NP-MRD: Showing NP-Card for chrysoeriol (NP0024989)

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Record Information

Version

1.0

Created at

2021-06-19 17:13:41 UTC

Updated at

2021-06-29 23:49:39 UTC

NP-MRD ID

NP0024989

Secondary Accession Numbers

None

Natural Product Identification

Common Name

chrysoeriol

Provided By

JEOL Database JEOL Logo

Description

Chrysoeriol, also known as scoparol, belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Thus, chrysoeriol is considered to be a flavonoid. Chrysoeriol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. chrysoeriol is found in Achillea holosericea, Achyrocline flaccida, Achyrocline satureioides, Aglaia foveolata, Agnorhiza ovata, Albizia julibrissin, Alchemilla tianschanica, Allagopappus canariensis, Aloysia citrodora, Arnica chamissonis, Arnica cordifolia, Arnica longifolia, Artemisia afra, Artemisia annua, Artemisia arborescens, Artemisia argyi, Artemisia assoana, Artemisia austriaca, Artemisia capillaris, Artemisia copa, Artemisia judaica, Artemisia ludoviciana, Artemisia mesatlantica, Artemisia minor, Artemisia molinieri, Artemisia rupestris, Artemisia rutifolia, Artemisia vulgaris, Aspalathus linearis, Asphodeline damascena, Asphodelus fistulosus, Baccharis salicifolia, Bahiopsis laciniata, Balsamorhiza deltoidea, Bischofia javanica, Bridelia ferruginea, Calceolaria tripartita, Cannabis sativa, Caragana pygmaea, Centaurea africana, Centaurea alexandrina, Cheirolophus intybaceus, Bauhinia glauca, Dysphania botrys, Chrysanthemum morifolium, Cirsium oleraceum, Cistus laurifolius, Citrus limon, Cleome amblyocarpa, Clerodendrum mandarinorum, Coleus aromaticus , Cratoxylum formosum, Daphne feddei, Dictamnus albus, Digitalis trojana, Dracocephalum moldavica, Echinop ritro, Echinops ritro, Encelia ventorum, Epimedium sagittatum, Eremanthus elaeagnus, Eriodictyon californicum, Erymophyllum tenellum, Euterpe oleracea, Fouquieria splendens, Galeopsis bifida, Genista sessilifolia, Verbena bipinnatifida, Glycyrrhiza uralensis, Gnetum montanum, Gutierrezia sarothrae, Gymnanthemum myrianthum, Helichrysum odoratissimum, Isodon oresbius, Keiskea japonica, Lagotis yunnanensis, Lamium amplexicaule, Larrea divaricata , Larrea tridentata , Lavandula angustifolia, Lupinus luteus, Lycopodium japonicum, Marrubium vulgare, Meehania urticifolia, Mentha pulegium, Microliabum polymnioides, Micromeria cristata, Mirabilis viscosa, Morinda morindoides, Myoporum tenuifolium, Notobasis syriaca, Nymphaea nouchali, Ocimum tenuiflorum, Oenothera odorata, Oligochaeta divaricata, Onopordum acaulon, Onosma heterophylla, Origanum majoricum, Origanum majoricum, Origanum vulgare , Pallenis hierochuntica, Passiflora foetida, Passiflora palmeri, Pedicularis rex, Perilla frutescens, Phlomis samia, Picnomon acarna, Pinus sylvestris, Rhamnus prinoides, Rhamnus taquetii, Riella affinis, Riella americana, Salix babylonica , Satureja cuneifolia, Schouwia thebaica, Cassia alata , Senna obtusifolia, Sideritis leucantha, Sideritis pumila, Sonchus arvensis, Stachys aegyptiaca, Stachys chrysantha, Stizolophus coronopifolius, Striga asiatica, Tanacetum parthenium, Tanacetum sinaicum, Tanacetum vulgare, Taraxacum officinale, Tecoma stans, Tinospora crispa, Trichophorum cespitosum, Trifolium pratense , Turnera diffusa , Verbascum sinaiticum, Vernonanthura chamaedrys, Vernonanthura nudiflora, Veronica hederifolia, Veronica triloba, Xerochrysum bracteatum and Zea mays. It was first documented in 2013 (PMID: 22438130). Based on a literature review a significant number of articles have been published on Chrysoeriol (PMID: 22577954) (PMID: 23017389) (PMID: 23052184) (PMID: 23122135).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119133D          

 34 36  0  0  0  0            999 V2000
   -2.7989   -2.3880   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6061   -1.2414   -2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.0421   -1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367    0.1563   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.4454   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2906    1.6323   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106    2.4273    1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    2.5614    1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    3.2780    2.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.7992    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808    1.8567    1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.6182    2.8845 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    1.1189    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3030    0.3260    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.4143   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0427    0.2612   -0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    1.0020    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7714    0.9001   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894    2.5354   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    2.3442   -1.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0634   -2.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1074    0.9030   -2.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893   -2.5716   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -2.2952   -2.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -3.2531   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.6792   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.9802    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    3.0816    3.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125    1.1749    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213   -0.2672    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -0.3620   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147    3.5474   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    3.1864   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1632   -0.0549   -3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 10  2  0  0  0  0
  8  9  2  0  0  0  0
 14 13  1  0  0  0  0
  5 19  1  0  0  0  0
 14 16  2  0  0  0  0
 19 20  2  0  0  0  0
 13 11  2  0  0  0  0
 20 21  1  0  0  0  0
 11 10  1  0  0  0  0
 21  3  2  0  0  0  0
 17 16  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  0  0  0  0
 17 18  1  0  0  0  0
  3  2  1  0  0  0  0
 10  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
 21 22  1  0  0  0  0
  7  6  2  0  0  0  0
 11 12  1  0  0  0  0
  6 18  1  0  0  0  0
 14 15  1  0  0  0  0
 13 29  1  0  0  0  0
 16 31  1  0  0  0  0
  7 27  1  0  0  0  0
 19 32  1  0  0  0  0
 20 33  1  0  0  0  0
  4 26  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
 22 34  1  0  0  0  0
 12 28  1  0  0  0  0
 15 30  1  0  0  0  0
M  END

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.7989   -2.3880   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6061   -1.2414   -2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.0421   -1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367    0.1563   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.4454   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2906    1.6323   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106    2.4273    1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    2.5614    1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    3.2780    2.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.7992    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808    1.8567    1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.6182    2.8845 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    1.1189    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3030    0.3260    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.4143   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0427    0.2612   -0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    1.0020    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7714    0.9001   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894    2.5354   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    2.3442   -1.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0634   -2.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1074    0.9030   -2.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893   -2.5716   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -2.2952   -2.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -3.2531   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.6792   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.9802    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    3.0816    3.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125    1.1749    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213   -0.2672    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -0.3620   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147    3.5474   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    3.1864   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1632   -0.0549   -3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 10  2  0
  8  9  2  0
 14 13  1  0
  5 19  1  0
 14 16  2  0
 19 20  2  0
 13 11  2  0
 20 21  1  0
 11 10  1  0
 21  3  2  0
 17 16  1  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
 17 18  1  0
  3  2  1  0
 10  8  1  0
  2  1  1  0
  8  7  1  0
 21 22  1  0
  7  6  2  0
 11 12  1  0
  6 18  1  0
 14 15  1  0
 13 29  1  0
 16 31  1  0
  7 27  1  0
 19 32  1  0
 20 33  1  0
  4 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 34  1  0
 12 28  1  0
 15 30  1  0
M  END


  Mrv1652306192119133D          

 34 36  0  0  0  0            999 V2000
   -2.7989   -2.3880   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6061   -1.2414   -2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.0421   -1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367    0.1563   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.4454   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2906    1.6323   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106    2.4273    1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    2.5614    1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    3.2780    2.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.7992    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808    1.8567    1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.6182    2.8845 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    1.1189    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3030    0.3260    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.4143   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0427    0.2612   -0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    1.0020    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7714    0.9001   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894    2.5354   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    2.3442   -1.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0634   -2.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1074    0.9030   -2.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893   -2.5716   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -2.2952   -2.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -3.2531   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.6792   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.9802    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    3.0816    3.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125    1.1749    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213   -0.2672    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -0.3620   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147    3.5474   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    3.1864   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1632   -0.0549   -3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 10  2  0  0  0  0
  8  9  2  0  0  0  0
 14 13  1  0  0  0  0
  5 19  1  0  0  0  0
 14 16  2  0  0  0  0
 19 20  2  0  0  0  0
 13 11  2  0  0  0  0
 20 21  1  0  0  0  0
 11 10  1  0  0  0  0
 21  3  2  0  0  0  0
 17 16  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  0  0  0  0
 17 18  1  0  0  0  0
  3  2  1  0  0  0  0
 10  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
 21 22  1  0  0  0  0
  7  6  2  0  0  0  0
 11 12  1  0  0  0  0
  6 18  1  0  0  0  0
 14 15  1  0  0  0  0
 13 29  1  0  0  0  0
 16 31  1  0  0  0  0
  7 27  1  0  0  0  0
 19 32  1  0  0  0  0
 20 33  1  0  0  0  0
  4 26  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
 22 34  1  0  0  0  0
 12 28  1  0  0  0  0
 15 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024989

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
SCZVLDHREVKTSH-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.735983789529687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
2.5490178679999995

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.141815517431905

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.576709247833678

> <JCHEM_PKA_STRONGEST_BASIC>
-4.774070434432587

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
79.37710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chrysoeriol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.7989   -2.3880   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6061   -1.2414   -2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.0421   -1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367    0.1563   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.4454   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2906    1.6323   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106    2.4273    1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    2.5614    1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    3.2780    2.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.7992    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808    1.8567    1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.6182    2.8845 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    1.1189    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3030    0.3260    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.4143   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0427    0.2612   -0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    1.0020    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7714    0.9001   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894    2.5354   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    2.3442   -1.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0634   -2.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1074    0.9030   -2.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893   -2.5716   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -2.2952   -2.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -3.2531   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.6792   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.9802    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    3.0816    3.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125    1.1749    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213   -0.2672    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -0.3620   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147    3.5474   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    3.1864   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1632   -0.0549   -3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 10  2  0
  8  9  2  0
 14 13  1  0
  5 19  1  0
 14 16  2  0
 19 20  2  0
 13 11  2  0
 20 21  1  0
 11 10  1  0
 21  3  2  0
 17 16  1  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
 17 18  1  0
  3  2  1  0
 10  8  1  0
  2  1  1  0
  8  7  1  0
 21 22  1  0
  7  6  2  0
 11 12  1  0
  6 18  1  0
 14 15  1  0
 13 29  1  0
 16 31  1  0
  7 27  1  0
 19 32  1  0
 20 33  1  0
  4 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 34  1  0
 12 28  1  0
 15 30  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      -2.799  -2.388  -2.109  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.606  -1.241  -2.352  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.126  -0.042  -1.892  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.937   0.156  -1.188  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.559   1.445  -0.764  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.291   1.632  -0.031  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.211   2.427   1.047  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.079   2.561   1.739  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.209   3.278   2.725  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.210   1.799   1.199  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.481   1.857   1.782  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.761   2.618   2.885  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.533   1.119   1.245  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.303   0.326   0.124  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.301  -0.414  -0.437  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.043   0.261  -0.465  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.993   1.002   0.077  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.771   0.900  -0.540  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.389   2.535  -1.073  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.580   2.344  -1.775  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.935   1.063  -2.173  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.107   0.903  -2.860  0.00  0.00           O+0
HETATM   23  H   UNK     0      -2.689  -2.572  -1.035  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.823  -2.295  -2.597  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.308  -3.253  -2.544  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.286  -0.679  -0.949  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.045   2.980   1.458  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.936   3.082   3.156  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.513   1.175   1.710  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.121  -0.267   0.064  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.884  -0.362  -1.340  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.115   3.547  -0.784  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.222   3.186  -2.014  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.163  -0.055  -3.044  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3   21    4    2                                                  
CONECT    4    3    5   26                                                  
CONECT    5   19    4    6                                                  
CONECT    6    5    7   18                                                  
CONECT    7    8    6   27                                                  
CONECT    8    9   10    7                                                  
CONECT    9    8                                                            
CONECT   10   17   11    8                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11   28                                                       
CONECT   13   14   11   29                                                  
CONECT   14   13   16   15                                                  
CONECT   15   14   30                                                       
CONECT   16   14   17   31                                                  
CONECT   17   10   16   18                                                  
CONECT   18   17    6                                                       
CONECT   19    5   20   32                                                  
CONECT   20   19   21   33                                                  
CONECT   21   20    3   22                                                  
CONECT   22   21   34                                                       
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    7                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   19                                                            
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
   -2.7989   -2.3880   -2.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6061   -1.2414   -2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.0421   -1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9367    0.1563   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.4454   -0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2906    1.6323   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106    2.4273    1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    2.5614    1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    3.2780    2.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.7992    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808    1.8567    1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.6182    2.8845 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    1.1189    1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3030    0.3260    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.4143   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0427    0.2612   -0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    1.0020    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7714    0.9001   -0.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894    2.5354   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    2.3442   -1.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0634   -2.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1074    0.9030   -2.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893   -2.5716   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233   -2.2952   -2.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083   -3.2531   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.6792   -0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    2.9802    1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    3.0816    3.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125    1.1749    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213   -0.2672    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -0.3620   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147    3.5474   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    3.1864   -2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1632   -0.0549   -3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 10  2  0
  8  9  2  0
 14 13  1  0
  5 19  1  0
 14 16  2  0
 19 20  2  0
 13 11  2  0
 20 21  1  0
 11 10  1  0
 21  3  2  0
 17 16  1  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
 17 18  1  0
  3  2  1  0
 10  8  1  0
  2  1  1  0
  8  7  1  0
 21 22  1  0
  7  6  2  0
 11 12  1  0
  6 18  1  0
 14 15  1  0
 13 29  1  0
 16 31  1  0
  7 27  1  0
 19 32  1  0
 20 33  1  0
  4 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 34  1  0
 12 28  1  0
 15 30  1  0
M  END

View in JSmol

Synonyms

Value	Source
3'-Methoxyapigenin	ChEBI
3'-O-Methylluteolin	ChEBI
5,7,4'-Trihydroxy-3'-methoxyflavone	ChEBI
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone	ChEBI
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Chryseriol	ChEBI
Luteolin 3'-methyl ether	ChEBI
2-(5-Methoxy,4-hydroxyphenyl)5,7-dihydroxy-benzpyran-4-one	HMDB
3'-Methoxy-4',5,7-trihydroxyflavone	HMDB
3'-O-Methyluteolin	HMDB
4',5,7-Trihydroxy-3'-methoxy-flavone	HMDB
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
Scoparol	HMDB
8-Chrysoeriol	HMDB
3’-methoxy-4’,5,7-trihydroxyflavone	HMDB
3’-methoxyapigenin	HMDB
3’-O-methylluteolin	HMDB
5,7,4’-trihydroxy-3’-methoxyflavone	HMDB
Chrysoriol	HMDB
Luteolin 3’-methyl ether	HMDB
Chrysoeriol	ChEBI

Chemical Formula

C₁₆H₁₂O₆

Average Mass

300.2629 Da

Monoisotopic Mass

300.06339 Da

IUPAC Name

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

Traditional Name

chrysoeriol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

SCZVLDHREVKTSH-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achillea holosericea	LOTUS Database	35616633
Achyrocline flaccida	LOTUS Database	35616633
Achyrocline satureioides	LOTUS Database	35616633
Aglaia foveolata	LOTUS Database	35616633
Agnorhiza ovata	LOTUS Database	35616633
Albizia julibrissin	LOTUS Database	35616633
Alchemilla tianschanica	LOTUS Database	35616633
Allagopappus canariensis	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Apium graveolens	KNApSAcK Database	22123792
Arachis hypogaea	KNApSAcK Database	22123792
Arnica chamissonis	LOTUS Database	35616633
Arnica cordifolia	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Artemisia afra	LOTUS Database	35616633
Artemisia annua	LOTUS Database	35616633
Artemisia arborescens	LOTUS Database	35616633
Artemisia argyi	LOTUS Database	35616633
Artemisia assoana	LOTUS Database	35616633
Artemisia austriaca	LOTUS Database	35616633
Artemisia capillaris	LOTUS Database	35616633
Artemisia copa	LOTUS Database	35616633
Artemisia dracunculus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia judaica	LOTUS Database	35616633
Artemisia ludoviciana	LOTUS Database	35616633
Artemisia mesatlantica	LOTUS Database	35616633
Artemisia minor	LOTUS Database	35616633
Artemisia molinieri	LOTUS Database	35616633
Artemisia rupestris	LOTUS Database	35616633
Artemisia rutifolia	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Aspalathus linearis	LOTUS Database	35616633
Asphodeline damascena	LOTUS Database	35616633
Asphodeline globifera	KNApSAcK Database	22123792
Asphodelus fistulosus	LOTUS Database	35616633
Baccharis salicifolia	LOTUS Database	35616633
Bahiopsis laciniata	LOTUS Database	35616633
Balsamorhiza deltoidea	LOTUS Database	35616633
Bauhinia guianensis	KNApSAcK Database	22123792
Bischofia javanica	LOTUS Database	35616633
Bridelia ferruginea	LOTUS Database	35616633
Cadia purpurea	KNApSAcK Database	22123792
Calceolaria tripartita	LOTUS Database	35616633
Cannabis indica	KNApSAcK Database	22123792
Cannabis sativa	LOTUS Database	35616633
Cannabis sativa L.	KNApSAcK Database	22123792
Capsicum annuum	KNApSAcK Database	22123792
Caragana pygmaea	LOTUS Database	35616633
Centaurea africana	LOTUS Database	35616633
Centaurea alexandrina	LOTUS Database	35616633
Cheirolophus intybaceus	LOTUS Database	35616633
Cheniella glauca	LOTUS Database	35616633
Chenopodium botrys	LOTUS Database	35616633
Chrysanthemum morifolium	LOTUS Database	35616633
Cirsium oleraceum	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Citrus limon	LOTUS Database	35616633
Cleome amblyocarpa	LOTUS Database	35616633
Clerodendrum mandarinorum	LOTUS Database	35616633
Coleus amboinicus	KNApSAcK Database	22123792
Coleus aromaticus	Plant	KNApSAcK
Conocephalum conicum	KNApSAcK Database	22123792
Cratoxylum formosum	LOTUS Database	35616633
Daphne feddei	LOTUS Database	35616633
Daucus carota	KNApSAcK Database	22123792
Dictamnus albus	LOTUS Database	35616633
Digitalis trojana	LOTUS Database	35616633
Dracocephalum moldavica	LOTUS Database	35616633
Echinop ritro	-	KNApSAcK
Echinops ritro	LOTUS Database	35616633
Encelia ventorum	LOTUS Database	35616633
Epimedium sagittatum	LOTUS Database	35616633
Eremanthus elaeagnus	LOTUS Database	35616633
Eriodictyon californicum	LOTUS Database	35616633
Eriodictyon glutinosum	KNApSAcK Database	22123792
Erymophyllum tenellum	LOTUS Database	35616633
Euterpe oleracea	LOTUS Database	35616633
Fouquieria splendens	LOTUS Database	35616633
Galeopsis bifida	LOTUS Database	35616633
Genista sessilifolia	LOTUS Database	35616633
Ginkgo biloba	KNApSAcK Database	22123792
Glandularia bipinnatifida	Plant	KNApSAcK
Glycyrrhiza uralensis	LOTUS Database	35616633
Gnetum montanum	LOTUS Database	35616633
Gutierrezia sarothrae	LOTUS Database	35616633
Gutierrezia wrightii	KNApSAcK Database	22123792
Gymnanthemum myrianthum	LOTUS Database	35616633
Halophila stipulacea	KNApSAcK Database	22123792
Helichrysum odoratissimum	LOTUS Database	35616633
Hymenaea palustris Ducke	KNApSAcK Database	22123792
Isodon oresbius	LOTUS Database	35616633
Keiskea japonica	LOTUS Database	35616633
Lagotis yunnanensis	LOTUS Database	35616633
Lamium amplexicaule	LOTUS Database	35616633
Larrea divaricata	Plant	KNApSAcK
Larrea tridentata	Plant	KNApSAcK
Lavandula angustifolia	LOTUS Database	35616633
Leucas aspera	KNApSAcK Database	22123792
Lotus maritimus	KNApSAcK Database	22123792
Lupinus luteus	LOTUS Database	35616633
Lycopodium japonicum	LOTUS Database	35616633
Marrubium velutinum	KNApSAcK Database	22123792
Marrubium vulgare	LOTUS Database	35616633
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Medicago intertexta	KNApSAcK Database	22123792
Medicago marina	KNApSAcK Database	22123792
Medicago sativa	KNApSAcK Database	22123792
Medicago truncatula	KNApSAcK Database	22123792
Meehania urticifolia	LOTUS Database	35616633
Mentha pulegium	LOTUS Database	35616633
Microliabum polymnioides	LOTUS Database	35616633
Micromeria cristata	LOTUS Database	35616633
Mirabilis viscosa	LOTUS Database	35616633
Morinda morindoides	LOTUS Database	35616633
Myoporum bontioides	KNApSAcK Database	22123792
Myoporum tenuifolium	LOTUS Database	35616633
Newbouldia laevis	KNApSAcK Database	22123792
Notholaena californica	KNApSAcK Database	22123792
Notobasis syriaca	LOTUS Database	35616633
Nymphaea caerulea	KNApSAcK Database	22123792
Nymphaea nouchali	LOTUS Database	35616633
Ocimum tenuiflorum	LOTUS Database	35616633
Oenothera odorata	LOTUS Database	35616633
Oligochaeta divaricata	LOTUS Database	35616633
Onopordum acanthium	KNApSAcK Database	22123792
Onopordum acaulon	LOTUS Database	35616633
Onosma heterophylla	LOTUS Database	35616633
Origanum majoricum	Plant	KNApSAcK
Origanum majoricum	LOTUS Database	35616633
Origanum vulgare	Plant	KNApSAcK
Oryza sativa	KNApSAcK Database	22123792
Pallenis hierochuntica	LOTUS Database	35616633
Parkinsonia aculeata	KNApSAcK Database	22123792
Passiflora foetida	LOTUS Database	35616633
Passiflora palmeri	LOTUS Database	35616633
Pedicularis longiflora var. tubiformis	KNApSAcK Database	22123792
Pedicularis rex	LOTUS Database	35616633
Perilla frutescens	LOTUS Database	35616633
Phlomis samia	LOTUS Database	35616633
Picnomon acarna	LOTUS Database	35616633
Pinus sylvestris	LOTUS Database	35616633
Raphanus sativus	KNApSAcK Database	22123792
Rhamnus prinoides	LOTUS Database	35616633
Rhamnus taquetii	LOTUS Database	35616633
Riella affinis	-	KNApSAcK
Riella americana	-	KNApSAcK
Salix babylonica	Plant	KNApSAcK
Salvia candidissima	KNApSAcK Database	22123792
Salvia dorrii	KNApSAcK Database	22123792
Salvia lavandulaefolia	KNApSAcK Database	22123792
Salvia mirzayana	KNApSAcK Database	22123792
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia palaestina	KNApSAcK Database	22123792
Satureja cuneifolia	LOTUS Database	35616633
Schouwia thebaica	LOTUS Database	35616633
Senna alata	Plant	KNApSAcK
Senna obtusifolia	LOTUS Database	35616633
Sideritis leucantha	LOTUS Database	35616633
Sideritis pumila	LOTUS Database	35616633
Sonchus arvensis	LOTUS Database	35616633
Stachys aegyptiaca	LOTUS Database	35616633
Stachys chrysantha	LOTUS Database	35616633
Stizolophus coronopifolius	LOTUS Database	35616633
Striga asiatica	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633
Tanacetum parthenium (L.) Schulz Bip.	KNApSAcK Database	22123792
Tanacetum sinaicum	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Tanacetum vulgare L.	KNApSAcK Database	22123792
Taraxacum officinale	LOTUS Database	35616633
Taxus chinensis	KNApSAcK Database	22123792
Tecoma stans	LOTUS Database	35616633
Tephrosia toxicaria	KNApSAcK Database	22123792
Thalassia testudinum	KNApSAcK Database	22123792
Thermopsis alterniflora	KNApSAcK Database	22123792
Thermopsis macrophylla	KNApSAcK Database	22123792
Thermopsis mollis	KNApSAcK Database	22123792
Thermopsis rhombifolia	KNApSAcK Database	22123792
Thermopsis villosa	KNApSAcK Database	22123792
Thymus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tinospora crispa	LOTUS Database	35616633
Trichophorum cespitosum	LOTUS Database	35616633
Trifolium pratense	Plant	KNApSAcK
Turnera diffusa	Plant	KNApSAcK
Verbascum sinaiticum	LOTUS Database	35616633
Vernonanthura chamaedrys	LOTUS Database	35616633
Vernonanthura nudiflora	LOTUS Database	35616633
Veronica hederifolia	Plant	KNApSAcK
Veronica triloba	Plant	KNApSAcK
Xerochrysum bracteatum	LOTUS Database	35616633
Zea mays	LOTUS Database	35616633
Zea mays L.	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-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	3.07	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	29.74 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

HMDB0030667

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

574-TRIHYDROXY-3-METHOXYFLAVONE

BiGG ID

Not Available

Wikipedia Link

Chrysoeriol

METLIN ID

Not Available

PubChem Compound

5280666

PDB ID

Not Available

ChEBI ID

16514

Good Scents ID

rw1486351

References

General References

Kim C, Kim MC, Kim SM, Nam D, Choi SH, Kim SH, Ahn KS, Lee EH, Jung SH, Ahn KS: Chrysanthemum indicum L. extract induces apoptosis through suppression of constitutive STAT3 activation in human prostate cancer DU145 cells. Phytother Res. 2013 Jan;27(1):30-8. doi: 10.1002/ptr.4689. Epub 2012 Mar 22. [PubMed:22438130 ]
Gorzalczany S, Moscatelli V, Acevedo C, Ferraro G: Spasmolytic activity of Artemisia copa aqueous extract and isolated compounds. Nat Prod Res. 2013;27(11):1007-11. doi: 10.1080/14786419.2012.688049. Epub 2012 May 14. [PubMed:22577954 ]
Demirtas I, Erenler R, Elmastas M, Goktasoglu A: Studies on the antioxidant potential of flavones of Allium vineale isolated from its water-soluble fraction. Food Chem. 2013 Jan 1;136(1):34-40. doi: 10.1016/j.foodchem.2012.07.086. Epub 2012 Jul 27. [PubMed:23017389 ]
Jeyadevi R, Sivasudha T, Rameshkumar A, Dinesh Kumar L: Anti-arthritic activity of the Indian leafy vegetable Cardiospermum halicacabum in Wistar rats and UPLC-QTOF-MS/MS identification of the putative active phenolic components. Inflamm Res. 2013 Jan;62(1):115-26. doi: 10.1007/s00011-012-0558-z. Epub 2012 Sep 29. [PubMed:23052184 ]
Lee JH, Park KH, Lee MH, Kim HT, Seo WD, Kim JY, Baek IY, Jang DS, Ha TJ: Identification, characterisation, and quantification of phenolic compounds in the antioxidant activity-containing fraction from the seeds of Korean perilla (Perilla frutescens) cultivars. Food Chem. 2013 Jan 15;136(2):843-52. doi: 10.1016/j.foodchem.2012.08.057. Epub 2012 Sep 1. [PubMed:23122135 ]
Park, Y., et al. (2007). Park, Y., et al, Magn. Reson. Chem. 45, 1072 (2007). Mag. Reson. Chem..

Showing NP-Card for chrysoeriol (NP0024989)

MOL for NP0024989 (chrysoeriol)

3D MOL for NP0024989 (chrysoeriol)

3D SDF for NP0024989 (chrysoeriol)

3D-SDF for NP0024989 (chrysoeriol)

PDB for NP0024989 (chrysoeriol)

3D PDB for NP0024989 (chrysoeriol)

SMILES for NP0024989 (chrysoeriol)

INCHI for NP0024989 (chrysoeriol)

Structure for NP0024989 (chrysoeriol)

3D Structure for NP0024989 (chrysoeriol)