MiMeDB: Showing metabocard for Phomaligin A (MMDBc0016343)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:00:45 UTC

Update Date

2025-10-07 16:06:32 UTC

Metabolite ID

MMDBc0016343

Metabolite Identification

Common Name

Phomaligin A

Description

Phomaligin A is a secondary metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement typical of polyketides, which are synthesized through the sequential condensation of acetyl and propionyl units. In the context of fungal biology, Phomaligin A is produced by various Aspergillus species, including Aspergillus flavus and Aspergillus viridi-nutans, where it is part of a broader array of metabolites that contribute to the organism's ecological interactions and survival strategies. It has been identified alongside other significant compounds such as aflatoxins and hydroxysydonic acid, which are involved in various biochemical pathways related to fungal growth and competition (PMID:39130166 , PMID:28958507 ). Additionally, Phomaligin A has been isolated from culture filtrates, indicating its potential role in the metabolic processes of fungi under specific growth conditions (PMID:10924177 ). The study of Phomaligin A and its related metabolites enhances our understanding of fungal biochemistry and the diverse chemical arsenal employed by these organisms.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109002D          

 23 23  0  0  1  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  1  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  2  0  0  0  0
 15 10  1  0  0  0  0
 16  4  1  6  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  7  1  0  0  0  0
 17 14  1  0  0  0  0
 18  8  1  0  0  0  0
 19 12  2  0  0  0  0
 20 15  2  0  0  0  0
 16 21  1  1  0  0  0
 22  5  1  0  0  0  0
 22 13  1  0  0  0  0
  9 23  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016343

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(CC)C(=O)C1=C(NCCO)[C@](C)(O)C(=O)C(C)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NO5/c1-6-9(2)12(19)11-13(22-5)10(3)15(20)16(4,21)14(11)17-7-8-18/h9,17-18,21H,6-8H2,1-5H3/t9-,16-/m0/s1

> <INCHI_KEY>
QEUPBBFRRMXJEC-FVMDXXJSSA-N

> <FORMULA>
C16H25NO5

> <MOLECULAR_WEIGHT>
311.378

> <EXACT_MASS>
311.173272909

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.25529799673184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-6-hydroxy-5-[(2-hydroxyethyl)amino]-3-methoxy-2,6-dimethyl-4-[(2S)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
0.5664552580000006

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.589187016478213

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.373071800957359

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5412734571255333

> <JCHEM_POLAR_SURFACE_AREA>
95.86000000000001

> <JCHEM_REFRACTIVITY>
85.47879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-6-hydroxy-5-[(2-hydroxyethyl)amino]-3-methoxy-2,6-dimethyl-4-[(2S)-2-methylbutanoyl]cyclohexa-2,4-dien-1-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       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       6.668   0.770   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   16                                                            
CONECT    5   22                                                            
CONECT    6    1    9                                                       
CONECT    7    8   17                                                       
CONECT    8    7   18                                                       
CONECT    9    2    6   12   23                                             
CONECT   10    3   13   15                                                  
CONECT   11   12   13   14                                                  
CONECT   12    9   11   19                                                  
CONECT   13   10   11   22                                                  
CONECT   14   11   16   17                                                  
CONECT   15   10   16   20                                                  
CONECT   16    4   14   15   21                                             
CONECT   17    7   14                                                       
CONECT   18    8                                                            
CONECT   19   12                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22    5   13                                                       
CONECT   23    9                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

Synonyms

Not Available

Molecular Formula

C₁₆H₂₅NO₅

Average Mass

311.378

Monoisotopic Mass

311.173272909

IUPAC Name

(6S)-6-hydroxy-5-[(2-hydroxyethyl)amino]-3-methoxy-2,6-dimethyl-4-[(2S)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one

Traditional Name

(6S)-6-hydroxy-5-[(2-hydroxyethyl)amino]-3-methoxy-2,6-dimethyl-4-[(2S)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one

CAS Registry Number

Not Available

SMILES

[H][C@](C)(CC)C(=O)C1=C(NCCO)[C@](C)(O)C(=O)C(C)=C1OC

InChI Identifier

InChI=1S/C16H25NO5/c1-6-9(2)12(19)11-13(22-5)10(3)15(20)16(4,21)14(11)17-7-8-18/h9,17-18,21H,6-8H2,1-5H3/t9-,16-/m0/s1

InChI Key

QEUPBBFRRMXJEC-FVMDXXJSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Acyloins

Alternative Parents

Substituents

Acyloin
Vinylogous ester
Vinylogous amide
Tertiary alcohol
1,2-aminoalcohol
Cyclic ketone
Ketone
Alkanolamine
Secondary aliphatic amine
Secondary amine
Enamine
Organic nitrogen compound
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Amine
Organic oxide
Alcohol
Organopnictogen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.67 g/L	ALOGPS
logP	0.98	ALOGPS
logP	0.57	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	12.37	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.86 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	85.48 m³·mol⁻¹	ChemAxon
Polarizability	33.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

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	165.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	142.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	328.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	341.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	318.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	183.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1395.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	542.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	302.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	185.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	265.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	152.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	105.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	103.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	319.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	51.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	270.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1006.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	680.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Phomaligin A_TMS_1	CC[C@H](C)C(=O)C1=C(NCCO[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2202.51
Gas Chromatography	Phomaligin A_TMS_2	CC[C@H](C)C(=O)C1=C(NCCO)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2011.22
Gas Chromatography	Phomaligin A_TMS_3	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	1889.0
Gas Chromatography	Phomaligin A_TMS_4	CC[C@H](C)C(=O)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	1938.03
Gas Chromatography	Phomaligin A_TMS_5	CC[C@H](C)C(=O)C1=C(NCCO[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	1969.81
Gas Chromatography	Phomaligin A_TMS_6	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	1516.42
Gas Chromatography	Phomaligin A_TMS_7	CC[C@H](C)C(=O)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	1731.64
Gas Chromatography	Phomaligin A_TMS_8	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2641.01
Gas Chromatography	Phomaligin A_TMS_9	CC[C@H](C)C(=O)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	1474.69
Gas Chromatography	Phomaligin A_TMS_10	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2111.5
Gas Chromatography	Phomaligin A_TMS_11	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2015.5
Gas Chromatography	Phomaligin A_TMS_12	CC[C@H](C)C(=O)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2726.05
Gas Chromatography	Phomaligin A_TMS_13	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2955.46
Gas Chromatography	Phomaligin A_TMS_14	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2022.32
Gas Chromatography	Phomaligin A_TMS_15	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard non polar	2025-10-23	2383.12
Gas Chromatography	Phomaligin A_TMS_1	CC[C@H](C)C(=O)C1=C(NCCO[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	2808.46
Gas Chromatography	Phomaligin A_TMS_2	CC[C@H](C)C(=O)C1=C(NCCO)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	2752.53
Gas Chromatography	Phomaligin A_TMS_3	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	2188.52
Gas Chromatography	Phomaligin A_TMS_4	CC[C@H](C)C(=O)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	1791.44
Gas Chromatography	Phomaligin A_TMS_5	CC[C@H](C)C(=O)C1=C(NCCO[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	1851.86
Gas Chromatography	Phomaligin A_TMS_6	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	1648.64
Gas Chromatography	Phomaligin A_TMS_7	CC[C@H](C)C(=O)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	1663.08
Gas Chromatography	Phomaligin A_TMS_8	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	2925.4
Gas Chromatography	Phomaligin A_TMS_9	CC[C@H](C)C(=O)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	2468.47
Gas Chromatography	Phomaligin A_TMS_10	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	2562.09
Gas Chromatography	Phomaligin A_TMS_11	CCC(C)=C(O[Si](C)(C)C)C1=C(NCCO[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	1696.94
Gas Chromatography	Phomaligin A_TMS_12	CC[C@H](C)C(=O)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	2162.74
Gas Chromatography	Phomaligin A_TMS_13	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O)C(=O)C(C)=C1OC	standard polar	2025-10-23	2048.13
Gas Chromatography	Phomaligin A_TMS_14	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	2925.4
Gas Chromatography	Phomaligin A_TMS_15	CCC(C)=C(O[Si](C)(C)C)C1=C(N(CCO[Si](C)(C)C)[Si](C)(C)C)[C@](C)(O[Si](C)(C)C)C(=O)C(C)=C1OC	standard polar	2025-10-23	2984.61

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
Eukaryota/Fungi	Ascomycota	2	Human feces	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

C00046850

Chemspider ID

78439800

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587581

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 Phomaligin A (MMDBc0016343)

MOL for #<Metabolite:0x00007f9abc00e8b8>

3D MOL for #<Metabolite:0x00007f9abc00e8b8>

3D SDF for #<Metabolite:0x00007f9abc00e8b8>

3D-SDF for #<Metabolite:0x00007f9abc00e8b8>

PDB for #<Metabolite:0x00007f9abc00e8b8>

3D PDB for #<Metabolite:0x00007f9abc00e8b8>

SMILES for #<Metabolite:0x00007f9abc00e8b8>

INCHI for #<Metabolite:0x00007f9abc00e8b8>

Structure for #<Metabolite:0x00007f9abc00e8b8>

3D Structure for #<Metabolite:0x00007f9abc00e8b8>