MiMeDB: Showing metabocard for Bacillaene (MMDBc0024679)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:29:07 UTC

Update Date

2025-10-07 16:07:28 UTC

Metabolite ID

MMDBc0024679

Metabolite Identification

Common Name

Bacillaene

Description

Bacillaene is a polyene antibiotic belonging to the chemical class of natural products. Its biosynthetic pathway is encoded within the genomes of various Bacillus species, featuring gene clusters that also synthesize other antimicrobial compounds such as fengycin, surfactin, and difficidin. The genome of Bacillus velezensis NC-B4, for instance, includes a 3.93 Mb chromosome with a G+C content of 46.5%, harboring the bacillaene biosynthesis cluster alongside other key antimicrobial gene clusters (PMID:40964052 ). Additionally, the presence of bacillaene is confirmed through liquid chromatography time of flight mass spectrometry (LC-TOF/MS) analysis, which detects multiple lipopeptides including bacillaene and its analogs (PMID:40782405 ). The gene clusters associated with bacillaene show high similarity to known biosynthetic pathways, indicating a well-conserved mechanism for its production (PMID:40960612 ). Furthermore, the identification of bacillaene within the draft genome of Bacillus species underscores its role in antibacterial activity and potential applications in biological control (PMID:41011416 ). Overall, bacillaene exemplifies the intricate interplay of microbial biosynthetic pathways that contribute to the production of bioactive metabolites.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116292D          

 55 54  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250  -10.0026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -9.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250  -12.8605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625  -12.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500  -12.8605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000  -12.8605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625  -10.7171    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -7.1447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875  -10.7171    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125  -12.1460    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  2  0  0  0  0
 15 14  2  0  0  0  0
 16  9  1  0  0  0  0
 17 11  2  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 23  1  0  0  0  0
 26  3  1  0  0  0  0
 26 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27  4  1  0  0  0  0
 27 19  2  0  0  0  0
 28  5  1  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  2  0  0  0  0
 30 24  1  0  0  0  0
 30 27  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 31  1  0  0  0  0
 34 28  1  0  0  0  0
 35 22  1  4  0  0  0
 35 33  2  0  0  0  0
 36 29  1  4  0  0  0
 36 32  2  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 32  1  0  0  0  0
 40 33  1  0  0  0  0
 41 34  2  0  0  0  0
 42 34  1  0  0  0  0
 43  7  1  0  0  0  0
 44  8  1  0  0  0  0
 45 10  1  0  0  0  0
 46 11  1  0  0  0  0
 47 12  1  0  0  0  0
 48 13  1  0  0  0  0
 49 14  1  0  0  0  0
 50 15  1  0  0  0  0
 51 17  1  0  0  0  0
 52 18  1  0  0  0  0
 53 19  1  0  0  0  0
 54 20  1  0  0  0  0
 55 21  1  0  0  0  0
M  END


  Mrv1652305152116292D          

 55 54  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250  -11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375  -12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250  -10.0026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -9.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250  -12.8605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6625  -12.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500  -12.8605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000  -12.8605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625  -10.7171    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -7.1447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875  -10.7171    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125  -12.1460    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  2  0  0  0  0
 15 14  2  0  0  0  0
 16  9  1  0  0  0  0
 17 11  2  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
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 26  3  1  0  0  0  0
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 27  4  1  0  0  0  0
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 28  5  1  0  0  0  0
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 29  6  1  0  0  0  0
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 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 31  1  0  0  0  0
 34 28  1  0  0  0  0
 35 22  1  4  0  0  0
 35 33  2  0  0  0  0
 36 29  1  4  0  0  0
 36 32  2  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 32  1  0  0  0  0
 40 33  1  0  0  0  0
 41 34  2  0  0  0  0
 42 34  1  0  0  0  0
 43  7  1  0  0  0  0
 44  8  1  0  0  0  0
 45 10  1  0  0  0  0
 46 11  1  0  0  0  0
 47 12  1  0  0  0  0
 48 13  1  0  0  0  0
 49 14  1  0  0  0  0
 50 15  1  0  0  0  0
 51 17  1  0  0  0  0
 52 18  1  0  0  0  0
 53 19  1  0  0  0  0
 54 20  1  0  0  0  0
 55 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024679

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCN=C(O)C(O)CC(C)C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(\[H])/C(/[H])=C(/C)C(O)CC(O)=N\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H50N2O6/c1-25(2)23-31(38)33(40)35-22-16-9-7-8-11-17-26(3)18-14-15-19-27(4)30(37)24-32(39)36-29(6)21-13-10-12-20-28(5)34(41)42/h7-8,10-15,17-21,25,28,30-31,37-38H,9,16,22-24H2,1-6H3,(H,35,40)(H,36,39)(H,41,42)/b8-7-,13-10+,15-14-,17-11+,20-12+,26-18+,27-19-,29-21-

> <INCHI_KEY>
VGZNPOHVJNZAOU-OISZERLPSA-N

> <FORMULA>
C34H50N2O6

> <MOLECULAR_WEIGHT>
582.782

> <EXACT_MASS>
582.366887338

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
69.89541442510924

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,5E,7Z)-8-{[(4Z,6Z,8E,10E,12Z)-16-[(1,2-dihydroxy-4-methylpentylidene)amino]-1,3-dihydroxy-4,9-dimethylhexadeca-4,6,8,10,12-pentaen-1-ylidene]amino}-2-methylnona-3,5,7-trienoic acid

> <ALOGPS_LOGP>
5.70

> <JCHEM_LOGP>
2.0054453767222933

> <ALOGPS_LOGS>
-5.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.982609987842162

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.6638805084769155

> <JCHEM_PKA_STRONGEST_BASIC>
12.71464864061713

> <JCHEM_POLAR_SURFACE_AREA>
142.94

> <JCHEM_REFRACTIVITY>
179.9170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.98e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5E,7Z)-8-{[(4Z,6Z,8E,10E,12Z)-16-[(1,2-dihydroxy-4-methylpentylidene)amino]-1,3-dihydroxy-4,9-dimethylhexadeca-4,6,8,10,12-pentaen-1-ylidene]amino}-2-methylnona-3,5,7-trienoic 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       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080  -8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.240 -13.337   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.630 -20.005   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390 -20.005   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.010 -22.673   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.620  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -11.550 -22.673   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.240 -21.339   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.620 -10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.390 -12.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.390  -6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.390  -9.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.930 -12.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -12.320 -21.339   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.700 -21.339   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.700 -16.004   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.620  -8.002   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.700 -13.337   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -13.860 -21.339   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.930 -20.005   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.930 -14.670   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.930 -17.338   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -14.630 -22.673   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      -7.700 -18.672   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0      -5.390 -14.670   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -5.390 -17.338   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -13.860 -24.006   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -16.170 -22.673   0.000  0.00  0.00           O+0
HETATM   43  H   UNK     0      -5.390  -1.334   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.930  -4.001   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -9.240 -24.006   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.080  -5.335   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0     -12.320 -24.006   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0     -10.010 -20.005   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.080 -10.669   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.620 -13.337   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.930  -6.668   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -6.930  -9.336   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -7.700 -10.669   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0     -11.550 -20.005   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.930 -22.673   0.000  0.00  0.00           H+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    8    9   43                                                  
CONECT    8    7   11   44                                                  
CONECT    9    7   16                                                       
CONECT   10   12   13   45                                                  
CONECT   11    8   17   46                                                  
CONECT   12   10   20   47                                                  
CONECT   13   10   21   48                                                  
CONECT   14   15   18   49                                                  
CONECT   15   14   19   50                                                  
CONECT   16    9   22                                                       
CONECT   17   11   26   51                                                  
CONECT   18   14   26   52                                                  
CONECT   19   15   27   53                                                  
CONECT   20   12   28   54                                                  
CONECT   21   13   29   55                                                  
CONECT   22   16   35                                                       
CONECT   23   25   31                                                       
CONECT   24   30   32                                                       
CONECT   25    1    2   23                                                  
CONECT   26    3   17   18                                                  
CONECT   27    4   19   30                                                  
CONECT   28    5   20   34                                                  
CONECT   29    6   21   36                                                  
CONECT   30   24   27   37                                                  
CONECT   31   23   33   38                                                  
CONECT   32   24   36   39                                                  
CONECT   33   31   35   40                                                  
CONECT   34   28   41   42                                                  
CONECT   35   22   33                                                       
CONECT   36   29   32                                                       
CONECT   37   30                                                            
CONECT   38   31                                                            
CONECT   39   32                                                            
CONECT   40   33                                                            
CONECT   41   34                                                            
CONECT   42   34                                                            
CONECT   43    7                                                            
CONECT   44    8                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₄H₅₀N₂O₆

Average Mass

582.782

Monoisotopic Mass

582.366887338

IUPAC Name

(3E,5E,7Z)-8-{[(4Z,6Z,8E,10E,12Z)-16-[(1,2-dihydroxy-4-methylpentylidene)amino]-1,3-dihydroxy-4,9-dimethylhexadeca-4,6,8,10,12-pentaen-1-ylidene]amino}-2-methylnona-3,5,7-trienoic acid

Traditional Name

(3E,5E,7Z)-8-{[(4Z,6Z,8E,10E,12Z)-16-[(1,2-dihydroxy-4-methylpentylidene)amino]-1,3-dihydroxy-4,9-dimethylhexadeca-4,6,8,10,12-pentaen-1-ylidene]amino}-2-methylnona-3,5,7-trienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCN=C(O)C(O)CC(C)C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(\[H])/C(/[H])=C(/C)C(O)CC(O)=N\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(C)C(O)=O

InChI Identifier

InChI=1S/C34H50N2O6/c1-25(2)23-31(38)33(40)35-22-16-9-7-8-11-17-26(3)18-14-15-19-27(4)30(37)24-32(39)36-29(6)21-13-10-12-20-28(5)34(41)42/h7-8,10-15,17-21,25,28,30-31,37-38H,9,16,22-24H2,1-6H3,(H,35,40)(H,36,39)(H,41,42)/b8-7-,13-10+,15-14-,17-11+,20-12+,26-18+,27-19-,29-21-

InChI Key

VGZNPOHVJNZAOU-OISZERLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Amino fatty acid
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty amide
N-acyl-amine
Unsaturated fatty acid
Secondary alcohol
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0007 g/L	ALOGPS
logP	5.7	ALOGPS
logP	2.01	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	-3.7	ChemAxon
pKa (Strongest Basic)	12.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	142.94 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	179.92 m³·mol⁻¹	ChemAxon
Polarizability	69.9 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

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
Bacteria/Eubacteria	Actinobacteria	6	Human	Microbial culture
Bacteria/Eubacteria	Bacteroidetes	1		Microbial culture

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

24604423

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44227768

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

KDQMRYTZELJKOB-UHFFFAOYSA-N

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 Bacillaene (MMDBc0024679)

MOL for #<Metabolite:0x00007f8de8e3dfa0>

3D MOL for #<Metabolite:0x00007f8de8e3dfa0>

3D SDF for #<Metabolite:0x00007f8de8e3dfa0>

3D-SDF for #<Metabolite:0x00007f8de8e3dfa0>

PDB for #<Metabolite:0x00007f8de8e3dfa0>

3D PDB for #<Metabolite:0x00007f8de8e3dfa0>

SMILES for #<Metabolite:0x00007f8de8e3dfa0>

INCHI for #<Metabolite:0x00007f8de8e3dfa0>

Structure for #<Metabolite:0x00007f8de8e3dfa0>

3D Structure for #<Metabolite:0x00007f8de8e3dfa0>