MiMeDB: Showing metabocard for Lynamicin A (MMDBc0016100)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:48:48 UTC

Update Date

2025-10-07 16:06:30 UTC

Metabolite ID

MMDBc0016100

Metabolite Identification

Common Name

Lynamicin A

Description

Lynamicin A is a member of the chemical class of metabolites known as spiroindimicins, which are characterized by their unique spirocyclic structure. The compound is derived from deep marine sea-derived Streptomyces sp. and exhibits a complex chemical architecture that contributes to its biological activity. In silico molecular docking studies have been employed to explore the interactions of lynamicin A with various drug target enzymes, highlighting its potential as a lead compound for further pharmacological development. The preclinical evaluation of lynamicin A, alongside related compounds such as spiroindimicins A-D, indicates its involvement in specific biochemical pathways that may be relevant for therapeutic applications (PMID:25205496 ). This research underscores the importance of marine-derived natural products in drug discovery and the potential for lynamicin A to interact with key biological targets, paving the way for future studies aimed at elucidating its mechanisms of action and therapeutic potential (PMID:25205496 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161519412D          

 29 33  0  0  0  0            999 V2000
    3.4312   -3.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -3.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -2.1030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378   -1.5075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529   -0.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5244   -0.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113    0.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267    0.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4864    0.8160    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0448   -0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
  5 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 20 29  1  0  0  0  0
 23 29  1  0  0  0  0
M  END


  Mrv1533004161519412D          

 29 33  0  0  0  0            999 V2000
    3.4312   -3.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -3.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -2.1030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8378   -1.5075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529   -0.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5244   -0.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113    0.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267    0.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4864    0.8160    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0448   -0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
  5 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 20 29  1  0  0  0  0
 23 29  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016100

> <DATABASE_NAME>
MIME

> <SMILES>
COC(=O)C1=C(C(=CN1)C1=CNC2=CC=C(Cl)C=C12)C1=CNC2=CC=C(Cl)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H15Cl2N3O2/c1-29-22(28)21-20(16-9-26-19-5-3-12(24)7-14(16)19)17(10-27-21)15-8-25-18-4-2-11(23)6-13(15)18/h2-10,25-27H,1H3

> <INCHI_KEY>
ADBVWUJBUGOHJH-UHFFFAOYSA-N

> <FORMULA>
C22H15Cl2N3O2

> <MOLECULAR_WEIGHT>
424.28

> <EXACT_MASS>
423.0541321

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
41.80078905813048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3,4-bis(5-chloro-1H-indol-3-yl)-1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
5.42

> <JCHEM_LOGP>
5.676672078999999

> <ALOGPS_LOGS>
-5.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.305324523135134

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.642871338620475

> <JCHEM_PKA_STRONGEST_BASIC>
-7.1286695037157575

> <JCHEM_POLAR_SURFACE_AREA>
73.67

> <JCHEM_REFRACTIVITY>
114.77459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.51e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lynamicin A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       6.405  -6.593   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.865  -6.593   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.095  -5.259   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.865  -3.926   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.650  -6.505   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.185  -4.489   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.061  -3.584   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.525  -4.060   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -3.431  -2.814   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.525  -1.568   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.846  -0.062   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.701   0.969   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.237   0.493   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       0.908   1.523   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0       0.084  -1.014   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.061  -2.044   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0       7.591  -2.843   0.000  0.00  0.00          Cl+0
HETATM   28  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17    9   12                                                  
CONECT   19    8    5   20                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   20   23                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

Synonyms

Value	Source
Methyl 3,4-bis(5-chloro-1H-indol-3-yl)-1H-pyrrole-2-carboxylic acid	Generator

Molecular Formula

C₂₂H₁₅Cl₂N₃O₂

Average Mass

424.28

Monoisotopic Mass

423.0541321

IUPAC Name

methyl 3,4-bis(5-chloro-1H-indol-3-yl)-1H-pyrrole-2-carboxylate

Traditional Name

lynamicin A

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C(=CN1)C1=CNC2=CC=C(Cl)C=C12)C1=CNC2=CC=C(Cl)C=C12

InChI Identifier

InChI=1S/C22H15Cl2N3O2/c1-29-22(28)21-20(16-9-26-19-5-3-12(24)7-14(16)19)17(10-27-21)15-8-25-18-4-2-11(23)6-13(15)18/h2-10,25-27H,1H3

InChI Key

ADBVWUJBUGOHJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Pyrrole-2-carboxylic acid or derivatives
Aryl chloride
Aryl halide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00075 g/L	ALOGPS
logP	5.42	ALOGPS
logP	5.68	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	11.64	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	114.77 m³·mol⁻¹	ChemAxon
Polarizability	41.8 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	438.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	33.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	781.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	689.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	809.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	593.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3262.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	97.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	685.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	507.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	185.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	337.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	212.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	8.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	355.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	533.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	470.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1988.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1654.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Lynamicin A_TMS_1	COC(=O)C1=C(C2=C[NH]C3=CC=C(Cl)C=C23)C(C2=C[NH]C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard non polar	2025-10-23	1554.4
Gas Chromatography	Lynamicin A_TMS_2	COC(=O)C1=C(C2=C[NH]C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=C[NH]1	standard non polar	2025-10-23	2128.63
Gas Chromatography	Lynamicin A_TMS_3	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=C[NH]C3=CC=C(Cl)C=C23)=C[NH]1	standard non polar	2025-10-23	1537.24
Gas Chromatography	Lynamicin A_TMS_4	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=C[NH]C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard non polar	2025-10-23	1500.84
Gas Chromatography	Lynamicin A_TMS_5	COC(=O)C1=C(C2=C[NH]C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard non polar	2025-10-23	2226.37
Gas Chromatography	Lynamicin A_TMS_6	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=C[NH]1	standard non polar	2025-10-23	1892.96
Gas Chromatography	Lynamicin A_TMS_7	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard non polar	2025-10-23	1763.9
Gas Chromatography	Lynamicin A_TMS_1	COC(=O)C1=C(C2=C[NH]C3=CC=C(Cl)C=C23)C(C2=C[NH]C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard polar	2025-10-23	1955.06
Gas Chromatography	Lynamicin A_TMS_2	COC(=O)C1=C(C2=C[NH]C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=C[NH]1	standard polar	2025-10-23	1790.27
Gas Chromatography	Lynamicin A_TMS_3	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=C[NH]C3=CC=C(Cl)C=C23)=C[NH]1	standard polar	2025-10-23	1934.1
Gas Chromatography	Lynamicin A_TMS_4	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=C[NH]C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard polar	2025-10-23	2987.27
Gas Chromatography	Lynamicin A_TMS_5	COC(=O)C1=C(C2=C[NH]C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard polar	2025-10-23	1940.95
Gas Chromatography	Lynamicin A_TMS_6	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=C[NH]1	standard polar	2025-10-23	3064.39
Gas Chromatography	Lynamicin A_TMS_7	COC(=O)C1=C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)C(C2=CN([Si](C)(C)C)C3=CC=C(Cl)C=C23)=CN1[Si](C)(C)C	standard polar	2025-10-23	2722.0

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	Actinobacteria	1	Human ; Human feces; Human saliva; Human urine; Human supragingival plaque; Human sputum; Human subgingival plaque	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11304789

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 Lynamicin A (MMDBc0016100)

MOL for #<Metabolite:0x00007fc94c4c5000>

3D MOL for #<Metabolite:0x00007fc94c4c5000>

3D SDF for #<Metabolite:0x00007fc94c4c5000>

3D-SDF for #<Metabolite:0x00007fc94c4c5000>

PDB for #<Metabolite:0x00007fc94c4c5000>

3D PDB for #<Metabolite:0x00007fc94c4c5000>

SMILES for #<Metabolite:0x00007fc94c4c5000>

INCHI for #<Metabolite:0x00007fc94c4c5000>

Structure for #<Metabolite:0x00007fc94c4c5000>

3D Structure for #<Metabolite:0x00007fc94c4c5000>