MiMeDB: Showing metabocard for Apiforol (MMDBc0052879)

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:07:53 UTC

Update Date

2025-10-07 16:08:17 UTC

Metabolite ID

MMDBc0052879

Metabolite Identification

Common Name

Apiforol

Description

Apiforol is a flavonoid, specifically a flavan-4-ol, that has garnered attention for its potential antidiabetic properties. Its chemical structure is characterized by the absence of a hydroxyl group at the 3'-position of the flavylium B-ring, distinguishing it from its structural analog luteoforol. Apiforol has been isolated from various plant extracts and exhibits significant biological activities, including α-glucosidase inhibition with an IC50 of 48.25 ± 0.255 µmol L-1 and antiglycation properties (IC50 = 114.23 ± 0.567 µmol L-1), which enhance glucose uptake in L6 myoblasts (PMID:30393852 ). Molecular docking studies reveal that apiforol binds effectively to the active sites of the α-glucosidase enzyme 3A4A (PMID:30393852 ). Additionally, apiforol is involved in the biosynthesis of condensed phlobaphenes in maize, where it and luteoforol serve as precursors, with genetic variations influencing their accumulation (PMID:23113982 ). Furthermore, apiforol is hypothesized to act as a biosynthetic precursor of apigeninidin, rather than a direct defense compound against fungi (PMID:24258604 ). Overall, apiforol's unique structure and biochemical pathways underline its potential significance in both plant metabolism and therapeutic applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303082006222D          

 20 22  0  0  1  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  6 13  1  0  0  0  0
  4 14  1  6  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052879

> <DATABASE_NAME>
MIME

> <SMILES>
OC1C[C@H](OC2=C1C(O)=CC(O)=C2)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,12-13,16-19H,7H2/t12?,13-/m0/s1

> <INCHI_KEY>
RPKUCYSGAXIESU-ABLWVSNPSA-N

> <FORMULA>
C15H14O5

> <MOLECULAR_WEIGHT>
274.272

> <EXACT_MASS>
274.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.667022281009707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,5,7-triol

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
1.8699708709999998

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.683866437904511

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.084501797613546

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2747909609911545

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
72.1292

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
apiforol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6                                                       
CONECT   14    4   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

Synonyms

Value	Source
(2S)-Apiforol	ChEBI
Flavan-4,4',5,7-tetrol	ChEBI
Leucoapigeninidin	ChEBI

Molecular Formula

C₁₅H₁₄O₅

Average Mass

274.272

Monoisotopic Mass

274.084123551

IUPAC Name

(2S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,5,7-triol

Traditional Name

apiforol

CAS Registry Number

Not Available

SMILES

OC1C[C@H](OC2=C1C(O)=CC(O)=C2)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,12-13,16-19H,7H2/t12?,13-/m0/s1

InChI Key

RPKUCYSGAXIESU-ABLWVSNPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavan-4-ols. These are flavans that bear and hydroxyl group at position 4 (B ring), but not at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavan-4-ols

Alternative Parents

Substituents

4'-hydroxyflavonoid
4-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-4-ol
Hydroxyflavonoid
1-benzopyran
Chromane
Benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydroxyflavan (CHEBI:74812 )
Flavan 4-ols (C12124 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	1.25	ALOGPS
logP	1.87	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.08	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.13 m³·mol⁻¹	ChemAxon
Polarizability	27.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_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)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	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)	2025-10-24	169.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	30.2
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	334.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	412.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	477.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	236.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1515.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	180.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	265.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	218.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	297.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	152.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	133.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	123.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	455.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	124.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	271.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1177.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	754.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Apiforol_TMS_1	C[Si](C)(C)OC1C[C@@H](C2=CC=C(O)C=C2)OC2=CC(O)=CC(O)=C21	standard non polar	2025-10-24	1408.95
Gas Chromatography	Apiforol_TMS_2	C[Si](C)(C)OC1=CC(O)=CC2=C1C(O)C[C@@H](C1=CC=C(O)C=C1)O2	standard non polar	2025-10-24	1856.79
Gas Chromatography	Apiforol_TMS_3	C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@H](C1=CC=C(O)C=C1)CC2O	standard non polar	2025-10-24	1284.98
Gas Chromatography	Apiforol_TMS_4	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(O)C=C(O)C=C3O2)C=C1	standard non polar	2025-10-24	1946.99
Gas Chromatography	Apiforol_TMS_5	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(O)C=C(O)C=C3O2)C=C1	standard non polar	2025-10-24	1740.81
Gas Chromatography	Apiforol_TMS_6	C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@H](C1=CC=C(O)C=C1)CC2O[Si](C)(C)C	standard non polar	2025-10-24	1436.73
Gas Chromatography	Apiforol_TMS_7	C[Si](C)(C)OC1=CC(O)=CC2=C1C(O[Si](C)(C)C)C[C@@H](C1=CC=C(O)C=C1)O2	standard non polar	2025-10-24	2200.33
Gas Chromatography	Apiforol_TMS_8	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C(O)C[C@@H](C1=CC=C(O)C=C1)O2	standard non polar	2025-10-24	2449.2
Gas Chromatography	Apiforol_TMS_9	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1	standard non polar	2025-10-24	2780.06
Gas Chromatography	Apiforol_TMS_10	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1	standard non polar	2025-10-24	1836.99
Gas Chromatography	Apiforol_TMS_11	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1	standard non polar	2025-10-24	1624.04
Gas Chromatography	Apiforol_TMS_12	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1	standard non polar	2025-10-24	1792.55
Gas Chromatography	Apiforol_TMS_13	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C(O[Si](C)(C)C)C[C@@H](C1=CC=C(O)C=C1)O2	standard non polar	2025-10-24	2497.23
Gas Chromatography	Apiforol_TMS_14	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)C=C1	standard non polar	2025-10-24	2241.23
Gas Chromatography	Apiforol_TMS_15	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)C=C1	standard non polar	2025-10-24	2202.51
Gas Chromatography	Apiforol_TMS_1	C[Si](C)(C)OC1C[C@@H](C2=CC=C(O)C=C2)OC2=CC(O)=CC(O)=C21	standard polar	2025-10-24	2198.9
Gas Chromatography	Apiforol_TMS_2	C[Si](C)(C)OC1=CC(O)=CC2=C1C(O)C[C@@H](C1=CC=C(O)C=C1)O2	standard polar	2025-10-24	1924.81
Gas Chromatography	Apiforol_TMS_3	C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@H](C1=CC=C(O)C=C1)CC2O	standard polar	2025-10-24	1959.09
Gas Chromatography	Apiforol_TMS_4	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(O)C=C(O)C=C3O2)C=C1	standard polar	2025-10-24	1435.19
Gas Chromatography	Apiforol_TMS_5	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(O)C=C(O)C=C3O2)C=C1	standard polar	2025-10-24	2291.11
Gas Chromatography	Apiforol_TMS_6	C[Si](C)(C)OC1=CC(O)=C2C(=C1)O[C@H](C1=CC=C(O)C=C1)CC2O[Si](C)(C)C	standard polar	2025-10-24	1244.27
Gas Chromatography	Apiforol_TMS_7	C[Si](C)(C)OC1=CC(O)=CC2=C1C(O[Si](C)(C)C)C[C@@H](C1=CC=C(O)C=C1)O2	standard polar	2025-10-24	2376.33
Gas Chromatography	Apiforol_TMS_8	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C(O)C[C@@H](C1=CC=C(O)C=C1)O2	standard polar	2025-10-24	2037.75
Gas Chromatography	Apiforol_TMS_9	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1	standard polar	2025-10-24	1552.98
Gas Chromatography	Apiforol_TMS_10	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1	standard polar	2025-10-24	1174.92
Gas Chromatography	Apiforol_TMS_11	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1	standard polar	2025-10-24	2327.32
Gas Chromatography	Apiforol_TMS_12	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1	standard polar	2025-10-24	1233.85
Gas Chromatography	Apiforol_TMS_13	C[Si](C)(C)OC1=CC2=C(C(O[Si](C)(C)C)=C1)C(O[Si](C)(C)C)C[C@@H](C1=CC=C(O)C=C1)O2	standard polar	2025-10-24	2043.33
Gas Chromatography	Apiforol_TMS_14	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)C=C1	standard polar	2025-10-24	2255.06
Gas Chromatography	Apiforol_TMS_15	C[Si](C)(C)OC1=CC=C([C@@H]2CC(O[Si](C)(C)C)C3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O2)C=C1	standard polar	2025-10-24	1397.28

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	1	Human ; Human feces; Human saliva

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

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

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Apiforol

METLIN ID

Not Available

PubChem Compound

443638

PDB ID

Not Available

ChEBI ID

74812

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 ]

Showing metabocard for Apiforol (MMDBc0052879)

MOL for #<Metabolite:0x00007f9ad05b96f0>

3D MOL for #<Metabolite:0x00007f9ad05b96f0>

3D SDF for #<Metabolite:0x00007f9ad05b96f0>

3D-SDF for #<Metabolite:0x00007f9ad05b96f0>

PDB for #<Metabolite:0x00007f9ad05b96f0>

3D PDB for #<Metabolite:0x00007f9ad05b96f0>

SMILES for #<Metabolite:0x00007f9ad05b96f0>

INCHI for #<Metabolite:0x00007f9ad05b96f0>

Structure for #<Metabolite:0x00007f9ad05b96f0>

3D Structure for #<Metabolite:0x00007f9ad05b96f0>