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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-04-06 16:22:18 UTC

Update Date

2021-09-07 17:05:28 UTC

HMDB ID

HMDB0012283

Secondary Accession Numbers

HMDB12283

Metabolite Identification

Common Name

Prephenate

Description

Prephenate (CAS: 126-49-8), also known as prephenic acid, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Prephenic acid is an example of an achiral (optically inactive) molecule which has two pseudoasymmetric atoms (i.e. stereogenic but not chirotopic centers): the C1 and the C4 cyclohexadiene ring atoms. Prephenate exists in all living species, ranging from bacteria to humans. Prephenate has been detected, but not quantified, in several different foods, such as American pokeweeds, breadnut tree seeds, common wheats, swiss chards, and breadfruits. The other stereoisomer, i.e. trans or, better, (1r, 4r), is called epiprephenic acid. It has been shown that of the two possible diastereoisomers, the natural prephenic acid is one that has both substituents at higher priority (according to CIP rules) on the two pseudoasymmetric carbons, i.e. the carboxyl and the hydroxyl groups, in the cis configuration, or (1s, 4s) according to the new IUPAC stereochemistry rules (2013). It is biosynthesized by a [3,3]-sigmatropic Claisen rearrangement of chorismate. Prephenic acid, commonly also known by its anionic form prephenate, is an intermediate in the biosynthesis of the aromatic amino acids phenylalanine and tyrosine, as well as of a large number of secondary metabolites of the shikimate pathway.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652309042000352D          

 16 16  0  0  0  0            999 V2000
10000.733910000.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7339 9999.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4449 9998.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1601 9999.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4449 9998.1615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.0188 9998.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.725710001.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.438810000.6218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.725710001.8584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8698 9999.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.298310001.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.583810000.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5838 9999.7972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2983 9999.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0128 9999.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.012810000.6223    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  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
 16  1  1  6  0  0  0
 16  7  1  0  0  0  0
 13 10  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0012283

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)/t6-,10+

> <INCHI_KEY>
FPWMCUPFBRFMLH-XGAOUMNUSA-N

> <FORMULA>
C10H10O6

> <MOLECULAR_WEIGHT>
226.1828

> <EXACT_MASS>
226.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.731181576772162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

> <ALOGPS_LOGP>
-0.31

> <JCHEM_LOGP>
0.06097045266666673

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.87542455823727

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.891510507673819

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1244212194274477

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
53.55400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prephenic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.0378667.085   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.0378665.545   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8669.3648664.774   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8670.6998665.545   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8669.3648663.235   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8666.7028664.774   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8668.0218668.597   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8669.3528667.827   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8668.0218670.136   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8662.6908665.518   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8665.3578668.598   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0238667.828   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.0238666.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.3578665.518   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.6918666.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.6918667.828   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    8    9   16                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   13                                                            
CONECT   11   12   16                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   10                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15    1    7                                             
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0012283
HETATM    1  O1  UNL     1       3.315   1.277   1.775  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.225   1.237   0.525  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.163   1.806  -0.309  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.079   0.560  -0.059  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.995   0.524  -1.308  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.037  -0.073   0.821  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.016  -0.723  -0.045  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.635  -1.758  -0.876  1.00  0.00           C  
HETATM    9  O4  UNL     1       1.839  -2.001  -0.718  1.00  0.00           O  
HETATM   10  O5  UNL     1      -0.088  -2.451  -1.818  1.00  0.00           O  
HETATM   11  C6  UNL     1      -0.648   0.341  -0.847  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.702   0.978  -0.374  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.230   0.612   0.951  1.00  0.00           C  
HETATM   14  O6  UNL     1      -3.599   0.938   1.029  1.00  0.00           O  
HETATM   15  C9  UNL     1      -2.076  -0.834   1.252  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.019  -1.459   0.773  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.852   2.504  -0.965  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.614   0.756   1.414  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.526  -0.801   1.487  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.078  -2.614  -1.600  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.264   0.597  -1.802  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.219   1.772  -0.908  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.698   1.213   1.736  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.888   1.471   0.262  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.837  -1.363   1.865  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.918  -2.513   1.001  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5    5    6
CONECT    6    7   18   19
CONECT    7    8   11   16
CONECT    8    9    9   10
CONECT   10   20
CONECT   11   12   12   21
CONECT   12   13   22
CONECT   13   14   15   23
CONECT   14   24
CONECT   15   16   16   25
CONECT   16   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid	ChEBI
cis-Prephenic acid	ChEBI
Prephenic acid, cis	ChEBI
Prephenic acid	Kegg
cis-1-Carboxy-4-hydroxy-a-oxo-2,5-cyclohexadiene-1-propanoate	Generator
cis-1-Carboxy-4-hydroxy-a-oxo-2,5-cyclohexadiene-1-propanoic acid	Generator
cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoate	Generator
cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoate	Generator
cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoic acid	Generator
cis-Prephenate	Generator
Prephenate, cis	Generator
(1S,4S)-Prephenate	HMDB
1-Carboxy-4-hydroxy-2,5-cyclohexadiene-1-pyruvic acid	HMDB
1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid	HMDB
1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propionic acid	HMDB
1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoic acid	HMDB
1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propionic acid	HMDB
PPA	HMDB
cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propionic acid	HMDB
cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propionic acid	HMDB
Prephenate	Generator

Chemical Formula

C₁₀H₁₀O₆

Average Molecular Weight

226.1828

Monoisotopic Molecular Weight

226.047738052

IUPAC Name

(1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

Traditional Name

prephenic acid

CAS Registry Number

87664-40-2

SMILES

O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O

InChI Identifier

InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)/t6-,10+

InChI Key

FPWMCUPFBRFMLH-XGAOUMNUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Gamma-keto acids and derivatives

Direct Parent

Gamma-keto acids and derivatives

Alternative Parents

Substituents

Gamma-keto acid
Dicarboxylic acid or derivatives
Alpha-keto acid
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prephenic acid (CHEBI:84387 )

Ontology

Not Available

Ingestion (HMDB: HMDB0012283)

Source

Endogenous

Endogenous (HMDB: HMDB0012283)

Plant

Animal

Animal (HMDB: HMDB0012283)

Exogenous

Food

Food (HMDB: HMDB0012283)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Tyrosine Metabolism (PathBank: SMP0002457)
Phenylalanine Metabolism (PathBank: SMP0002349)
Phenylalanine Biosynthesis (PathBank: SMP0121284)
Tyrosine Biosynthesis (PathBank: SMP0000826)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	36 g/L	ALOGPS
logP	-0.31	ALOGPS
logP	0.061	ChemAxon
logS	-0.8	ALOGPS
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	53.55 m³·mol⁻¹	ChemAxon
Polarizability	19.73 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	148.241	30932474
DeepCCS	[M-H]-	145.846	30932474
DeepCCS	[M-2H]-	179.092	30932474
DeepCCS	[M+Na]+	154.154	30932474
AllCCS	[M+H]+	149.2	32859911
AllCCS	[M+H-H2O]+	145.4	32859911
AllCCS	[M+NH4]+	152.7	32859911
AllCCS	[M+Na]+	153.8	32859911
AllCCS	[M-H]-	146.1	32859911
AllCCS	[M+Na-2H]-	146.3	32859911
AllCCS	[M+HCOO]-	146.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prephenate	O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O	3353.9	Standard polar	33892256
Prephenate	O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O	1467.9	Standard non polar	33892256
Prephenate	O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O	1892.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prephenate,1TMS,isomer #1	C[Si](C)(C)O[C@H]1C=C[C@@](CC(=O)C(=O)O)(C(=O)O)C=C1	2056.8	Semi standard non polar	33892256
Prephenate,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O)C=C[C@@H](O)C=C1	2047.4	Semi standard non polar	33892256
Prephenate,1TMS,isomer #3	C[Si](C)(C)OC(=O)[C@]1(CC(=O)C(=O)O)C=C[C@H](O)C=C1	2000.8	Semi standard non polar	33892256
Prephenate,1TMS,isomer #4	C[Si](C)(C)OC(=C[C@]1(C(=O)O)C=C[C@@H](O)C=C1)C(=O)O	2162.5	Semi standard non polar	33892256
Prephenate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O)C=C[C@@H](O[Si](C)(C)C)C=C1	2042.7	Semi standard non polar	33892256
Prephenate,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@]1(CC(=O)C(=O)O)C=C[C@H](O[Si](C)(C)C)C=C1	2013.1	Semi standard non polar	33892256
Prephenate,2TMS,isomer #3	C[Si](C)(C)OC(=C[C@]1(C(=O)O)C=C[C@@H](O[Si](C)(C)C)C=C1)C(=O)O	2150.9	Semi standard non polar	33892256
Prephenate,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O)C=C1	2014.1	Semi standard non polar	33892256
Prephenate,2TMS,isomer #5	C[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O)C=C[C@@H](O)C=C1)O[Si](C)(C)C	2122.3	Semi standard non polar	33892256
Prephenate,2TMS,isomer #6	C[Si](C)(C)OC(=C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O)C=C1)C(=O)O	2130.9	Semi standard non polar	33892256
Prephenate,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O[Si](C)(C)C)C=C1	2074.0	Semi standard non polar	33892256
Prephenate,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O)C=C[C@@H](O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2101.3	Semi standard non polar	33892256
Prephenate,3TMS,isomer #3	C[Si](C)(C)OC(=C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O[Si](C)(C)C)C=C1)C(=O)O	2178.4	Semi standard non polar	33892256
Prephenate,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O)C=C1)O[Si](C)(C)C	2068.3	Semi standard non polar	33892256
Prephenate,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2100.8	Semi standard non polar	33892256
Prephenate,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2065.2	Standard non polar	33892256
Prephenate,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C)C=C[C@@H](O[Si](C)(C)C)C=C1)O[Si](C)(C)C	2346.5	Standard polar	33892256
Prephenate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C=C[C@@](CC(=O)C(=O)O)(C(=O)O)C=C1	2310.9	Semi standard non polar	33892256
Prephenate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O)C=C[C@@H](O)C=C1	2300.0	Semi standard non polar	33892256
Prephenate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(CC(=O)C(=O)O)C=C[C@H](O)C=C1	2276.0	Semi standard non polar	33892256
Prephenate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=C[C@]1(C(=O)O)C=C[C@@H](O)C=C1)C(=O)O	2386.5	Semi standard non polar	33892256
Prephenate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1	2554.2	Semi standard non polar	33892256
Prephenate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(CC(=O)C(=O)O)C=C[C@H](O[Si](C)(C)C(C)(C)C)C=C1	2570.1	Semi standard non polar	33892256
Prephenate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=C[C@]1(C(=O)O)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	2632.1	Semi standard non polar	33892256
Prephenate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O)C=C1	2490.4	Semi standard non polar	33892256
Prephenate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O)C=C[C@@H](O)C=C1)O[Si](C)(C)C(C)(C)C	2562.7	Semi standard non polar	33892256
Prephenate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O)C=C1)C(=O)O	2602.2	Semi standard non polar	33892256
Prephenate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1	2774.2	Semi standard non polar	33892256
Prephenate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2784.1	Semi standard non polar	33892256
Prephenate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	2868.0	Semi standard non polar	33892256
Prephenate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O)C=C1)O[Si](C)(C)C(C)(C)C	2763.0	Semi standard non polar	33892256
Prephenate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3011.9	Semi standard non polar	33892256
Prephenate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2701.2	Standard non polar	33892256
Prephenate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=C[C@]1(C(=O)O[Si](C)(C)C(C)(C)C)C=C[C@@H](O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2677.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Prephenate EI-B (Non-derivatized)	splash10-014u-6920000000-ef53f0db72ce3c5aa0c4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prephenate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9610000000-b3ced3fa2b10936d8535	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prephenate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 10V, Positive-QTOF	splash10-0a7i-0950000000-783758ab15df97a404b4	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 20V, Positive-QTOF	splash10-0bu9-1910000000-9f4b0bd1d617cf85c5b7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 40V, Positive-QTOF	splash10-0a4i-3900000000-00e996c97c569d0bb94b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 10V, Negative-QTOF	splash10-004i-1790000000-a8695b0e797b6ea4a6c7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 20V, Negative-QTOF	splash10-01sr-1920000000-f17d05344ee2d90f01c1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 40V, Negative-QTOF	splash10-000f-8900000000-b4238cbdb48e66836fb1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 10V, Positive-QTOF	splash10-0a70-1970000000-7605a9b397a2136475b1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 20V, Positive-QTOF	splash10-07br-3900000000-1f4d611e994bbc1e075f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 40V, Positive-QTOF	splash10-0a4i-3900000000-97a22d2d646aceb138b7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 10V, Negative-QTOF	splash10-004r-1960000000-3645029a13932992cfb0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 20V, Negative-QTOF	splash10-03dr-0900000000-317567c1da99c003ef6c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prephenate 40V, Negative-QTOF	splash10-0a4u-4900000000-e8395b1eca4b111c28ce	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08427

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Prephenic_acid

METLIN ID

Not Available

PubChem Compound

363602639

PDB ID

Not Available

ChEBI ID

84387

Food Biomarker Ontology

Not Available

VMH ID

PPHN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

METZENBERG RL, MITCHELL HK: Isolation of prephenic acid from Neurospora. Arch Biochem Biophys. 1956 Sep;64(1):51-6. [PubMed:13363412 ]
GAMBORG OL, SIMPSON FJ: PREPARATION OF PREPHENIC ACID AND ITS CONVERSION TO PHENYLALANINE AND TYROSINE BY PLANT ENZYMES. Can J Biochem. 1964 May;42:583-91. [PubMed:14185725 ]

Showing metabocard for Prephenate (HMDB0012283)

MOL for HMDB0012283 (Prephenate)

3D MOL for HMDB0012283 (Prephenate)

3D SDF for HMDB0012283 (Prephenate)

3D-SDF for HMDB0012283 (Prephenate)

PDB for HMDB0012283 (Prephenate)

3D PDB for HMDB0012283 (Prephenate)

SMILES for HMDB0012283 (Prephenate)

INCHI for HMDB0012283 (Prephenate)

Structure for HMDB0012283 (Prephenate)

3D Structure for HMDB0012283 (Prephenate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra