MiMeDB: Showing metabocard for Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol (MMDBc0031650)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:42:53 UTC

Update Date

2022-08-31 18:22:48 UTC

Metabolite ID

MMDBc0031650

Metabolite Identification

Common Name

Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol

Description

Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol is a member of the chemical class known as Cyclic Alcohols and Derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol is invovled in Phenylpropionic acid degradation. r 15;80(8):2939-48.)

Structure

MOL SDF PDB SMILES InChI

9543127
  Mrv0541 07101212472D          

 24 24  0  0  1  0            999 V2000
    5.2224    1.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1279    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.3645    1.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5080   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.1279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7935    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.5404    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.3836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1223    0.6764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4647    0.6764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0650   -1.2087    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.2087    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502   -0.5197    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4078   -0.5197    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.8769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.3654    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.0289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  6  0  0  0
  1 23  1  0  0  0  0
  7  2  1  6  0  0  0
  2 24  1  0  0  0  0
  3 13  1  0  0  0  0
  4 13  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 14  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 15  1  0  0  0  0
  8 11  1  0  0  0  0
  8 16  1  0  0  0  0
  8 17  1  0  0  0  0
  9 12  1  0  0  0  0
  9 18  1  0  0  0  0
 10 12  2  0  0  0  0
 10 19  1  0  0  0  0
 11 13  1  0  0  0  0
 11 20  1  0  0  0  0
 11 21  1  0  0  0  0
 12 22  1  0  0  0  0
M  CHG  1   3  -1
M  END
> <DATABASE_ID>
MMDBc0031650

> <DATABASE_NAME>
MIME

> <SMILES>
[H]O[C@]1([H])C([H])=C([H])C([H])=C(C([H])([H])C([H])([H])C([O-])=O)[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-3,7,9-10,13H,4-5H2,(H,11,12)/p-1/t7-,9+/m1/s1

> <INCHI_KEY>
RKDFGWAXBBGKMR-APPZFPTMSA-M

> <FORMULA>
C9H11O4

> <MOLECULAR_WEIGHT>
183.1812

> <EXACT_MASS>
183.06573384

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
17.768535290119818

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(5R,6S)-5,6-dihydroxycyclohexa-1,3-dien-1-yl]propanoate

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-0.3939817006666665

> <ALOGPS_LOGS>
-0.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.340947886242418

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.383294991115847

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3417817916463246

> <JCHEM_POLAR_SURFACE_AREA>
80.59

> <JCHEM_REFRACTIVITY>
58.54870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(5R,6S)-5,6-dihydroxycyclohexa-1,3-dien-1-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 9543127                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-12         0                                  
HETATM    1  O   UNK     0       9.749   2.071   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      12.416   0.531   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080  -0.239   0.000  0.00  0.00           O-1
HETATM    4  O   UNK     0       4.414   2.071   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.749   0.531   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.415  -0.239   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.082  -0.239   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081   0.531   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415  -1.779   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.082  -1.779   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.747  -0.239   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.749  -2.549   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   0.531   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      10.576   1.009   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0      11.909  -0.716   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       7.695   1.263   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       6.468   1.263   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       7.588  -2.256   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      11.909  -2.256   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.134  -0.970   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       6.361  -0.970   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       9.749  -3.504   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      10.576   2.549   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      13.243   0.054   0.000  0.00  0.00           H+0
CONECT    1    5   23                                                       
CONECT    2    7   24                                                       
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5    1    6    7   14                                             
CONECT    6    5    8    9                                                  
CONECT    7    2    5   10   15                                             
CONECT    8    6   11   16   17                                             
CONECT    9    6   12   18                                                  
CONECT   10    7   12   19                                                  
CONECT   11    8   13   20   21                                             
CONECT   12    9   10   22                                                  
CONECT   13    3    4   11                                                  
CONECT   14    5                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

Synonyms

Value	Source
3-(cis-5,6-Dihydroxycyclohexa-1,3-dien-1-yl)propanoate	ChEBI
3-(cis-5,6-Dihydroxycyclohexa-1,3-dienyl)propionate	ChEBI
3-(cis-5,6-Dihydroxycyclohexa-1,3-dien-1-yl)propanoic acid	Generator
3-(cis-5,6-Dihydroxycyclohexa-1,3-dienyl)propionic acid	Generator

Molecular Formula

C₉H₁₁O₄

Average Mass

183.1812

Monoisotopic Mass

183.06573384

IUPAC Name

3-[(5R,6S)-5,6-dihydroxycyclohexa-1,3-dien-1-yl]propanoate

Traditional Name

3-[(5R,6S)-5,6-dihydroxycyclohexa-1,3-dien-1-yl]propanoate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])=C([H])C([H])=C(C([H])([H])C([H])([H])C([O-])=O)[C@]1([H])O[H]

InChI Identifier

InChI=1S/C9H12O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-3,7,9-10,13H,4-5H2,(H,11,12)/p-1/t7-,9+/m1/s1

InChI Key

RKDFGWAXBBGKMR-APPZFPTMSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

1,2-diols

Alternative Parents

Substituents

Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic anion
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

monocarboxylic acid anion (CHEBI:60087 )
cyclohexadienediol (CHEBI:60087 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	110 g/L	ALOGPS
logP	0.11	ALOGPS
logP	-0.39	ChemAxon
logS	-0.26	ALOGPS
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.55 m³·mol⁻¹	ChemAxon
Polarizability	17.77 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-cc2c9931c60d508f8019	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00e9-2900000000-cf8bb3986b08d1ccb57c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-e271782d2112ea3e2d7b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-c741fa27abb7d9fb835e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1900000000-a367f068c9ccca892187	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-6900000000-e50087b55d65486dac49	2015-09-15	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	70.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	30.2
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	342.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	400.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	342.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	313.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1601.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	114.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	792.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	307.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	202.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	204.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	104.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	121.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	664.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	88.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	292.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1133.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	853.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol_TMS_1	C[Si](C)(C)O[C@@H]1C=CC=C(CCC(=O)[O-])[C@@H]1O	standard non polar	2025-10-24	2103.94
Gas Chromatography	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol_TMS_2	C[Si](C)(C)O[C@H]1C(CCC(=O)[O-])=CC=C[C@H]1O	standard non polar	2025-10-24	1689.03
Gas Chromatography	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol_TMS_3	C[Si](C)(C)O[C@H]1C(CCC(=O)[O-])=CC=C[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1635.1
Gas Chromatography	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol_TMS_1	C[Si](C)(C)O[C@@H]1C=CC=C(CCC(=O)[O-])[C@@H]1O	standard polar	2025-10-24	2436.79
Gas Chromatography	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol_TMS_2	C[Si](C)(C)O[C@H]1C(CCC(=O)[O-])=CC=C[C@H]1O	standard polar	2025-10-24	2324.67
Gas Chromatography	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol_TMS_3	C[Si](C)(C)O[C@H]1C(CCC(=O)[O-])=CC=C[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1944.07

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Name	SMPDB/PathBank	Species
2-Oxopent-4-enoate Metabolism 2		Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Myxococcus xanthus DK 1622 Ochrobactrum anthropi Mycobacterium tuberculosis Klebsiella pneumoniae Streptomyces griseus subsp. griseus NBRC 13350 Mycobacterium tuberculosis CDC1551 Streptomyces avermitilis MA-4680 Alkalihalobacillus pseudofirmus OF4 Bacillus timonensis 10403023 Brevibacillus brevis NBRC 100599 Comamonas testosteroni Burkholderia cepacia Pseudomonas mendocina Pseudomonas putida Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Shigella sonnei Deinococcus radiodurans Bacillus licheniformis Mycobacterium avium Roseobacter denitrificans Staphylococcus lugdunensis Acidimicrobium ferrooxidans Burkholderia vietnamiensis Enterobacter cancerogenus Bacillus pseudofirmus Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Burkholderia ambifaria Alicycliphilus denitrificans Methylocella silvestris Agrobacterium tumefaciens Klebsiella variicola Achromobacter xylosoxidans A8 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Bacillus licheniformis ATCC 14580 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Delftia acidovorans SPH-1 Escherichia coli E24377A Escherichia coli UMN026 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Mycobacterium avium subsp. paratuberculosis K-10 Mycobacterium avium 104 Escherichia coli 042 Pseudomonas putida KT2440 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Shigella sonnei Ss046 Shigella flexneri 5 str. 8401 Staphylococcus epidermidis RP62A Staphylococcus epidermidis ATCC 12228 Staphylococcus haemolyticus JCSC1435 Yersinia pseudotuberculosis IP 31758 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Methyloversatilis universalis Methyloversatilis universalis FAM5 Citrobacter freundii Citrobacter youngae ATCC 29220 Klebsiella aerogenes Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia pestis Yersinia pseudotuberculosis Legionella pneumophila Acinetobacter pittii Gordonia terrae C-6 Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Brevibacterium linens Streptomyces avermitilis Thermomonospora curvata Bacillus firmus DS1 Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Streptomyces coelicolor A3(2) Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Acidimicrobium ferrooxidans DSM 10331 Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Amycolatopsis mediterranei U32 Arthrobacter sp. FB24 Arthrobacter aurescens TC1 Arthrobacter chlorophenolicus A6 Carboxydothermus hydrogenoformans Z-2901 Catenulispora acidiphila DSM 44928 Conexibacter woesei DSM 14684 Deinococcus radiodurans R1 Deinococcus geothermalis DSM 11300 Frankia alni ACN14a Frankia sp. EuI1c Geobacillus thermodenitrificans NG80-2 Gordonia bronchialis DSM 43247 Intrasporangium calvum DSM 43043 Meiothermus ruber DSM 1279 Mycobacterium bovis AF2122/97 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium bovis BCG str. Pasteur 1173P2 Mycobacterium tuberculosis H37Ra Mycobacterium abscessus ATCC 19977 Mycobacterium sp. Spyr1 Mycobacterium sp. JDM601 Mycobacterium canettii CIPT 140010059 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Bacillus tusciae DSM 2912 Pseudonocardia dioxanivorans CB1190 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Rubrobacter xylanophilus DSM 9941 Salinispora tropica CNB-440 Sphaerobacter thermophilus DSM 20745 Stackebrandtia nassauensis DSM 44728 Streptomyces scabiei 87.22 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Thermomonospora curvata DSM 43183 Tsukamurella paurometabola DSM 20162 Aspergillus nomiae NRRL 13137 Aspergillus parasiticus SU-1 Aspergillus phoenicis Aspergillus sclerotioniger Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus wentii Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus tamarii Aspergillus tubingensis Penicillium brevicompactum Penicillium citrinum Penicillium hordei Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Klebsiella aerogenes KCTC 2190 Acaryochloris marina MBIC11017 Acidiphilium multivorum AIU301 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Agrobacterium radiobacter K84 Alicycliphilus denitrificans K601 Alkalilimnicola ehrlichii MLHE-1 Anabaena variabilis ATCC 29413 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. BTAi1 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Burkholderia rhizoxinica HKI 454 Candidatus Koribacter versatilis Ellin345 Caulobacter segnis ATCC 21756 Chloroflexus aurantiacus J-10-fl Chloroflexus aggregans DSM 9485 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Deinococcus deserti VCD115 Dinoroseobacter shibae DFL 12 Erwinia billingiae Eb661 Gloeobacter violaceus PCC 7421 Gluconacetobacter diazotrophicus PAl 5 Granulibacter bethesdensis CGDNIH1 Haloterrigena turkmenica DSM 5511 Hyphomonas neptunium ATCC 15444 Isosphaera pallida ATCC 43644 Jannaschia sp. CCS1 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Legionella pneumophila str. Lens Leptothrix cholodnii SP-6 Maricaulis maris MCS10 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Meiothermus silvanus DSM 9946 Methylibium petroleiphilum PM1 Methylocella silvestris BL2 Microcystis aeruginosa NIES-843 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Novosphingobium aromaticivorans DSM 12444 Bordetella bronchiseptica RB50 Leptospira interrogans serovar Lai str. 56601 Leptospira interrogans serovar Copenhageni str. Fiocruz L1-130 Sorangium cellulosum 'So ce 56' Thermus scotoductus SA-01 Paracoccus denitrificans PD1222 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Polynucleobacter necessarius subsp. asymbioticus QLW-P1DMWA-1 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas entomophila L48 Ralstonia solanacearum GMI1000 Rhizobium etli CFN 42 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris HaA2 Roseiflexus sp. RS-1 Roseiflexus castenholzii DSM 13941 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Shewanella pealeana ATCC 700345 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingobium japonicum UT26S Sphingomonas wittichii RW1 Synechococcus sp. WH 7803 Teredinibacter turnerae T7901 Thermomicrobium roseum DSM 5159 Thiobacillus denitrificans ATCC 25259 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Xanthobacter autotrophicus Py2 Xenorhabdus nematophila ATCC 19061 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25

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
MMDBr0019211	trans-Cinnamic acid	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol	3-phenylpropionate/cinnamic acid dioxygenase subunit alpha	Oxygenation	PathBank	31602464
MMDBr0019212	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol	2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase	Dehydrogenation	PathBank	31602464

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	Proteobacteria	2	Human feces; Human sputum; Human ; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	48	Human feces; Human sputum; Human ; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	3	Human feces; Human	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
Human Feces	Detected but not Quantified									HMDB

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

9543127

PDB ID

Not Available

ChEBI ID

60087

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol (MMDBc0031650)

MOL for #<Metabolite:0x00007f9ac75f00f0>

3D MOL for #<Metabolite:0x00007f9ac75f00f0>

3D SDF for #<Metabolite:0x00007f9ac75f00f0>

3D-SDF for #<Metabolite:0x00007f9ac75f00f0>

PDB for #<Metabolite:0x00007f9ac75f00f0>

3D PDB for #<Metabolite:0x00007f9ac75f00f0>

SMILES for #<Metabolite:0x00007f9ac75f00f0>

INCHI for #<Metabolite:0x00007f9ac75f00f0>

Structure for #<Metabolite:0x00007f9ac75f00f0>

3D Structure for #<Metabolite:0x00007f9ac75f00f0>