NP-MRD: Showing NP-Card for diosmetin (NP0024991)

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Record Information

Version

2.0

Created at

2021-06-19 17:13:45 UTC

Updated at

2024-09-03 04:18:00 UTC

NP-MRD ID

NP0024991

Natural Product DOI

https://doi.org/10.57994/1250

Secondary Accession Numbers

None

Natural Product Identification

Common Name

diosmetin

Provided By

JEOL Database JEOL Logo

Description

Diosmetin, also known as 4'-methylluteolin or vitamin p, belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, diosmetin is considered to be a flavonoid. Diosmetin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. diosmetin is found in Achillea collina, Alnus glutinosa, Aloysia citrodora, Anagyris foetida, Anoda cristata, Arnica chamissonis, Arnica longifolia, Arnica nevadensis, Artemisia gmelinii, Artemisia rutifolia, Artemisia vulgaris, Carduus pycnocephalus, Chrysanthemum indicum, Chrysanthemum morifolium, Cirsium japonicum, Citrus unshiu, Eriodictyon californicum, Gutierrezia sarothrae, Linaria macroura, Micromeria croatica, Origanum majoricum, Pedalium murex, Penstemon gentianoides, Pentemon gentianoides HBK, Rosa agrestis, Salvia reptans, Satureja cuneifolia, Schizonepeta tenuifolia, Scleria rugosa, Scutellaria baicalensis, Soroseris hookeriana, Sphagneticola trilobata, Tanacetum sinaicum, Tanacetum vulgare, Taraxacum sinicum, Thymbra capitata, Tinospora crispa , Toddalia asiatica, Valeriana amurensis, Valeriana spryginii, Vicia abbreviata, Ziziphora clinopodioides and Zostera marina. diosmetin was first documented in 2011 (PMID: 20635154). Based on a literature review a small amount of articles have been published on Diosmetin (PMID: 21176927) (PMID: 21791871) (PMID: 21851214) (PMID: 22749133).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119133D          

 34 36  0  0  0  0            999 V2000
    1.5720   -4.0181   -3.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.6246   -3.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.8849   -2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847   -2.3641   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -1.4827   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.1127   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459    0.7908    0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.7633   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.6211    1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340    3.5251    0.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    2.3504    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.1100    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    4.1494    3.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    2.8255    4.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    1.7774    4.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.4607    6.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    1.0146    3.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    1.3045    2.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029    0.5207    1.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137    0.3632   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.5194   -2.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.0126   -4.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -4.4637   -4.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -4.1981   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -4.5019   -3.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727   -3.4116   -1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -1.8823    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    1.9603   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    4.2379    2.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    3.4248    5.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105    2.0742    6.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167    0.2017    4.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1443    1.4168   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584   -0.7817   -4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 11  2  0  0  0  0
  9 10  2  0  0  0  0
 15 14  1  0  0  0  0
  6  5  2  0  0  0  0
 15 17  2  0  0  0  0
  5  4  1  0  0  0  0
 14 12  2  0  0  0  0
  4  3  2  0  0  0  0
 12 11  1  0  0  0  0
  3 21  1  0  0  0  0
 18 17  1  0  0  0  0
 21 20  2  0  0  0  0
 20  6  1  0  0  0  0
  7  6  1  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 11  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
 15 16  1  0  0  0  0
  8  7  2  0  0  0  0
 12 13  1  0  0  0  0
  7 19  1  0  0  0  0
 21 22  1  0  0  0  0
 14 30  1  0  0  0  0
 17 32  1  0  0  0  0
  8 28  1  0  0  0  0
  5 27  1  0  0  0  0
  4 26  1  0  0  0  0
 20 33  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 16 31  1  0  0  0  0
 13 29  1  0  0  0  0
 22 34  1  0  0  0  0
M  END

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
    1.5720   -4.0181   -3.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.6246   -3.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.8849   -2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847   -2.3641   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -1.4827   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.1127   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459    0.7908    0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.7633   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.6211    1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340    3.5251    0.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    2.3504    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.1100    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    4.1494    3.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    2.8255    4.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    1.7774    4.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.4607    6.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    1.0146    3.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    1.3045    2.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029    0.5207    1.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137    0.3632   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.5194   -2.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.0126   -4.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -4.4637   -4.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -4.1981   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -4.5019   -3.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727   -3.4116   -1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -1.8823    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    1.9603   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    4.2379    2.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    3.4248    5.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105    2.0742    6.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167    0.2017    4.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1443    1.4168   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584   -0.7817   -4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 11  2  0
  9 10  2  0
 15 14  1  0
  6  5  2  0
 15 17  2  0
  5  4  1  0
 14 12  2  0
  4  3  2  0
 12 11  1  0
  3 21  1  0
 18 17  1  0
 21 20  2  0
 20  6  1  0
  7  6  1  0
 18 19  1  0
  3  2  1  0
 11  9  1  0
  2  1  1  0
  9  8  1  0
 15 16  1  0
  8  7  2  0
 12 13  1  0
  7 19  1  0
 21 22  1  0
 14 30  1  0
 17 32  1  0
  8 28  1  0
  5 27  1  0
  4 26  1  0
 20 33  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 16 31  1  0
 13 29  1  0
 22 34  1  0
M  END


  Mrv1652306192119133D          

 34 36  0  0  0  0            999 V2000
    1.5720   -4.0181   -3.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.6246   -3.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.8849   -2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847   -2.3641   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -1.4827   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.1127   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459    0.7908    0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.7633   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.6211    1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340    3.5251    0.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    2.3504    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.1100    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    4.1494    3.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    2.8255    4.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    1.7774    4.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.4607    6.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    1.0146    3.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    1.3045    2.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029    0.5207    1.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137    0.3632   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.5194   -2.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.0126   -4.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -4.4637   -4.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -4.1981   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -4.5019   -3.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727   -3.4116   -1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -1.8823    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    1.9603   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    4.2379    2.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    3.4248    5.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105    2.0742    6.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167    0.2017    4.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1443    1.4168   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584   -0.7817   -4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 11  2  0  0  0  0
  9 10  2  0  0  0  0
 15 14  1  0  0  0  0
  6  5  2  0  0  0  0
 15 17  2  0  0  0  0
  5  4  1  0  0  0  0
 14 12  2  0  0  0  0
  4  3  2  0  0  0  0
 12 11  1  0  0  0  0
  3 21  1  0  0  0  0
 18 17  1  0  0  0  0
 21 20  2  0  0  0  0
 20  6  1  0  0  0  0
  7  6  1  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 11  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
 15 16  1  0  0  0  0
  8  7  2  0  0  0  0
 12 13  1  0  0  0  0
  7 19  1  0  0  0  0
 21 22  1  0  0  0  0
 14 30  1  0  0  0  0
 17 32  1  0  0  0  0
  8 28  1  0  0  0  0
  5 27  1  0  0  0  0
  4 26  1  0  0  0  0
 20 33  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 16 31  1  0  0  0  0
 13 29  1  0  0  0  0
 22 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024991

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3

> <INCHI_KEY>
MBNGWHIJMBWFHU-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.836699899501987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
2.5490178679999995

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.16263482945553

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.577279820259704

> <JCHEM_PKA_STRONGEST_BASIC>
-4.774841182688157

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
79.37710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diosmetin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
    1.5720   -4.0181   -3.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.6246   -3.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.8849   -2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847   -2.3641   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -1.4827   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.1127   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459    0.7908    0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.7633   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.6211    1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340    3.5251    0.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    2.3504    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.1100    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    4.1494    3.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    2.8255    4.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    1.7774    4.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.4607    6.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    1.0146    3.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    1.3045    2.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029    0.5207    1.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137    0.3632   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.5194   -2.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.0126   -4.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -4.4637   -4.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -4.1981   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -4.5019   -3.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727   -3.4116   -1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -1.8823    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    1.9603   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    4.2379    2.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    3.4248    5.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105    2.0742    6.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167    0.2017    4.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1443    1.4168   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584   -0.7817   -4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 11  2  0
  9 10  2  0
 15 14  1  0
  6  5  2  0
 15 17  2  0
  5  4  1  0
 14 12  2  0
  4  3  2  0
 12 11  1  0
  3 21  1  0
 18 17  1  0
 21 20  2  0
 20  6  1  0
  7  6  1  0
 18 19  1  0
  3  2  1  0
 11  9  1  0
  2  1  1  0
  9  8  1  0
 15 16  1  0
  8  7  2  0
 12 13  1  0
  7 19  1  0
 21 22  1  0
 14 30  1  0
 17 32  1  0
  8 28  1  0
  5 27  1  0
  4 26  1  0
 20 33  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 16 31  1  0
 13 29  1  0
 22 34  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  C   UNK     0       1.572  -4.018  -3.437  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.410  -2.625  -3.676  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.879  -1.885  -2.652  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.485  -2.364  -1.406  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.045  -1.483  -0.452  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.195  -0.113  -0.727  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.746   0.791   0.303  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.617   1.763  -0.005  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.137   2.621   1.069  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.934   3.525   0.845  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.661   2.350   2.431  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.091   3.110   3.524  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.974   4.149   3.409  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.621   2.825   4.804  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.721   1.777   4.979  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.233   1.461   6.212  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.287   1.015   3.898  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.761   1.305   2.619  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.303   0.521   1.589  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.214   0.363  -1.979  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.738  -0.519  -2.919  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.121  -0.013  -4.132  0.00  0.00           O+0
HETATM   23  H   UNK     0       2.002  -4.464  -4.339  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.269  -4.198  -2.612  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.607  -4.502  -3.254  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.573  -3.412  -1.138  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.347  -1.882   0.515  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.980   1.960  -1.005  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.221   4.238   2.460  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.964   3.425   5.641  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.611   2.074   6.866  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.417   0.202   4.054  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.144   1.417  -2.235  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.458  -0.782  -4.632  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    4   21    2                                                  
CONECT    4    5    3   26                                                  
CONECT    5    6    4   27                                                  
CONECT    6    5   20    7                                                  
CONECT    7    6    8   19                                                  
CONECT    8    9    7   28                                                  
CONECT    9   10   11    8                                                  
CONECT   10    9                                                            
CONECT   11   18   12    9                                                  
CONECT   12   14   11   13                                                  
CONECT   13   12   29                                                       
CONECT   14   15   12   30                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   31                                                       
CONECT   17   15   18   32                                                  
CONECT   18   11   17   19                                                  
CONECT   19   18    7                                                       
CONECT   20   21    6   33                                                  
CONECT   21    3   20   22                                                  
CONECT   22   21   34                                                       
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    8                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   20                                                            
CONECT   34   22                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
    1.5720   -4.0181   -3.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.6246   -3.6765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.8849   -2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847   -2.3641   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -1.4827   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947   -0.1127   -0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459    0.7908    0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    1.7633   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.6211    1.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9340    3.5251    0.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    2.3504    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908    3.1100    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    4.1494    3.4089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    2.8255    4.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206    1.7774    4.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    1.4607    6.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    1.0146    3.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    1.3045    2.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029    0.5207    1.5893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137    0.3632   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.5194   -2.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.0126   -4.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -4.4637   -4.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -4.1981   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6069   -4.5019   -3.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727   -3.4116   -1.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -1.8823    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    1.9603   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    4.2379    2.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    3.4248    5.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6105    2.0742    6.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167    0.2017    4.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1443    1.4168   -2.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584   -0.7817   -4.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 11  2  0
  9 10  2  0
 15 14  1  0
  6  5  2  0
 15 17  2  0
  5  4  1  0
 14 12  2  0
  4  3  2  0
 12 11  1  0
  3 21  1  0
 18 17  1  0
 21 20  2  0
 20  6  1  0
  7  6  1  0
 18 19  1  0
  3  2  1  0
 11  9  1  0
  2  1  1  0
  9  8  1  0
 15 16  1  0
  8  7  2  0
 12 13  1  0
  7 19  1  0
 21 22  1  0
 14 30  1  0
 17 32  1  0
  8 28  1  0
  5 27  1  0
  4 26  1  0
 20 33  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 16 31  1  0
 13 29  1  0
 22 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
3',5,7-Trihydroxy-4'-methoxyflavone	ChEBI
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone	ChEBI
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Luteolin 4'-methyl ether	ChEBI
Salinigricoflavonol	ChEBI
4'-Methylluteolin	HMDB
5,7,3'-Trihydroxy-4'-methoxyflavone	HMDB
Vitamin p	HMDB

Chemical Formula

C₁₆H₁₂O₆

Average Mass

300.2629 Da

Monoisotopic Mass

300.06339 Da

IUPAC Name

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

diosmetin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3

InChI Key

MBNGWHIJMBWFHU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	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, 600 MHz, Pyridine-d5, 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, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 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, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 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	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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia farnesiana	KNApSAcK Database	22123792
Achillea collina	LOTUS Database	35616633
Aeonium glutinosum	KNApSAcK Database	22123792
Agastache aurantiaca	KNApSAcK Database	22123792
Alnus glutinosa	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Aloysia triphylla	FooDB	KNAPSACK
Anagyris foetida	LOTUS Database	35616633
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Anoda cristata	LOTUS Database	35616633
Arnica chamissonis	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Arnica nevadensis	LOTUS Database	35616633
Arnica spp.	KNApSAcK Database	22123792
Artemisia caerulescens	KNApSAcK Database	22123792
Artemisia gmelinii	LOTUS Database	35616633
Artemisia iwayomogi	KNApSAcK Database	22123792
Artemisia molinieri	KNApSAcK Database	22123792
Artemisia rutifolia	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Brickellia laciniata	KNApSAcK Database	22123792
Carduus pycnocephalus	LOTUS Database	35616633
Chrysanthemum indicum	LOTUS Database	35616633
Chrysanthemum morifolium	LOTUS Database	35616633
Cirsium japonicum	LOTUS Database	35616633
Citrus limon	KNApSAcK Database	22123792
Citrus unshiu	LOTUS Database	35616633
Cnidium monnieri	KNApSAcK Database	22123792
Cyperus alopecuroides	KNApSAcK Database	22123792
Daphne pseudomezereum	KNApSAcK Database	22123792
Diosma spp.	KNApSAcK Database	22123792
Dubautia arborea	KNApSAcK Database	22123792
Eriodictyon californicum	LOTUS Database	35616633
Eupatorium altissimum	KNApSAcK Database	22123792
Froelichia floridana	KNApSAcK Database	22123792
Gutierrezia sarothrae	LOTUS Database	35616633
Hyssopus officinalis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Linaria macroura	LOTUS Database	35616633
Lippia citriodora	KNApSAcK Database	22123792
Mentha spicata	KNApSAcK Database	22123792
Merremia tridentata	KNApSAcK Database	22123792
Micromeria croatica	LOTUS Database	35616633
Nonea rosea	KNApSAcK Database	22123792
Origanum majoricum	Plant	KNApSAcK
Origanum majorana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ozothamnus scutellifolius	KNApSAcK Database	22123792
Pedalium murex	LOTUS Database	35616633
Penstemon gentianoides	LOTUS Database	35616633
Pentemon gentianoides HBK	-	KNApSAcK
Rosa agrestis	LOTUS Database	35616633
Salvia candidissima	KNApSAcK Database	22123792
Salvia nutans	KNApSAcK Database	22123792
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia pratensis	KNApSAcK Database	22123792
Salvia reptans	LOTUS Database	35616633
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia tomentosa	KNApSAcK Database	22123792
Satureja cuneifolia	LOTUS Database	35616633
Satureja subspicata	KNApSAcK Database	22123792
Schizonepeta tenuifolia	LOTUS Database	35616633
Scleria rugosa	LOTUS Database	35616633
Scutellaria baicalensis	LOTUS Database	35616633
Soroseris hookeriana	LOTUS Database	35616633
Sphagneticola trilobata	LOTUS Database	35616633
Stemodia viscosa	KNApSAcK Database	22123792
Tanacetum sinaicum	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Taraxacum sinicum	LOTUS Database	35616633
Thymbra capitata	LOTUS Database	35616633
Thymus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tinospora crispa	Plant	KNApSAcK
Tithonia calva	KNApSAcK Database	22123792
Toddalia asiatica	LOTUS Database	35616633
Valeriana amurensis	LOTUS Database	35616633
Valeriana laxiflora	KNApSAcK Database	22123792
Valeriana spryginii	Plant	KNApSAcK
Vicia hybrida	KNApSAcK Database	22123792
Vicia melanops	KNApSAcK Database	22123792
Vicia michauxii	KNApSAcK Database	22123792
Vicia noeana	KNApSAcK Database	22123792
Vicia pannonica	KNApSAcK Database	22123792
Vicia sicula	KNApSAcK Database	22123792
Vicia truncatu	KNApSAcK Database	22123792
Vicia truncatula	LOTUS Database	35616633
Vicia villosa	KNApSAcK Database	22123792
Ziziphora clinopodioides	LOTUS Database	35616633
Zostera marina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

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	3.06	ALOGPS
logP	2.55	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.58	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.38 m³·mol⁻¹	ChemAxon
Polarizability	29.84 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

HMDB0029676

DrugBank ID

DB11259

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Diosmetin

METLIN ID

Not Available

PubChem Compound

5281612

PDB ID

Not Available

ChEBI ID

4630

Good Scents ID

rw1700891

References

General References

Mizuochi K, Tanaka T, Kouno I, Fujioka T, Yoshimura Y, Ishimaru K: New iridoid diesters of glucopyranose from Linaria canadensis (L.) Dum. J Nat Med. 2011 Jan;65(1):172-5. doi: 10.1007/s11418-010-0441-6. Epub 2010 Jul 16. [PubMed:20635154 ]
AlGamdi N, Mullen W, Crozier A: Tea prepared from Anastatica hirerochuntica seeds contains a diversity of antioxidant flavonoids, chlorogenic acids and phenolic compounds. Phytochemistry. 2011 Feb;72(2-3):248-54. doi: 10.1016/j.phytochem.2010.11.017. Epub 2010 Dec 20. [PubMed:21176927 ]
Quintieri L, Palatini P, Moro S, Floreani M: Inhibition of cytochrome P450 2C8-mediated drug metabolism by the flavonoid diosmetin. Drug Metab Pharmacokinet. 2011;26(6):559-68. doi: 10.2133/dmpk.DMPK-11-RG-048. Epub 2011 Jul 26. [PubMed:21791871 ]
Zhao R, Chen Z, Jia G, Li J, Cai Y, Shao X: Protective effects of diosmetin extracted from Galium verum L. on the thymus of U14-bearing mice. Can J Physiol Pharmacol. 2011 Sep;89(9):665-73. doi: 10.1139/y11-058. Epub 2011 Aug 18. [PubMed:21851214 ]
Androutsopoulos VP, Spandidos DA: The flavonoids diosmetin and luteolin exert synergistic cytostatic effects in human hepatoma HepG2 cells via CYP1A-catalyzed metabolism, activation of JNK and ERK and P53/P21 up-regulation. J Nutr Biochem. 2013 Feb;24(2):496-504. doi: 10.1016/j.jnutbio.2012.01.012. Epub 2012 Jun 27. [PubMed:22749133 ]
Park, Y., et al. (2007). Park, Y., et al, Magn. Reson. Chem. 45, 1072 (2007). Mag. Reson. Chem..

Showing NP-Card for diosmetin (NP0024991)

MOL for NP0024991 (diosmetin)

3D MOL for NP0024991 (diosmetin)

3D SDF for NP0024991 (diosmetin)

3D-SDF for NP0024991 (diosmetin)

PDB for NP0024991 (diosmetin)

3D PDB for NP0024991 (diosmetin)

SMILES for NP0024991 (diosmetin)

INCHI for NP0024991 (diosmetin)

Structure for NP0024991 (diosmetin)

3D Structure for NP0024991 (diosmetin)