-23	170.821
Gas Chromatography	Mutanobactin A_TMS_25	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O)=N[C@@H](C(C)C)C(O[Si](C)(C)C)=NC2CSC1CN=C2O	standard polar	2025-10-23	3103.86
Gas Chromatography	Mutanobactin A_TMS_26	CCCCCCCCCC(O[Si](C)(C)C)=C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1938.2
Gas Chromatography	Mutanobactin A_TMS_27	CCCCCCCCC=C(O[Si](C)(C)C)C1C(O)=N[C@@H](CC(C)C)C(O)=N[C@H](C)C(=O)N2CCC[C@H]2C(O[Si](C)(C)C)=N[C@@H](C(C)C)C(O)=NC2CSC1CN=C2O	standard polar	2025-10-23	1562.86

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	Firmicutes	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

78445452

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49850903

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 Mutanobactin A (MMDBc0018943)

MOL for #<Metabolite:0x000055c207ad9430>

3D MOL for #<Metabolite:0x000055c207ad9430>

3D SDF for #<Metabolite:0x000055c207ad9430>

3D-SDF for #<Metabolite:0x000055c207ad9430>

PDB for #<Metabolite:0x000055c207ad9430>

3D PDB for #<Metabolite:0x000055c207ad9430>

SMILES for #<Metabolite:0x000055c207ad9430>

INCHI for #<Metabolite:0x000055c207ad9430>

Structure for #<Metabolite:0x000055c207ad9430>

3D Structure for #<Metabolite:0x000055c207ad9430>