NP-MRD: Showing NP-Card for (+)-Eriodictol (NP0050582)

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Record Information

Version

2.0

Created at

2022-04-27 21:57:59 UTC

Updated at

2022-04-27 21:57:59 UTC

NP-MRD ID

NP0050582

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Eriodictol

Description

Eriodictyol belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, eriodictyol is considered to be a flavonoid lipid molecule. Eriodictyol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Eriodictyol has been detected, but not quantified in, several different foods, such as common oregano, common thymes, parsley, sweet basils, and tarragons. This could make eriodictyol a potential biomarker for the consumption of these foods. (+)-Eriodictol is found in Vachellia pennatula, Acer pictum, Aglaia rubiginosa, Agnorhiza invenusta, Allagopappus dichotomus, Allagopappus viscosissimus, Ambrosia artemisioides, Ambrosia bidentata, Anastatica hierochuntica, Annona ambotay, Anthemis auriculata, Arachis hypogaea, Argemone mexicana, Artemisia dracunculus, Artemisia vulgaris, Artemisia xanthochroa, Baccharis reticularia, Baccharis sagittalis, Baccharis salicifolia, Balanophora harlandii, Bauhinia purpurea, Berchemia racemosa, Xerochrysum viscosum, Brickellia vernicosa, Brucea javanica, Calicotome villosa, Carthamus tinctorius, Bauhinia glauca, Chrysanthemum indicum, Chrysanthemum morifolium, Chrysanthemum zawadskii, Chrysothamnus viscidiflorus, Citrus limon, Cota altissima, Cota palaestina, Croton steenkampianus, Cyclopia sessiliflora, Dalbergia parviflora, Deinandra lobbii, Deinandra pentactis, Dipteryx odorata, Dracocephalum tanguticum, Elsholtzia bodinieri, Encelia ventorum, Eriodictyon californicum, Eucalyptus globulus, Eupatorium hyssopifolium, Garcinia conrauana, Genista corsica, Hazardia squarrosa, Hypericum hircinum, Ilex centrochinensis, Kalmia latifolia, Larix gmelinii, Limonium aureum, Limonium sinense, Lippia origanoides, Luetkea pectinata, Lyonia ovalifolia, Matthiola incana, Millettia duchesnei, Ocimum basilicum, Origanum dictamnus, Origanum vulgare, Patrinia rupestris, Paulownia tomentosa, Peucephyllum schottii, Phlomis nissolii, Phyllanthus emblica, Pinus sibirica, Plagius grandis, Pogostemon stellatus, Populus tremula, Prunus campanulata, Prunus maximowiczii, Prunus persica, Psorothamnus polydenius, Rhamnus disperma, Rhamnus lycioides, Rhamnus pallasii, Rhaponticum carthamoides, Rhodiola rosea, Rubus phoenicolasius, Salvia officinalis, Salvia rosmarinus, Saracha punctata, Sarcophyte sanguinea, Satureja cuneifolia, Scutellaria baicalensis, Selaginella labordei, Smilax corbularia, Solanum hindsianum, Sorghum bicolor, Spatholobus suberectus, Stifftia chrysantha, Thymus herba-barona, Thymus vulgaris, Viburnum cotinifolium, Viscum coloratum, Wyethia angustifolia, Wyethia glabra, Xanthoceras sorbifolium and Xerochrysum bracteatum. (+)-Eriodictol was first documented in 1990 (PMID: 2155715). A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively (PMID: 16637230) (PMID: 10879486).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652307102016272D          

 21 23  0  0  0  0            999 V2000
    1.0716    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924    0.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  7  1  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  2  2  0  0  0  0
 10  3  2  0  0  0  0
 10  9  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
 13  6  1  0  0  0  0
 13  7  1  6  0  0  0
 14  5  2  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  2  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050582

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1

> <INCHI_KEY>
SBHXYTNGIZCORC-ZDUSSCGKSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.2522

> <EXACT_MASS>
288.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.326042752894896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.5315427286666665

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.053712609058154

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.847641206936137

> <JCHEM_PKA_STRONGEST_BASIC>
-4.950235552435861

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
73.27069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eriodictyol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-20         0                                  
HETATM    1  C   UNK     0       2.000   2.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.334   3.465   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.334   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.668  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.334   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.000   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.668   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.668   2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.667  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.001  -1.155   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.002   1.155   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.002   3.465   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.334  -3.465   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.667  -3.465   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.667   1.155   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.959   0.316   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   11                                                       
CONECT    5    8   14                                                       
CONECT    6   12   13                                                       
CONECT    7    1    3   13                                                  
CONECT    8    4    5   16                                                  
CONECT    9    2   10   17                                                  
CONECT   10    3    9   21                                                  
CONECT   11    4   15   18                                                  
CONECT   12    6   15   19                                                  
CONECT   13    6    7   20                                                  
CONECT   14    5   15   20                                                  
CONECT   15   11   12   14                                                  
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13   14                                                       
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
(S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone	ChEBI
(S)-Eriodictyol	ChEBI
Eriodictiol	ChEBI
(+)-Eriodictyol	HMDB
(2S)-Eriodictyol	HMDB
(S)-2,3-Dihydroluteolin	HMDB
(S)-3',4',5,7-Tetrahydroxyflavanone	HMDB
(S)-3’,4’,5,7-tetrahydroxyflavanone	HMDB
3',4',5,7-Tetrahydroxyflavanone	HMDB
3’,4’,5,7-tetrahydroxyflavanone	HMDB
(2S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one	HMDB
(2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one	HMDB
Huazhongilexone	HMDB

Chemical Formula

C₁₅H₁₂O₆

Average Mass

288.2522 Da

Monoisotopic Mass

288.06339 Da

IUPAC Name

(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

eriodictyol

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1

InChI Key

SBHXYTNGIZCORC-ZDUSSCGKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia pennatula	LOTUS Database	35616633
Acer pictum subsp. Mono	LOTUS Database	35616633
Aglaia rubiginosa	LOTUS Database	35616633
Agnorhiza invenusta	LOTUS Database	35616633
Allagopappus dichotomus	LOTUS Database	35616633
Allagopappus viscosissimus	LOTUS Database	35616633
Ambrosia artemisioides	LOTUS Database	35616633
Ambrosia bidentata	LOTUS Database	35616633
Anastatica hierochuntica	LOTUS Database	35616633
Annona ambotay	LOTUS Database	35616633
Anthemis auriculata	LOTUS Database	35616633
Arachis hypogaea	LOTUS Database	35616633
Argemone mexicana	LOTUS Database	35616633
Artemisia dracunculus	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Artemisia xanthochroa	LOTUS Database	35616633
Baccharis reticularia	LOTUS Database	35616633
Baccharis sagittalis	LOTUS Database	35616633
Baccharis salicifolia	LOTUS Database	35616633
Balanophora harlandii	LOTUS Database	35616633
Bauhinia purpurea	LOTUS Database	35616633
Berchemia racemosa	LOTUS Database	35616633
Bracteantha viscosa	LOTUS Database	35616633
Brickellia vernicosa	LOTUS Database	35616633
Brucea javanica	LOTUS Database	35616633
Calicotome villosa	LOTUS Database	35616633
Carthamus tinctorius	LOTUS Database	35616633
Cheniella glauca	LOTUS Database	35616633
Chrysanthemum indicum	LOTUS Database	35616633
Chrysanthemum morifolium	LOTUS Database	35616633
Chrysanthemum zawadskii	LOTUS Database	35616633
Chrysothamnus viscidiflorus	LOTUS Database	35616633
Citrus limon	LOTUS Database	35616633
Cota altissima	LOTUS Database	35616633
Cota palaestina	LOTUS Database	35616633
Croton steenkampianus	LOTUS Database	35616633
Cyclopia sessiliflora	LOTUS Database	35616633
Dalbergia parviflora	LOTUS Database	35616633
Deinandra lobbii	LOTUS Database	35616633
Deinandra pentactis	LOTUS Database	35616633
Dipteryx odorata	LOTUS Database	35616633
Dracocephalum tanguticum	LOTUS Database	35616633
Elsholtzia bodinieri	LOTUS Database	35616633
Encelia ventorum	LOTUS Database	35616633
Eriodictyon californicum	LOTUS Database	35616633
Eucalyptus globulus	LOTUS Database	35616633
Eupatorium hyssopifolium	LOTUS Database	35616633
Garcinia conrauana	LOTUS Database	35616633
Genista corsica	LOTUS Database	35616633
Hazardia squarrosa	LOTUS Database	35616633
Hypericum hircinum	LOTUS Database	35616633
Ilex centrochinensis	LOTUS Database	35616633
Kalmia latifolia	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Limonium aureum	LOTUS Database	35616633
Limonium sinense	LOTUS Database	35616633
Lippia origanoides	LOTUS Database	35616633
Luetkea pectinata	LOTUS Database	35616633
Lyonia ovalifolia	LOTUS Database	35616633
Matthiola incana	LOTUS Database	35616633
Millettia duchesnei	LOTUS Database	35616633
Ocimum basilicum	LOTUS Database	35616633
Origanum dictamnus	LOTUS Database	35616633
Origanum vulgare	LOTUS Database	35616633
Patrinia rupestris	LOTUS Database	35616633
Paulownia tomentosa	LOTUS Database	35616633
Peucephyllum schottii	LOTUS Database	35616633
Phlomis nissolii	LOTUS Database	35616633
Phyllanthus emblica	LOTUS Database	35616633
Pinus sibirica	LOTUS Database	35616633
Plagius grandis	LOTUS Database	35616633
Pogostemon stellatus	LOTUS Database	35616633
Populus tremula	LOTUS Database	35616633
Prunus campanulata	LOTUS Database	35616633
Prunus maximowiczii	LOTUS Database	35616633
Prunus persica	LOTUS Database	35616633
Psorothamnus polydenius	LOTUS Database	35616633
Rhamnus disperma	LOTUS Database	35616633
Rhamnus lycioides	LOTUS Database	35616633
Rhamnus pallasii	LOTUS Database	35616633
Rhaponticum carthamoides	LOTUS Database	35616633
Rhodiola rosea	LOTUS Database	35616633
Rubus phoenicolasius	LOTUS Database	35616633
Salvia officinalis	LOTUS Database	35616633
Salvia rosmarinus	LOTUS Database	35616633
Saracha punctata	LOTUS Database	35616633
Sarcophyte sanguinea	LOTUS Database	35616633
Satureja cuneifolia	LOTUS Database	35616633
Scutellaria baicalensis	LOTUS Database	35616633
Selaginella labordei	LOTUS Database	35616633
Smilax corbularia	LOTUS Database	35616633
Solanum hindsianum	LOTUS Database	35616633
Sorghum bicolor	LOTUS Database	35616633
Spatholobus suberectus	LOTUS Database	35616633
Stifftia chrysantha	LOTUS Database	35616633
Thymus herba-barona	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633
Viburnum cotinifolium	LOTUS Database	35616633
Viscum coloratum	LOTUS Database	35616633
Wyethia angustifolia	LOTUS Database	35616633
Wyethia glabra	LOTUS Database	35616633
Xanthoceras sorbifolium	LOTUS Database	35616633
Xerochrysum bracteatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

Flavanone
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
Chromane
1-benzopyran
Catechol
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

3'-hydroxyflavanones (CHEBI:28412 )
tetrahydroxyflavanone (CHEBI:28412 )
flavanones (C05631 )
Flavanones (LMPK12140002 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.15	ALOGPS
logP	2.53	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.27 m³·mol⁻¹	ChemAxon
Polarizability	27.33 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

External Links

HMDB ID

HMDB0005810

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Eriodictyol

METLIN ID

3415

PubChem Compound

440735

PDB ID

Not Available

ChEBI ID

28412

Good Scents ID

Not Available

References

General References

'T Hart BA, Ip Via Ching TR, Van Dijk H, Labadie RP: How flavonoids inhibit the generation of luminol-dependent chemiluminescence by activated human neutrophils. Chem Biol Interact. 1990;73(2-3):323-35. doi: 10.1016/0009-2797(90)90012-c. [PubMed:2155715 ]
Miyake Y, Sakurai C, Usuda M, Fukumoto S, Hiramitsu M, Sakaida K, Osawa T, Kondo K: Difference in plasma metabolite concentration after ingestion of lemon flavonoids and their aglycones in humans. J Nutr Sci Vitaminol (Tokyo). 2006 Feb;52(1):54-60. doi: 10.3177/jnsv.52.54. [PubMed:16637230 ]
Ogata S, Miyake Y, Yamamoto K, Okumura K, Taguchi H: Apoptosis induced by the flavonoid from lemon fruit (Citrus limon BURM. f.) and its metabolites in HL-60 cells. Biosci Biotechnol Biochem. 2000 May;64(5):1075-8. doi: 10.1271/bbb.64.1075. [PubMed:10879486 ]

Showing NP-Card for (+)-Eriodictol (NP0050582)

MOL for NP0050582 ((+)-Eriodictol)

3D MOL for NP0050582 ((+)-Eriodictol)

3D SDF for NP0050582 ((+)-Eriodictol)

3D-SDF for NP0050582 ((+)-Eriodictol)

PDB for NP0050582 ((+)-Eriodictol)

3D PDB for NP0050582 ((+)-Eriodictol)

SMILES for NP0050582 ((+)-Eriodictol)

INCHI for NP0050582 ((+)-Eriodictol)

Structure for NP0050582 ((+)-Eriodictol)

3D Structure for NP0050582 ((+)-Eriodictol)