MiMeDB: Showing metabocard for 11-bromo-17-hydroxyroquefortine C (MMDBc0008855)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:33:48 UTC

Update Date

2025-10-07 16:05:31 UTC

Metabolite ID

MMDBc0008855

Metabolite Identification

Common Name

11-bromo-17-hydroxyroquefortine C

Description

11-bromo-17-hydroxyroquefortine C is a member of the alkaloid chemical class. There is limited literature available on this metabolite, making it less well-studied compared to other compounds in its class.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103332D          

 33 37  0  0  1  0            999 V2000
    2.8929    2.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605    1.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643    2.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684   -1.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446   -2.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8850    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816    0.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3784   -1.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    0.9521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0904   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5337   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3124    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630    0.7859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5091    1.4917    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -2.6462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427   -2.0788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143   -0.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130   -0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039    2.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -0.7077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  6  5  2  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  2  0  0  0  0
 15  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  4  1  0  0  0  0
 22  8  1  0  0  0  0
 22 12  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  6  0  0  0
 23 11  1  0  0  0  0
 24  9  1  0  0  0  0
 24 10  2  0  0  0  0
 25 10  1  0  0  0  0
 25 14  1  0  0  0  0
 26 13  1  0  0  0  0
 26 20  1  0  0  0  0
 27 16  1  0  0  0  0
 27 18  2  0  0  0  0
 28 15  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  1  0  0  0  0
 31 19  2  0  0  0  0
 15 32  1  1  0  0  0
 33 20  1  0  0  0  0
M  END


  Mrv1652305152103332D          

 33 37  0  0  1  0            999 V2000
    2.8929    2.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2669    1.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605    1.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643    2.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3684   -1.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446   -2.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8850    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816    0.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3784   -1.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    0.9521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0904   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5337   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3124    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630    0.7859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5091    1.4917    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -2.6462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427   -2.0788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143   -0.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130   -0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039    2.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -0.7077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  6  5  2  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  2  0  0  0  0
 15  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21  3  1  0  0  0  0
 21  4  1  0  0  0  0
 22  8  1  0  0  0  0
 22 12  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  6  0  0  0
 23 11  1  0  0  0  0
 24  9  1  0  0  0  0
 24 10  2  0  0  0  0
 25 10  1  0  0  0  0
 25 14  1  0  0  0  0
 26 13  1  0  0  0  0
 26 20  1  0  0  0  0
 27 16  1  0  0  0  0
 27 18  2  0  0  0  0
 28 15  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  1  0  0  0  0
 31 19  2  0  0  0  0
 15 32  1  1  0  0  0
 33 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0008855

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12C[C@]3(C4=C(NC3([H])N1C(=O)\C(N=C2O)=C(\O)C1=CN=CN1)C=CC(Br)=C4)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C22H22BrN5O3/c1-4-21(2,3)22-8-15-18(30)27-16(17(29)14-9-24-10-25-14)19(31)28(15)20(22)26-13-6-5-11(23)7-12(13)22/h4-7,9-10,15,20,26,29H,1,8H2,2-3H3,(H,24,25)(H,27,30)/b17-16-/t15-,20?,22+/m0/s1

> <INCHI_KEY>
UMCGQJQCISUBIM-IWLGAPBKSA-N

> <FORMULA>
C22H22BrN5O3

> <MOLECULAR_WEIGHT>
484.354

> <EXACT_MASS>
483.090603

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
45.84104638907489

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4Z,7S,9R)-12-bromo-6-hydroxy-4-[hydroxy(1H-imidazol-5-yl)methylidene]-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10(15),11,13-tetraen-3-one

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
1.2594278157234604

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.022129904769357

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8949974287060716

> <JCHEM_PKA_STRONGEST_BASIC>
7.576875039639643

> <JCHEM_POLAR_SURFACE_AREA>
113.84

> <JCHEM_REFRACTIVITY>
121.53739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7S,9R)-12-bromo-6-hydroxy-4-[hydroxy(3H-imidazol-4-yl)methylidene]-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10(15),11,13-tetraen-3-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       5.400   5.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.232   3.516   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.020   2.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.280   4.255   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.409   0.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.244  -0.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.664   2.282   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.848   2.520   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.688  -3.411   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.017  -5.229   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.119   1.777   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.499   1.275   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.789  -0.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.706  -2.757   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.499   1.777   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.169  -0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.996  -1.244   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.044   2.282   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.624  -0.742   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.316   0.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.626   2.861   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.971   1.467   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0      10.284   2.784   0.000  0.00  0.00          Br+0
HETATM   24  N   UNK     0       0.496  -4.940   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -1.760  -3.880   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       5.440  -0.980   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      -0.121   1.275   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       2.788   0.265   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      -2.451  -0.739   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.754   3.795   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.913  -2.255   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.662  -1.321   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4    1   21                                                       
CONECT    5    6   11                                                       
CONECT    6    5   13                                                       
CONECT    7   11   12                                                       
CONECT    8   15   22                                                       
CONECT    9   14   24                                                       
CONECT   10   24   25                                                       
CONECT   11    5    7   23                                                  
CONECT   12    7   13   22                                                  
CONECT   13    6   12   26                                                  
CONECT   14    9   17   25                                                  
CONECT   15    8   18   28   32                                             
CONECT   16   17   19   27                                                  
CONECT   17   14   16   29                                                  
CONECT   18   15   27   30                                                  
CONECT   19   16   28   31                                                  
CONECT   20   22   26   28   33                                             
CONECT   21    2    3    4   22                                             
CONECT   22    8   12   20   21                                             
CONECT   23   11                                                            
CONECT   24    9   10                                                       
CONECT   25   10   14                                                       
CONECT   26   13   20                                                       
CONECT   27   16   18                                                       
CONECT   28   15   19   20                                                  
CONECT   29   17                                                            
CONECT   30   18                                                            
CONECT   31   19                                                            
CONECT   32   15                                                            
CONECT   33   20                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

Synonyms

Not Available

Molecular Formula

C₂₂H₂₂BrN₅O₃

Average Mass

484.354

Monoisotopic Mass

483.090603

IUPAC Name

(4Z,7S,9R)-12-bromo-6-hydroxy-4-[hydroxy(1H-imidazol-5-yl)methylidene]-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10(15),11,13-tetraen-3-one

Traditional Name

(4Z,7S,9R)-12-bromo-6-hydroxy-4-[hydroxy(3H-imidazol-4-yl)methylidene]-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10(15),11,13-tetraen-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3(C4=C(NC3([H])N1C(=O)\C(N=C2O)=C(\O)C1=CN=CN1)C=CC(Br)=C4)C(C)(C)C=C

InChI Identifier

InChI=1S/C22H22BrN5O3/c1-4-21(2,3)22-8-15-18(30)27-16(17(29)14-9-24-10-25-14)19(31)28(15)20(22)26-13-6-5-11(23)7-12(13)22/h4-7,9-10,15,20,26,29H,1,8H2,2-3H3,(H,24,25)(H,27,30)/b17-16-/t15-,20?,22+/m0/s1

InChI Key

UMCGQJQCISUBIM-IWLGAPBKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Alpha-amino acid or derivatives
Dihydroindole
Indole
Secondary aliphatic/aromatic amine
Benzenoid
Aryl halide
Aryl bromide
Heteroaromatic compound
Vinylogous acid
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Imidazole
Azole
Lactam
Carboxamide group
Amino acid or derivatives
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Carbonyl group
Amine
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	0.095 g/L	ALOGPS
logP	2.8	ALOGPS
logP	1.26	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	7.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	113.84 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	121.54 m³·mol⁻¹	ChemAxon
Polarizability	45.84 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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_3_4) - 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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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 (void)	2025-10-23	128.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	52.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	448.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	638.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	433.6
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	214.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2145.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	74.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	388.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	275.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	150.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	175.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	140.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	7.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	225.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	107.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	328.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1336.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	918.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_1	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=C[NH]4)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	1244.07
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_2	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	1669.64
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_3	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	871.314
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_4	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	1777.07
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_5	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	963.311
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_6	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	1624.98
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_7	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	1370.08
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_8	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	2462.89
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_9	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	2517.95
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_10	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	1624.6
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_11	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard non polar	2025-10-23	2276.81
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_12	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	2101.29
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_13	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	2082.64
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_14	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	2371.84
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_15	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard non polar	2025-10-23	399.928
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_1	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=C[NH]4)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	2179.33
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_2	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	1374.06
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_3	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	3572.05
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_4	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	3190.16
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_5	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	1150.05
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_6	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	1756.63
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_7	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	2343.21
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_8	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	2416.93
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_9	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	2194.2
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_10	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	1498.7
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_11	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1NC1=CC=C(Br)C=C12	standard polar	2025-10-23	1863.3
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_12	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=C[NH]4)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	1510.67
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_13	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	1314.93
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_14	C=CC(C)(C)[C@@]12C[C@H]3C(O)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	2807.38
Gas Chromatography	11-bromo-17-hydroxyroquefortine C_TMS_15	C=CC(C)(C)[C@@]12C[C@H]3C(O[Si](C)(C)C)=N/C(=C(\O[Si](C)(C)C)C4=CN=CN4[Si](C)(C)C)C(=O)N3C1N([Si](C)(C)C)C1=CC=C(Br)C=C12	standard polar	2025-10-23	1765.29

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	1	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

Not Available

Chemspider ID

78441907

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585429

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 11-bromo-17-hydroxyroquefortine C (MMDBc0008855)

MOL for #<Metabolite:0x00005643235cbef0>

3D MOL for #<Metabolite:0x00005643235cbef0>

3D SDF for #<Metabolite:0x00005643235cbef0>

3D-SDF for #<Metabolite:0x00005643235cbef0>

PDB for #<Metabolite:0x00005643235cbef0>

3D PDB for #<Metabolite:0x00005643235cbef0>

SMILES for #<Metabolite:0x00005643235cbef0>

INCHI for #<Metabolite:0x00005643235cbef0>

Structure for #<Metabolite:0x00005643235cbef0>

3D Structure for #<Metabolite:0x00005643235cbef0>