NP-MRD: Showing NP-Card for chrysin (NP0024997)

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Record Information

Version

2.0

Created at

2021-06-19 17:14:01 UTC

Updated at

2024-09-03 04:16:54 UTC

NP-MRD ID

NP0024997

Natural Product DOI

https://doi.org/10.57994/0849

Secondary Accession Numbers

NP0141339

Natural Product Identification

Common Name

chrysin

Provided By

JEOL Database JEOL Logo

Description

5,7-Dihydroxyflavone, also known as chrysin or ois 3, belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, 5,7-dihydroxyflavone is considered to be a flavonoid. 5,7-Dihydroxyflavone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. chrysin is found in Aglaia cucullata, Agrobacterium rhizogenes, Alnus sieboldiana, Anaxagorea luzonensis, Apis mellifera, Atractylis carduus, Baccharis salicifolia, Bauhinia purpurea, Brickellia laciniata, Bulbophyllum odoratissimum, Calicotome villosa, Centaurea pseudoscabiosa, Chrysanthemum morifolium, Leucanthemum vulgare, Citrus sinensis, Colebrookea oppositifolia, Cypripedium macranthos, Desmos cochinchinensis, Dysphania graveolens, Eriodictyon californicum, Ficus pumila, Fragaria ananassa, Fridericia samydoides, Gaga kaulfussii, Gutenbergia cordifolia, Halostachys caspica, Hedychium spicatum, Helichrysum kraussii, Helichrysum platypterum, Heliotropium subulatum, Lagochilus leiacanthus, Laguncularia racemosa, Lychnophora ericoides, Malus doumeri, Melodorum fruticosum, Muntingia calabura, Ononis angustissima, Origanum akhadarense, Origanum boissieri, Origanum hypercifolium, Origanum micranthum, Origanum vulgare , Oxytropis falcata, Pelargonium crispum, Picea abies, Picea smithiana, Pinus morrisonicola, Pinus sibirica, Podocytisus caramanicus, Polygonum cognatum, Populus balsamifera, Populus cathayana, Populus deltoides, Populus koreana, Populus laurifolia, Populus nigra, Populus yunnanensis, Primula farinose, Pyracantha coccinea, Rhododendron dauricum, Scutellaria alpina, Scutellaria immaculata, Scutellaria indica, Scutellaria lateriflora, Scutellaria ovata, Scutellaria squarrosa, Syzygium jambos, Tilia tomentosa, Uvaria dulcis, Uvaria macrophylla, Vachellia constricta, Vachellia vernicosa, Veronica spicata and Ziziphora clinopodioides. chrysin was first documented in 2013 (PMID: 21544919). Based on a literature review a small amount of articles have been published on 5,7-Dihydroxyflavone (PMID: 22864849) (PMID: 22991264) (PMID: 23104078).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119143D          

 29 31  0  0  0  0            999 V2000
   -1.8698    1.1033    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    1.7256    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152    1.9872    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.6670   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143    2.9713   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.0069   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    2.3120    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527    3.5821   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541    4.5469   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7944    4.2423   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    3.1657   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505    2.9397   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    3.4458   -3.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    3.2462   -3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699    3.7574   -4.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7695    2.5491   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    2.0460   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425    1.3693   -0.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    2.2406   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    1.6195    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    1.0018    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    1.5553    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    3.8184   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    5.5375   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    5.0115   -1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961    3.9914   -3.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    3.5426   -4.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    2.3891   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175    1.0736    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4 11  1  0  0  0  0
 12 19  2  0  0  0  0
  2  1  2  0  0  0  0
 14 16  1  0  0  0  0
  5  6  2  0  0  0  0
 14 13  2  0  0  0  0
  6  7  1  0  0  0  0
 16 17  2  0  0  0  0
  7  8  2  0  0  0  0
 17 19  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  4  5  1  0  0  0  0
 12 11  1  0  0  0  0
 17 18  1  0  0  0  0
 19  2  1  0  0  0  0
 14 15  1  0  0  0  0
 16 28  1  0  0  0  0
 13 26  1  0  0  0  0
  3 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
 10 25  1  0  0  0  0
 18 29  1  0  0  0  0
 15 27  1  0  0  0  0
M  END

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.8698    1.1033    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    1.7256    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152    1.9872    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.6670   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143    2.9713   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.0069   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    2.3120    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527    3.5821   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541    4.5469   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7944    4.2423   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    3.1657   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505    2.9397   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    3.4458   -3.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    3.2462   -3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699    3.7574   -4.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7695    2.5491   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    2.0460   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425    1.3693   -0.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    2.2406   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    1.6195    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    1.0018    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    1.5553    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    3.8184   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    5.5375   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    5.0115   -1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961    3.9914   -3.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    3.5426   -4.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    2.3891   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175    1.0736    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 11  1  0
 12 19  2  0
  2  1  2  0
 14 16  1  0
  5  6  2  0
 14 13  2  0
  6  7  1  0
 16 17  2  0
  7  8  2  0
 17 19  1  0
  8  9  1  0
 12 13  1  0
  9 10  2  0
 10  5  1  0
  4  5  1  0
 12 11  1  0
 17 18  1  0
 19  2  1  0
 14 15  1  0
 16 28  1  0
 13 26  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 18 29  1  0
 15 27  1  0
M  END


  Mrv1652306192119143D          

 29 31  0  0  0  0            999 V2000
   -1.8698    1.1033    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    1.7256    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152    1.9872    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.6670   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143    2.9713   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.0069   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    2.3120    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527    3.5821   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541    4.5469   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7944    4.2423   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    3.1657   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505    2.9397   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    3.4458   -3.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    3.2462   -3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699    3.7574   -4.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7695    2.5491   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    2.0460   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425    1.3693   -0.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    2.2406   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    1.6195    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    1.0018    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    1.5553    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    3.8184   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    5.5375   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    5.0115   -1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961    3.9914   -3.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    3.5426   -4.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    2.3891   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175    1.0736    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4 11  1  0  0  0  0
 12 19  2  0  0  0  0
  2  1  2  0  0  0  0
 14 16  1  0  0  0  0
  5  6  2  0  0  0  0
 14 13  2  0  0  0  0
  6  7  1  0  0  0  0
 16 17  2  0  0  0  0
  7  8  2  0  0  0  0
 17 19  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  4  5  1  0  0  0  0
 12 11  1  0  0  0  0
 17 18  1  0  0  0  0
 19  2  1  0  0  0  0
 14 15  1  0  0  0  0
 16 28  1  0  0  0  0
 13 26  1  0  0  0  0
  3 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
 10 25  1  0  0  0  0
 18 29  1  0  0  0  0
 15 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024997

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(=O)C([H])=C(O2)C2=C([H])C([H])=C([H])C([H])=C2[H])C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H

> <INCHI_KEY>
RTIXKCRFFJGDFG-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.2375

> <EXACT_MASS>
254.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.727745149733636

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.010254455333333

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.18044483529754

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.577777050433021

> <JCHEM_PKA_STRONGEST_BASIC>
-5.382203662884733

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
70.933

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chrysin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.8698    1.1033    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    1.7256    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152    1.9872    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.6670   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143    2.9713   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.0069   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    2.3120    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527    3.5821   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541    4.5469   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7944    4.2423   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    3.1657   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505    2.9397   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    3.4458   -3.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    3.2462   -3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699    3.7574   -4.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7695    2.5491   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    2.0460   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425    1.3693   -0.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    2.2406   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    1.6195    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    1.0018    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    1.5553    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    3.8184   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    5.5375   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    5.0115   -1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961    3.9914   -3.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    3.5426   -4.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    2.3891   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175    1.0736    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 11  1  0
 12 19  2  0
  2  1  2  0
 14 16  1  0
  5  6  2  0
 14 13  2  0
  6  7  1  0
 16 17  2  0
  7  8  2  0
 17 19  1  0
  8  9  1  0
 12 13  1  0
  9 10  2  0
 10  5  1  0
  4  5  1  0
 12 11  1  0
 17 18  1  0
 19  2  1  0
 14 15  1  0
 16 28  1  0
 13 26  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 18 29  1  0
 15 27  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -1.870   1.103   1.037  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.220   1.726   0.204  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.215   1.987   0.383  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.875   2.667  -0.566  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.314   2.971  -0.442  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.234   2.007  -0.001  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.594   2.312   0.102  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.053   3.582  -0.240  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.154   4.547  -0.689  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.794   4.242  -0.792  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.288   3.166  -1.719  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.050   2.940  -1.923  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.609   3.446  -3.096  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.963   3.246  -3.352  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.470   3.757  -4.511  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.769   2.549  -2.456  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.206   2.046  -1.286  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.043   1.369  -0.440  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.846   2.241  -1.018  0.00  0.00           C+0
HETATM   20  H   UNK     0       0.670   1.619   1.294  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.906   1.002   0.255  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.296   1.555   0.444  0.00  0.00           H+0
HETATM   23  H   UNK     0       6.111   3.818  -0.162  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.510   5.537  -0.960  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.110   5.011  -1.144  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.996   3.991  -3.808  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.417   3.543  -4.561  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.826   2.389  -2.648  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.518   1.074   0.339  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3    1   19                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3   11    5                                                  
CONECT    5    6   10    4                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10   24                                                  
CONECT   10    9    5   25                                                  
CONECT   11    4   12                                                       
CONECT   12   19   13   11                                                  
CONECT   13   14   12   26                                                  
CONECT   14   16   13   15                                                  
CONECT   15   14   27                                                       
CONECT   16   14   17   28                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   29                                                       
CONECT   19   12   17    2                                                  
CONECT   20    3                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   13                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   18                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

RDKit          3D

29 31  0  0  0  0  0  0  0  0999 V2000
   -1.8698    1.1033    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    1.7256    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152    1.9872    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.6670   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143    2.9713   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    2.0069   -0.0009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5941    2.3120    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527    3.5821   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541    4.5469   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7944    4.2423   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    3.1657   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505    2.9397   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6093    3.4458   -3.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9633    3.2462   -3.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699    3.7574   -4.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7695    2.5491   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    2.0460   -1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425    1.3693   -0.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    2.2406   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    1.6195    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    1.0018    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    1.5553    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1108    3.8184   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5100    5.5375   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    5.0115   -1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961    3.9914   -3.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    3.5426   -4.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    2.3891   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5175    1.0736    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 11  1  0
 12 19  2  0
  2  1  2  0
 14 16  1  0
  5  6  2  0
 14 13  2  0
  6  7  1  0
 16 17  2  0
  7  8  2  0
 17 19  1  0
  8  9  1  0
 12 13  1  0
  9 10  2  0
 10  5  1  0
  4  5  1  0
 12 11  1  0
 17 18  1  0
 19  2  1  0
 14 15  1  0
 16 28  1  0
 13 26  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 18 29  1  0
 15 27  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one	ChEBI
5,7-Dihydroxy-2-phenyl-4H-benzo(b)pyran-4-one	ChEBI
5,7-Dihydroxy-2-phenylchromen-4-one	ChEBI
5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9ci	HMDB
Chrysin	HMDB
Chrysinic acid	HMDB
Ois 3	HMDB
Chrysine	HMDB
5,7-Dihydroxy-flavone	HMDB
5,7-Dihydroxyflavone	ChEBI

Chemical Formula

C₁₅H₁₀O₄

Average Mass

254.2375 Da

Monoisotopic Mass

254.05791 Da

IUPAC Name

5,7-dihydroxy-2-phenyl-4H-chromen-4-one

Traditional Name

chrysin

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(=O)C([H])=C(O2)C2=C([H])C([H])=C([H])C([H])=C2[H])C(O[H])=C1[H]

InChI Identifier

InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H

InChI Key

RTIXKCRFFJGDFG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, simulated)	Jtkp6n	Sumner Lab, University of Missouri	Jay Koller	2022-07-05	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HOMO2DJ NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia constricta	KNApSAcK Database	22123792
Acacia neovernicosa	KNApSAcK Database	22123792
Adina cordifolia Roxb.	KNApSAcK Database	22123792
Aglaia cucullata	LOTUS Database	35616633
Agrobacterium rhizogenes	LOTUS Database	35616633
Alnus sieboldiana	LOTUS Database	35616633
Anaxagorea luzonensis	LOTUS Database	35616633
Anaxagorea luzonensis A.GRAY	KNApSAcK Database	22123792
Anomianthus dulcis	KNApSAcK Database	22123792
Apis mellifera	LOTUS Database	35616633
Apis mellifera ligustica	KNApSAcK Database	22123792
Artemisia campestris ssp. glutinosa	KNApSAcK Database	22123792
Atractylis carduus	LOTUS Database	35616633
Baccharis salicifolia	LOTUS Database	35616633
Baccharis viminea	KNApSAcK Database	22123792
Bauhinia purpurea	LOTUS Database	35616633
Brickellia laciniata	LOTUS Database	35616633
Bulbophyllum odoratissimum	LOTUS Database	35616633
Calicotome villosa	LOTUS Database	35616633
Centaurea pseudoscabiosa	LOTUS Database	35616633
Centaurea pseudoscabiosa subsp.pseudoscabiosa Boiss.et aBuhse	KNApSAcK Database	22123792
Cheilanthes kaulfussii	KNApSAcK Database	22123792
Chenopodium graveolens	KNApSAcK Database	22123792
Chrysanthemum morifolium	LOTUS Database	35616633
Chrysanthemum vulgare	LOTUS Database	35616633
Cistus populifolius	KNApSAcK Database	22123792
Citrus sinensis	LOTUS Database	35616633
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	PHENOL EXPLORER
Colebrookea oppositifolia	LOTUS Database	35616633
Cypripedium macranthos	LOTUS Database	35616633
Cypripedium macranthos var. rebunense	KNApSAcK Database	22123792
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Desmos cochinchinensis	LOTUS Database	35616633
Dysphania graveolens	LOTUS Database	35616633
Elsholtzia bodinieri	KNApSAcK Database	22123792
Eriodictyon californicum	LOTUS Database	35616633
Eriodictyon sessilifolium	KNApSAcK Database	22123792
Escallonia spp.	KNApSAcK Database	22123792
Ficus pumila	LOTUS Database	35616633
Flourensia resinosa	KNApSAcK Database	22123792
Fragaria x ananassa	LOTUS Database	35616633
Fridericia samydoides	LOTUS Database	35616633
Gaga kaulfussii	LOTUS Database	35616633
Ginkgo biloba	KNApSAcK Database	22123792
Gutenbergia cordifolia	LOTUS Database	35616633
Halostachys caspica	LOTUS Database	35616633
Hedychium spicatum	LOTUS Database	35616633
Helichrysum kraussii	LOTUS Database	35616633
Helichrysum platypterum	LOTUS Database	35616633
Heliotropium pycnophyllum	KNApSAcK Database	22123792
Heliotropium subulatum	Plant	KNApSAcK
Lagochilus leiacanthus	LOTUS Database	35616633
Laguncularia racemosa	LOTUS Database	35616633
Lonicera japonica	KNApSAcK Database	22123792
Lychnophora ericoides	LOTUS Database	35616633
Malus doumeri	LOTUS Database	35616633
Malus doumeri varl formosana	KNApSAcK Database	22123792
Melodorum fruticosum	LOTUS Database	35616633
Mikania hirsutissima	KNApSAcK Database	22123792
Mimulus moschatus	KNApSAcK Database	22123792
Muntingia calabura	LOTUS Database	35616633
Ononis angustissima	LOTUS Database	35616633
Ononis vaginalis	KNApSAcK Database	22123792
Origanum akhadarense	Plant	KNApSAcK
Origanum boissieri	Plant	KNApSAcK
Origanum hypercifolium	Plant	KNApSAcK
Origanum micranthum	Plant	KNApSAcK
Origanum vulgare	Plant	KNApSAcK
Oroxylum indicum	KNApSAcK Database	22123792
Oxytropis falcata	LOTUS Database	35616633
Oxytropis pseudoglandulosa	KNApSAcK Database	22123792
Pajanelia multijuga	KNApSAcK Database	22123792
Passiflora caerulea	KNApSAcK Database	22123792
Passiflora serratodigitata	KNApSAcK Database	22123792
Pelargonium crispum	LOTUS Database	35616633
Picea abies	LOTUS Database	35616633
Picea smithiana	LOTUS Database	35616633
Pinus aristata	KNApSAcK Database	22123792
Pinus excelsa	KNApSAcK Database	22123792
Pinus monticola	KNApSAcK Database	22123792
Pinus morrisonicola	LOTUS Database	35616633
Pinus sibirica	LOTUS Database	35616633
Pinus spp.	KNApSAcK Database	22123792
Podocytisus caramanicus	LOTUS Database	35616633
Polygonum cognatum	LOTUS Database	35616633
Populus alba	KNApSAcK Database	22123792
Populus alba var.pyramdalis	KNApSAcK Database	22123792
Populus balsamifera	LOTUS Database	35616633
Populus bejingensis	KNApSAcK Database	22123792
Populus canadensis	KNApSAcK Database	22123792
Populus cathayana	LOTUS Database	35616633
Populus davidiana	KNApSAcK Database	22123792
Populus deltoides	LOTUS Database	35616633
Populus koreana	LOTUS Database	35616633
Populus laurifolia	LOTUS Database	35616633
Populus nigra	LOTUS Database	35616633
Populus pseudo-simonii	KNApSAcK Database	22123792
Populus spp.	KNApSAcK Database	22123792
Populus tomentosa	KNApSAcK Database	22123792
Populus xiaohei	KNApSAcK Database	22123792
Populus yunnanensis	LOTUS Database	35616633
Primula farinose	Plant	KNApSAcK
Prunus cerasus	KNApSAcK Database	22123792
Pseudotsuga wilsoniana	KNApSAcK Database	22123792
Pyracantha coccinea	LOTUS Database	35616633
Rhododendron dauricum	LOTUS Database	35616633
Scutellaria alpina	LOTUS Database	35616633
Scutellaria amoena	KNApSAcK Database	22123792
Scutellaria baicalensis	KNApSAcK Database	22123792
Scutellaria discolor	KNApSAcK Database	22123792
Scutellaria immaculata	LOTUS Database	35616633
Scutellaria indica	LOTUS Database	35616633
Scutellaria lateriflora	LOTUS Database	35616633
Scutellaria oreophila	KNApSAcK Database	22123792
Scutellaria orientalis	KNApSAcK Database	22123792
Scutellaria ovata	LOTUS Database	35616633
Scutellaria squarrosa	LOTUS Database	35616633
Scutellaria strigillosa	KNApSAcK Database	22123792
Spartium junceum	KNApSAcK Database	22123792
Syzygium jambos	LOTUS Database	35616633
Taxus chinensis	KNApSAcK Database	22123792
Tilia tomentosa	LOTUS Database	35616633
Ulmus sieboldiana	KNApSAcK Database	22123792
Uvaria dulcis	LOTUS Database	35616633
Uvaria macrophylla	LOTUS Database	35616633
Vachellia constricta	LOTUS Database	35616633
Vachellia vernicosa	LOTUS Database	35616633
Veronica spicata	Plant	KNApSAcK
Vicia faba	KNApSAcK Database	22123792
Ziziphora clinopodioides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	3.44	ALOGPS
logP	3.01	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.58	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.93 m³·mol⁻¹	ChemAxon
Polarizability	25.73 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

HMDB0036619

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

Chrysin

METLIN ID

Not Available

PubChem Compound

PDB ID

ChEBI ID

Good Scents ID

References

General References

Ciftci O, Vardi N, Ozdemir I: Effects of quercetin and chrysin on 2,3,7,8-tetrachlorodibenzo-p-dioxin induced hepatotoxicity in rats. Environ Toxicol. 2013 Mar;28(3):146-54. doi: 10.1002/tox.20707. Epub 2011 May 4. [PubMed:21544919 ]
Huang CS, Lii CK, Lin AH, Yeh YW, Yao HT, Li CC, Wang TS, Chen HW: Protection by chrysin, apigenin, and luteolin against oxidative stress is mediated by the Nrf2-dependent up-regulation of heme oxygenase 1 and glutamate cysteine ligase in rat primary hepatocytes. Arch Toxicol. 2013 Jan;87(1):167-78. doi: 10.1007/s00204-012-0913-4. Epub 2012 Aug 5. [PubMed:22864849 ]
Yu XM, Phan T, Patel PN, Jaskula-Sztul R, Chen H: Chrysin activates Notch1 signaling and suppresses tumor growth of anaplastic thyroid carcinoma in vitro and in vivo. Cancer. 2013 Feb 15;119(4):774-81. doi: 10.1002/cncr.27742. Epub 2012 Sep 18. [PubMed:22991264 ]
Anandhi R, Annadurai T, Anitha TS, Muralidharan AR, Najmunnisha K, Nachiappan V, Thomas PA, Geraldine P: Antihypercholesterolemic and antioxidative effects of an extract of the oyster mushroom, Pleurotus ostreatus, and its major constituent, chrysin, in Triton WR-1339-induced hypercholesterolemic rats. J Physiol Biochem. 2013 Jun;69(2):313-23. doi: 10.1007/s13105-012-0215-6. Epub 2012 Oct 27. [PubMed:23104078 ]
Park, Y., et al. (2007). Park, Y., et al, Magn. Reson. Chem. 45, 674 (2007). Mag. Reson. Chem..

Showing NP-Card for chrysin (NP0024997)

MOL for NP0024997 (chrysin)

3D MOL for NP0024997 (chrysin)

3D SDF for NP0024997 (chrysin)

3D-SDF for NP0024997 (chrysin)

PDB for NP0024997 (chrysin)

3D PDB for NP0024997 (chrysin)

SMILES for NP0024997 (chrysin)

INCHI for NP0024997 (chrysin)

Structure for NP0024997 (chrysin)

3D Structure for NP0024997 (chrysin)