Record Information |
---|
Version | 5.0 |
---|
Status | Detected but not Quantified |
---|
Creation Date | 2021-09-11 14:28:56 UTC |
---|
Update Date | 2021-10-01 22:41:32 UTC |
---|
HMDB ID | HMDB0254968 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | Mycobactins |
---|
Description | Mycobactins, also known as mycobactin (m), 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. Based on a literature review a significant number of articles have been published on Mycobactins. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mycobactins is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mycobactins is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
---|
Structure | ON(CCCCCC(NC(=O)C1COC(=N1)C1=CC=CC=C1O)C(=O)OCCC(=O)NC1CCCCN(O)C1=O)C=O InChI=1S/C27H37N5O10/c33-17-31(39)13-6-1-2-10-20(29-24(36)21-16-42-25(30-21)18-8-3-4-11-22(18)34)27(38)41-15-12-23(35)28-19-9-5-7-14-32(40)26(19)37/h3-4,8,11,17,19-21,34,39-40H,1-2,5-7,9-10,12-16H2,(H,28,35)(H,29,36) |
---|
Synonyms | Value | Source |
---|
Mycobactin S | MeSH | Mycobactin (m) | MeSH | Mycobactin | MeSH |
|
---|
Chemical Formula | C27H37N5O10 |
---|
Average Molecular Weight | 591.618 |
---|
Monoisotopic Molecular Weight | 591.254042411 |
---|
IUPAC Name | 2-[(1-hydroxy-2-oxoazepan-3-yl)carbamoyl]ethyl 7-(N-hydroxyformamido)-2-{[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}heptanoate |
---|
Traditional Name | 2-[(1-hydroxy-2-oxoazepan-3-yl)carbamoyl]ethyl 7-(N-hydroxyformamido)-2-{[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl]formamido}heptanoate |
---|
CAS Registry Number | Not Available |
---|
SMILES | ON(CCCCCC(NC(=O)C1COC(=N1)C1=CC=CC=C1O)C(=O)OCCC(=O)NC1CCCCN(O)C1=O)C=O |
---|
InChI Identifier | InChI=1S/C27H37N5O10/c33-17-31(39)13-6-1-2-10-20(29-24(36)21-16-42-25(30-21)18-8-3-4-11-22(18)34)27(38)41-15-12-23(35)28-19-9-5-7-14-32(40)26(19)37/h3-4,8,11,17,19-21,34,39-40H,1-2,5-7,9-10,12-16H2,(H,28,35)(H,29,36) |
---|
InChI Key | HQYXQBFMMYIDEA-UHFFFAOYSA-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
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid ester
- Alpha-amino acid or derivatives
- Caprolactam
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Fatty acid ester
- Azepane
- Fatty acyl
- Benzenoid
- Monocyclic benzene moiety
- Oxazoline
- Secondary carboxylic acid amide
- Lactam
- Hydroxamic acid
- Carboxylic acid ester
- Carboxamide group
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Aromatic heteromonocyclic compound
|
---|
Molecular Framework | Aromatic heteromonocyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredictor | Adduct Type | CCS Value (Å2) | Reference |
---|
DeepCCS | [M+H]+ | 225.449 | 30932474 | DeepCCS | [M-H]- | 223.053 | 30932474 | DeepCCS | [M-2H]- | 255.935 | 30932474 | DeepCCS | [M+Na]+ | 231.361 | 30932474 |
Predicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Mycobactins,2TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)NC2CCCCN(O)C2=O)[Si](C)(C)C)CO1 | 4571.5 | Semi standard non polar | 33892256 | Mycobactins,2TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)NC2CCCCN(O)C2=O)[Si](C)(C)C)CO1 | 4498.1 | Standard non polar | 33892256 | Mycobactins,2TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)NC2CCCCN(O)C2=O)[Si](C)(C)C)CO1 | 7588.9 | Standard polar | 33892256 | Mycobactins,2TMS,isomer #2 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)NC(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C)CO1 | 4482.8 | Semi standard non polar | 33892256 | Mycobactins,2TMS,isomer #2 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)NC(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C)CO1 | 4466.4 | Standard non polar | 33892256 | Mycobactins,2TMS,isomer #2 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)NC(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C)CO1 | 7660.9 | Standard polar | 33892256 | Mycobactins,2TMS,isomer #3 | C[Si](C)(C)N(C(=O)CCOC(=O)C(CCCCCN(O)C=O)N(C(=O)C1COC(C2=CC=CC=C2O)=N1)[Si](C)(C)C)C1CCCCN(O)C1=O | 4420.6 | Semi standard non polar | 33892256 | Mycobactins,2TMS,isomer #3 | C[Si](C)(C)N(C(=O)CCOC(=O)C(CCCCCN(O)C=O)N(C(=O)C1COC(C2=CC=CC=C2O)=N1)[Si](C)(C)C)C1CCCCN(O)C1=O | 4549.1 | Standard non polar | 33892256 | Mycobactins,2TMS,isomer #3 | C[Si](C)(C)N(C(=O)CCOC(=O)C(CCCCCN(O)C=O)N(C(=O)C1COC(C2=CC=CC=C2O)=N1)[Si](C)(C)C)C1CCCCN(O)C1=O | 7780.2 | Standard polar | 33892256 | Mycobactins,3TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C)[Si](C)(C)C)CO1 | 4392.4 | Semi standard non polar | 33892256 | Mycobactins,3TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C)[Si](C)(C)C)CO1 | 4475.2 | Standard non polar | 33892256 | Mycobactins,3TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C)[Si](C)(C)C)CO1 | 7127.9 | Standard polar | 33892256 | Mycobactins,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)NC2CCCCN(O)C2=O)[Si](C)(C)C(C)(C)C)CO1 | 4956.8 | Semi standard non polar | 33892256 | Mycobactins,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)NC2CCCCN(O)C2=O)[Si](C)(C)C(C)(C)C)CO1 | 4846.9 | Standard non polar | 33892256 | Mycobactins,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)N(C(CCCCCN(O)C=O)C(=O)OCCC(=O)NC2CCCCN(O)C2=O)[Si](C)(C)C(C)(C)C)CO1 | 7353.2 | Standard polar | 33892256 | Mycobactins,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)NC(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C(C)(C)C)CO1 | 4865.4 | Semi standard non polar | 33892256 | Mycobactins,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)NC(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C(C)(C)C)CO1 | 4815.3 | Standard non polar | 33892256 | Mycobactins,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C1=NC(C(=O)NC(CCCCCN(O)C=O)C(=O)OCCC(=O)N(C2CCCCN(O)C2=O)[Si](C)(C)C(C)(C)C)CO1 | 7413.5 | Standard polar | 33892256 | Mycobactins,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(=O)CCOC(=O)C(CCCCCN(O)C=O)N(C(=O)C1COC(C2=CC=CC=C2O)=N1)[Si](C)(C)C(C)(C)C)C1CCCCN(O)C1=O | 4819.9 | Semi standard non polar | 33892256 | Mycobactins,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(=O)CCOC(=O)C(CCCCCN(O)C=O)N(C(=O)C1COC(C2=CC=CC=C2O)=N1)[Si](C)(C)C(C)(C)C)C1CCCCN(O)C1=O | 4884.8 | Standard non polar | 33892256 | Mycobactins,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N(C(=O)CCOC(=O)C(CCCCCN(O)C=O)N(C(=O)C1COC(C2=CC=CC=C2O)=N1)[Si](C)(C)C(C)(C)C)C1CCCCN(O)C1=O | 7432.6 | Standard polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Mycobactins GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mycobactins GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mycobactins GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mycobactins GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mycobactins GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mycobactins GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mycobactins 10V, Positive-QTOF | splash10-0005-0711090000-08feaf5dbedc9f965411 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mycobactins 20V, Positive-QTOF | splash10-01u1-0912060000-d9c91c9827b8fecd7c48 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mycobactins 40V, Positive-QTOF | splash10-00fr-5901120000-e2368bd06ca936a0d7a8 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mycobactins 10V, Negative-QTOF | splash10-0006-9104060000-0d6d60821f0ff3bc19d7 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mycobactins 20V, Negative-QTOF | splash10-0006-9200160000-2696c3d90364c6582e52 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mycobactins 40V, Negative-QTOF | splash10-0006-9312120000-20c6f955367889b55312 | 2021-10-12 | Wishart Lab | View Spectrum |
|
---|