NP-MRD: Showing NP-Card for Artemetin (NP0043841)

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Record Information

Version

2.0

Created at

2021-06-22 17:25:17 UTC

Updated at

2026-02-08 08:01:33 UTC

NP-MRD ID

NP0043841

Natural Product DOI

https://doi.org/10.57994/5715

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Artemetin

Description

Artemetin, also known as VX-6 CPD or erianthin, belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, artemetin is considered to be a flavonoid. Artemetin is found in Achillea alpina, Achillea collina, Achillea erba-rotta, Achillea millefolium, Achillea santolina, Achillea virescens, Ajania fruticulosa, Artemisia annua, Artemisia arborescens, Artemisia argentea, Artemisia assoana, Artemisia carvifolia, Artemisia gorgonum, Artemisia inculta, Artemisia lindleyana, Artemisia scoparia, Artemisia sieversiana, Biebersteinia heterostemon, Brickellia baccharidea, Brickellia cylindracea, Chiliadenus montanus, Cladanthus arabicus, Cordia curassavica, Helichrysum chionosphaerum, Iphiona scabra, Leucocyclus formosus, Inula britannica , Pluchea carolinensis, Pulicaria arabica, Streptoglossa odora, Symphyopappus reticulatus, Tanacetum sinaicum, Vitex agnus-castus, Vitex negundo and Vitex trifolia. Artemetin was first documented in 2019 (PMID: 31726713). Based on a literature review a significant number of articles have been published on Artemetin (PMID: 31583894) (PMID: 34529978) (PMID: 34356661) (PMID: 34023721) (PMID: 33951993) (PMID: 32871237).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119252D          

 28 30  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
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  9 10  2  0  0  0  0
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 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

NP0043841
     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    5.9813    1.7649   -2.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    0.9182   -1.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463    0.6247   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267    1.1262   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775    0.7900   -1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -0.0670   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.3291    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7495    1.1934   -0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    1.0901   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4948    0.1303    0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3145   -1.4706    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9520   -2.1886    1.6435 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8557   -0.5515    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1579   -0.2123   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -0.7378    0.5713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0361   -1.5997    1.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    1.2209   -3.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9972   -2.0010    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034   -1.0204    2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
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 20 22  1  0
 22 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 22  7  2  0
 19  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
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 16 38  1  0
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 18 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
M  END


  Mrv1652306222119252D          

 28 30  0  0  0  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  2  0  0  0  0
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  9 10  2  0  0  0  0
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 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043841

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O)C(OC)=C(OC)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O8/c1-23-11-7-6-10(8-12(11)24-2)18-20(27-5)17(22)15-13(28-18)9-14(25-3)19(26-4)16(15)21/h6-9,21H,1-5H3

> <INCHI_KEY>
RIGYMJVFEJNCKD-UHFFFAOYSA-N

> <FORMULA>
C20H20O8

> <MOLECULAR_WEIGHT>
388.368

> <EXACT_MASS>
388.115817616

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.79911250269272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.549137755666667

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.734576198268429

> <JCHEM_PKA_STRONGEST_BASIC>
-4.212255714383136

> <JCHEM_POLAR_SURFACE_AREA>
92.68000000000002

> <JCHEM_REFRACTIVITY>
101.52349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
artemetin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043841
     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    5.9813    1.7649   -2.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    0.9182   -1.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463    0.6247   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267    1.1262   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775    0.7900   -1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -0.0670   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.3291    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5986    0.4363   -0.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    0.3270   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    1.1934   -0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    1.0901   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9515    1.9692   -1.0784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5115    2.9585   -1.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948    0.1303    0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8425   -0.0084    0.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3078    0.7664    1.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067   -0.7608    1.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0793   -1.6896    1.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -0.6515    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -1.4706    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272   -2.3680    2.1678 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403   -1.3073    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -2.1886    1.6435 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369   -3.4203    0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -0.5515    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1579   -0.2123   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -0.7378    0.5713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0361   -1.5997    1.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    1.2209   -3.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9780    2.2605   -2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473    2.5847   -2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781    1.7840   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848    1.1819   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.9536   -1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247    3.5987   -2.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0716    2.4448   -2.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6950    3.5366   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1290    1.8257    1.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3526    0.5448    2.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6572    0.4615    2.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672   -2.3969    2.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -3.8747    0.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5387   -3.1255   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8389   -4.0667    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -1.1889    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -2.4564    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9972   -2.0010    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034   -1.0204    2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 22  7  2  0
 19  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   19                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18    9                                                       
CONECT   20   16   21                                                       
CONECT   21   20                                                            
CONECT   22   15   23                                                       
CONECT   23   22                                                            
CONECT   24   14                                                            
CONECT   25   10   26                                                       
CONECT   26   25                                                            
CONECT   27    4   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    NP0043841
HETATM    1  C1  UNL     1       5.981   1.765  -2.608  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.639   0.918  -1.532  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.346   0.625  -1.152  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.227   1.126  -1.781  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.978   0.790  -1.348  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.747  -0.067  -0.260  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.377  -0.329   0.152  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.599   0.436  -0.368  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.844   0.327  -0.103  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.749   1.193  -0.719  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.094   1.090  -0.445  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.952   1.969  -1.078  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.511   2.959  -1.984  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.495   0.130   0.430  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.842  -0.008   0.734  1.00  0.00           O  
HETATM   16  C12 UNL     1      -6.308   0.766   1.848  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.607  -0.761   1.069  1.00  0.00           C  
HETATM   18  O5  UNL     1      -4.079  -1.690   1.927  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.259  -0.651   0.790  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.314  -1.471   1.358  1.00  0.00           C  
HETATM   21  O6  UNL     1      -1.627  -2.368   2.168  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.040  -1.307   1.031  1.00  0.00           C  
HETATM   23  O7  UNL     1       0.952  -2.189   1.644  1.00  0.00           O  
HETATM   24  C17 UNL     1       1.137  -3.420   0.919  1.00  0.00           C  
HETATM   25  C18 UNL     1       2.856  -0.552   0.350  1.00  0.00           C  
HETATM   26  C19 UNL     1       4.158  -0.212  -0.089  1.00  0.00           C  
HETATM   27  O8  UNL     1       5.249  -0.738   0.571  1.00  0.00           O  
HETATM   28  C20 UNL     1       5.036  -1.600   1.666  1.00  0.00           C  
HETATM   29  H1  UNL     1       6.090   1.221  -3.571  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.978   2.260  -2.428  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.247   2.585  -2.765  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.378   1.784  -2.616  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.085   1.182  -1.841  1.00  0.00           H  
HETATM   34  H6  UNL     1      -2.412   1.954  -1.415  1.00  0.00           H  
HETATM   35  H7  UNL     1      -5.325   3.599  -2.344  1.00  0.00           H  
HETATM   36  H8  UNL     1      -4.072   2.445  -2.863  1.00  0.00           H  
HETATM   37  H9  UNL     1      -3.695   3.537  -1.489  1.00  0.00           H  
HETATM   38  H10 UNL     1      -6.129   1.826   1.555  1.00  0.00           H  
HETATM   39  H11 UNL     1      -7.353   0.545   2.086  1.00  0.00           H  
HETATM   40  H12 UNL     1      -5.657   0.461   2.703  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.767  -2.397   2.488  1.00  0.00           H  
HETATM   42  H14 UNL     1       0.135  -3.875   0.810  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.539  -3.126  -0.072  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.839  -4.067   1.480  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.786  -1.189   1.202  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.390  -2.456   1.388  1.00  0.00           H  
HETATM   47  H19 UNL     1       5.997  -2.001   2.061  1.00  0.00           H  
HETATM   48  H20 UNL     1       4.503  -1.020   2.443  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   25
CONECT    7    8   22   22
CONECT    8    9
CONECT    9   10   10   19
CONECT   10   11   34
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   35   36   37
CONECT   14   15   17
CONECT   15   16
CONECT   16   38   39   40
CONECT   17   18   19   19
CONECT   18   41
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24
CONECT   24   42   43   44
CONECT   25   26   26   45
CONECT   26   27
CONECT   27   28
CONECT   28   46   47   48
END

NP0043841
     RDKit          3D

48 50  0  0  0  0  0  0  0  0999 V2000
    5.9813    1.7649   -2.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395    0.9182   -1.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463    0.6247   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267    1.1262   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775    0.7900   -1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -0.0670   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -0.3291    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5986    0.4363   -0.3677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    0.3270   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    1.1934   -0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    1.0901   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9515    1.9692   -1.0784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5115    2.9585   -1.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948    0.1303    0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8425   -0.0084    0.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3078    0.7664    1.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6067   -0.7608    1.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0793   -1.6896    1.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -0.6515    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -1.4706    1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272   -2.3680    2.1678 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403   -1.3073    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -2.1886    1.6435 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369   -3.4203    0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -0.5515    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1579   -0.2123   -0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -0.7378    0.5713 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0361   -1.5997    1.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    1.2209   -3.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9780    2.2605   -2.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473    2.5847   -2.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781    1.7840   -2.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848    1.1819   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.9536   -1.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247    3.5987   -2.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0716    2.4448   -2.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6950    3.5366   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1290    1.8257    1.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3526    0.5448    2.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6572    0.4615    2.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672   -2.3969    2.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -3.8747    0.8100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5387   -3.1255   -0.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8389   -4.0667    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -1.1889    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -2.4564    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9972   -2.0010    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034   -1.0204    2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 22  7  2  0
 19  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 10 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
M  END

View in JSmol

Synonyms

Value	Source
Artemisetin	HMDB
5-Hydroxy-3,3',4',6,7-pentamethoxy-flavone	HMDB
5-Hydroxy-3,3',4',6,7-pentamethoxyflavone	HMDB
Erianthin	HMDB
Penta-O-methylquercetagetin	HMDB
Quercetagetin-3,6,7,3',4'-pentamethylether	HMDB
VX-6 CPD	HMDB

Chemical Formula

C₂₀H₂₀O₈

Average Mass

388.3680 Da

Monoisotopic Mass

388.11582 Da

IUPAC Name

2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-chromen-4-one

Traditional Name

artemetin

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(O)C(OC)=C(OC)C=C2O1

InChI Identifier

InChI=1S/C20H20O8/c1-23-11-7-6-10(8-12(11)24-2)18-20(27-5)17(22)15-13(28-18)9-14(25-3)19(26-4)16(15)21/h6-9,21H,1-5H3

InChI Key

RIGYMJVFEJNCKD-UHFFFAOYSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.0, Chloroform-d, simulated)	[email protected]	Not Available	Not Available	2026-02-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125.0, Chloroform-d, simulated)	[email protected]	Not Available	Not Available	2026-02-08	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Achillea alpina	LOTUS Database	35616633
Achillea clavennae	KNApSAcK Database	22123792
Achillea collina	LOTUS Database	35616633
Achillea conferta	KNApSAcK Database	22123792
Achillea erba-rotta	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Achillea millefolium L.	KNApSAcK Database	22123792
Achillea santolina	LOTUS Database	35616633
Achillea sibirica subsp.mongolica	KNApSAcK Database	22123792
Achillea virescens	LOTUS Database	35616633
Adenosma capitatum	KNApSAcK Database	22123792
Ajania fruticulosa	LOTUS Database	35616633
Artemisia absinthium	KNApSAcK Database	22123792
Artemisia annua		Not Available
Artemisia annua	Linigton's dataset	Lai-King Sy, Geoffrey D. Brown. Three sesquiterpenes from Artemisia annua. Phytochemistry Volume ...
Artemisia arborescens	LOTUS Database	35616633
Artemisia argentea	LOTUS Database	35616633
Artemisia assoana	LOTUS Database	35616633
Artemisia carvifolia	LOTUS Database	35616633
Artemisia gorgonum	LOTUS Database	35616633
Artemisia inculta	LOTUS Database	35616633
Artemisia lindleyana	LOTUS Database	35616633
Artemisia mongolica	KNApSAcK Database	22123792
Artemisia scoparia	LOTUS Database	35616633
Artemisia sieversiana	LOTUS Database	35616633
Artemisia verlotiorum	KNApSAcK Database	22123792
Biebersteinia heterostemon	LOTUS Database	35616633
Blumea eriantha	KNApSAcK Database	22123792
Blumea malcomii	KNApSAcK Database	22123792
Brickellia baccharidea	LOTUS Database	35616633
Brickellia cylindracea	LOTUS Database	35616633
Brickellia spp.	KNApSAcK Database	22123792
Buxus sempervirens	KNApSAcK Database	22123792
Callicarpa pilosissima	KNApSAcK Database	22123792
Chiliadenus montanus	LOTUS Database	35616633
Cladanthus arabicus	LOTUS Database	35616633
Cordia curassavica	LOTUS Database	35616633
Cordia verbenacea	KNApSAcK Database	22123792
Ficus altissima	KNApSAcK Database	22123792
Helichrysum chionosphaerum	LOTUS Database	35616633
Inula britannica	KNApSAcK Database	22123792
Iphiona scabra	LOTUS Database	35616633
Leucocyclus formosus	LOTUS Database	35616633
Parthenium incanum	KNApSAcK Database	22123792
Parthenium rollinsianum	KNApSAcK Database	22123792
Pentanema britannicum	Plant	KNApSAcK
Pluchea carolinensis	LOTUS Database	35616633
Pulicaria arabica	LOTUS Database	35616633
Streptoglossa odora	LOTUS Database	35616633
Symphyopappus reticulatus	LOTUS Database	35616633
Tanacetum sinaicum	LOTUS Database	35616633
Tillandsia purpurea	KNApSAcK Database	22123792
Verbena officinalis	KNApSAcK Database	22123792
Vitex agnus-castus	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633
Vitex rotundifolia	KNApSAcK Database	22123792
Vitex trifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
3-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Hydroxyflavonoid
5-hydroxyflavonoid
Flavone
3-methoxychromone
Chromone
Dimethoxybenzene
Benzopyran
1-benzopyran
O-dimethoxybenzene
Anisole
Phenol ether
Methoxybenzene
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12113017 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.94	ALOGPS
logP	2.55	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.52 m³·mol⁻¹	ChemAxon
Polarizability	39.8 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0030095

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001546

KNApSAcK ID

C00004712

Chemspider ID

4478461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320351

PDB ID

Not Available

ChEBI ID

479529

Good Scents ID

rw1539041

References

General References

Sichaem J, Nguyen HH, Nguyen VH, Mac DH, Mai DT, Nguyen HC, Tran TN, Pham NK, Nguyen HH, Niamnont N, Duong TH: A new labdane-type diterpenoid from the leaves of Vitex negundo L. Nat Prod Res. 2021 Jul;35(14):2329-2334. doi: 10.1080/14786419.2019.1672687. Epub 2019 Oct 4. [PubMed:31583894 ]
Salamone S, Nieddu M, Khalili A, Sansaro A, Bombardelli E, Rosa A, Pollastro F: Effects of quercetin and artemetin prenylation on bioavailability and bioactivity. Chem Phys Lipids. 2021 Oct;240:105137. doi: 10.1016/j.chemphyslip.2021.105137. Epub 2021 Sep 14. [PubMed:34529978 ]
Lee JH, Lee S, Nguyen QN, Phung HM, Shin MS, Kim JY, Choi H, Shim SH, Kang KS: Identification of the Active Ingredient and Beneficial Effects of Vitex rotundifolia Fruits on Menopausal Symptoms in Ovariectomized Rats. Biomolecules. 2021 Jul 16;11(7). pii: biom11071033. doi: 10.3390/biom11071033. [PubMed:34356661 ]
Nagy C, Pesti A, Andrasi M, Vasas G, Gaspar A: Determination of artemisinin and its analogs in Artemisia annua extracts by capillary electrophoresis - Mass spectrometry. J Pharm Biomed Anal. 2021 Aug 5;202:114131. doi: 10.1016/j.jpba.2021.114131. Epub 2021 May 12. [PubMed:34023721 ]
Qadir M, Dangroo NA, Agnihotri VK, Shah WA: Isolation, characterisation, antifungal activity and validated UPLC/MS/MS method for quantification of novel compound from Artemisia tournefortiana Reichb. Nat Prod Res. 2021 May 6:1-11. doi: 10.1080/14786419.2021.1915310. [PubMed:33951993 ]
Martim JKP, Maranho LT, Costa-Casagrande TA: Review: Role of the chemical compounds present in the essential oil and in the extract of Cordia verbenacea DC as an anti-inflammatory, antimicrobial and healing product. J Ethnopharmacol. 2021 Jan 30;265:113300. doi: 10.1016/j.jep.2020.113300. Epub 2020 Aug 29. [PubMed:32871237 ]
Amadi PU, Agomuo EN, Adumekwe CW: Modulatory properties of cardiac and quercetin glycosides from Dacryodes edulis seeds during L-NAME-induced vascular perturbation. J Basic Clin Physiol Pharmacol. 2020 Jul 11;31(5). pii: /j/jbcpp.ahead-of-print/jbcpp-2019-0116/jbcpp-2019-0116.xml. doi: 10.1515/jbcpp-2019-0116. [PubMed:32653874 ]
Wee HN, Neo SY, Singh D, Yew HC, Qiu ZY, Tsai XC, How SY, Yip KC, Tan CH, Koh HL: Effects of Vitex trifolia L. leaf extracts and phytoconstituents on cytokine production in human U937 macrophages. BMC Complement Med Ther. 2020 Mar 18;20(1):91. doi: 10.1186/s12906-020-02884-w. [PubMed:32188443 ]
Kim JY, Shim SH: Anti-Atherosclerotic Effects of Fruits of Vitex rotundifolia and Their Isolated Compounds via Inhibition of Human LDL and HDL Oxidation. Biomolecules. 2019 Nov 12;9(11). pii: biom9110727. doi: 10.3390/biom9110727. [PubMed:31726713 ]
Guo R, Wu H, Han Z, Zhang L, Liu T: Correction: The research progress on the application of ICG fluorescence imaging in robotic D2 lymphadenectomy for gastric cancer: a narrative review. BMC Surg. 2026 Feb 3;26(1):97. doi: 10.1186/s12893-025-03473-9. [PubMed:41629883 ]
Lai-King Sy, Geoffrey D. Brown (1998). Lai-King Sy, Geoffrey D. Brown. Three sesquiterpenes from Artemisia annua. Phytochemistry Volume 48, Issue 7, August 1998, Pages 1207-1211 DOI: 10.1016/S0031-9422(97)01047-9. Phytochemistry.
DOI: 10.1016/s0031-9422(97)01047-9

Showing NP-Card for Artemetin (NP0043841)

MOL for NP0043841 (Artemetin)

3D MOL for NP0043841 (Artemetin)

3D SDF for NP0043841 (Artemetin)

3D-SDF for NP0043841 (Artemetin)

PDB for NP0043841 (Artemetin)

3D PDB for NP0043841 (Artemetin)

SMILES for NP0043841 (Artemetin)

INCHI for NP0043841 (Artemetin)

Structure for NP0043841 (Artemetin)

3D Structure for NP0043841 (Artemetin)