NP-MRD: Showing NP-Card for 5-Hydroxy-3,6,7,4'-tetramethoxyflavone (NP0043819)

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Record Information

Version

2.0

Created at

2021-06-22 17:19:11 UTC

Updated at

2021-06-22 17:19:11 UTC

NP-MRD ID

NP0043819

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxy-3,6,7,4'-tetramethoxyflavone

Description

6-Hydroxykaempferol-3,6,7,4'-tetramethyl ether 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, 6-hydroxykaempferol-3,6,7,4'-tetramethyl ether is considered to be a flavonoid. 5-Hydroxy-3,6,7,4'-tetramethoxyflavone is found in Achillea collina, Achillea nobilis, Artemisia annua, Duranta erecta, Iphiona scabra, Laggera pterodonta, Lecocarpus lecocarpoides, Perityle vaseyi, Pluchea odorata and Pulicaria odora. 5-Hydroxy-3,6,7,4'-tetramethoxyflavone was first documented in 1998 (Lai-King Sy, Geoffrey D. Brown). Based on a literature review very few articles have been published on 6-hydroxykaempferol-3,6,7,4'-tetramethyl ether.

Structure

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


  Mrv1652306222119192D          

 26 28  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

NP0043819
     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    7.0528   -1.2488    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8932   -2.0614    0.5857 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661   -1.4277    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5357   -0.0642    0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    0.5684    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1552   -0.1493    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8146    0.4157    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -0.4583   -0.2149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -0.1724   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.2227   -0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253   -0.8996   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335   -1.9207   -0.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220   -3.2621   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    0.3958   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721    0.7456   -0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1705    0.7675    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447    1.4586   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    2.7358   -0.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    1.1396   -0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631    2.0989   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334    3.3136    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4731    1.7361    0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390    2.6956    0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380    2.9885    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2537   -1.5271    0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4735   -2.1201    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1631   -0.6779    1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9141   -1.9522    0.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0869   -0.5470   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438    0.5350    0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2973    1.6384   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9040   -2.2105   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -3.4755   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -3.5648   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0106   -3.9319   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2506    0.6272    0.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0537    1.7471    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8046   -0.0614    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    3.6103   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.3692    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5940    2.0247    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    3.7144    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471   -2.1572    0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -3.2130    0.5323 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  3  1  0
 22  7  2  0
 19  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END


  Mrv1652306222119192D          

 26 28  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043819

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)17-19(25-4)16(21)14-12(26-17)9-13(23-2)18(24-3)15(14)20/h5-9,20H,1-4H3

> <INCHI_KEY>
ADNCDMHZHONBRR-UHFFFAOYSA-N

> <FORMULA>
C19H18O7

> <MOLECULAR_WEIGHT>
358.346

> <EXACT_MASS>
358.10525292

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.88958045401951

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.706809021333333

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.734612224154313

> <JCHEM_PKA_STRONGEST_BASIC>
-4.293629914649341

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
95.06030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
penduletin 4'-methyl ether

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043819
     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    7.0528   -1.2488    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8932   -2.0614    0.5857 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661   -1.4277    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5357   -0.0642    0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    0.5684    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1552   -0.1493    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8146    0.4157    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -0.4583   -0.2149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -0.1724   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.2227   -0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253   -0.8996   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335   -1.9207   -0.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220   -3.2621   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    0.3958   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721    0.7456   -0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1705    0.7675    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447    1.4586   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    2.7358   -0.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    1.1396   -0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631    2.0989   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334    3.3136    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4731    1.7361    0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390    2.6956    0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380    2.9885    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2537   -1.5271    0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4735   -2.1201    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1631   -0.6779    1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9141   -1.9522    0.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0869   -0.5470   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438    0.5350    0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2973    1.6384   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9040   -2.2105   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -3.4755   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -3.5648   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0106   -3.9319   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2506    0.6272    0.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0537    1.7471    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8046   -0.0614    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    3.6103   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.3692    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5940    2.0247    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    3.7144    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471   -2.1572    0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -3.2130    0.5323 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  3  1  0
 22  7  2  0
 19  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  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
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    NP0043819
HETATM    1  C1  UNL     1       7.053  -1.249   0.586  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.893  -2.061   0.586  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.666  -1.428   0.432  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.536  -0.064   0.283  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.319   0.568   0.131  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.155  -0.149   0.121  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.815   0.416   0.015  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.166  -0.458  -0.215  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.416  -0.172  -0.344  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.310  -1.223  -0.584  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.625  -0.900  -0.717  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.533  -1.921  -0.955  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.122  -3.262  -1.059  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.036   0.396  -0.617  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.372   0.746  -0.750  1.00  0.00           O  
HETATM   16  C12 UNL     1      -6.170   0.767   0.419  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.145   1.459  -0.376  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.617   2.736  -0.287  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.815   1.140  -0.241  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.863   2.099  -0.003  1.00  0.00           C  
HETATM   21  O6  UNL     1      -1.133   3.314   0.105  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.473   1.736   0.129  1.00  0.00           C  
HETATM   23  O7  UNL     1       1.439   2.696   0.378  1.00  0.00           O  
HETATM   24  C17 UNL     1       1.638   2.989   1.779  1.00  0.00           C  
HETATM   25  C18 UNL     1       2.254  -1.527   0.269  1.00  0.00           C  
HETATM   26  C19 UNL     1       3.473  -2.120   0.417  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.163  -0.678   1.543  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.914  -1.952   0.435  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.087  -0.547  -0.260  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.444   0.535   0.287  1.00  0.00           H  
HETATM   31  H5  UNL     1       3.297   1.638  -0.008  1.00  0.00           H  
HETATM   32  H6  UNL     1      -1.904  -2.210  -0.647  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.584  -3.476  -2.010  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.446  -3.565  -0.229  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.011  -3.932  -0.982  1.00  0.00           H  
HETATM   36  H10 UNL     1      -7.251   0.627   0.153  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.054   1.747   0.934  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.805  -0.061   1.068  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.257   3.610  -0.137  1.00  0.00           H  
HETATM   40  H14 UNL     1       2.680   3.369   1.937  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.594   2.025   2.328  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.870   3.714   2.110  1.00  0.00           H  
HETATM   43  H17 UNL     1       1.347  -2.157   0.269  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.526  -3.213   0.532  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   25
CONECT    7    8   22   22
CONECT    8    9
CONECT    9   10   10   19
CONECT   10   11   32
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   33   34   35
CONECT   14   15   17
CONECT   15   16
CONECT   16   36   37   38
CONECT   17   18   19   19
CONECT   18   39
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24
CONECT   24   40   41   42
CONECT   25   26   26   43
CONECT   26   44
END

NP0043819
     RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
    7.0528   -1.2488    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8932   -2.0614    0.5857 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661   -1.4277    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5357   -0.0642    0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    0.5684    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1552   -0.1493    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8146    0.4157    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -0.4583   -0.2149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -0.1724   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.2227   -0.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253   -0.8996   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5335   -1.9207   -0.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220   -3.2621   -1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    0.3958   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721    0.7456   -0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1705    0.7675    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447    1.4586   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169    2.7358   -0.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    1.1396   -0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631    2.0989   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334    3.3136    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4731    1.7361    0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390    2.6956    0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380    2.9885    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2537   -1.5271    0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4735   -2.1201    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1631   -0.6779    1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9141   -1.9522    0.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0869   -0.5470   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4438    0.5350    0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2973    1.6384   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9040   -2.2105   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -3.4755   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4464   -3.5648   -0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0106   -3.9319   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2506    0.6272    0.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0537    1.7471    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8046   -0.0614    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    3.6103   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.3692    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5940    2.0247    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    3.7144    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471   -2.1572    0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258   -3.2130    0.5323 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  3  1  0
 22  7  2  0
 19  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈O₇

Average Mass

358.3460 Da

Monoisotopic Mass

358.10525 Da

IUPAC Name

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

Traditional Name

penduletin 4'-methyl ether

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)17-19(25-4)16(21)14-12(26-17)9-13(23-2)18(24-3)15(14)20/h5-9,20H,1-4H3

InChI Key

ADNCDMHZHONBRR-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

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achillea collina	LOTUS Database	35616633
Achillea millefolium L.	KNApSAcK Database	22123792
Achillea nobilis	LOTUS Database	35616633
Achillea sibirica subsp.mongolica	KNApSAcK Database	22123792
Aeonium spp.	KNApSAcK Database	22123792
Ageratina espinosara	KNApSAcK Database	22123792
Aglaia edulis	KNApSAcK Database	22123792
Artemisia annua	Linigton's dataset	Lai-King Sy, Geoffrey D. Brown. Three sesquiterpenes from Artemisia annua. Phytochemistry Volume ...
Blumea malcomii	KNApSAcK Database	22123792
Brickellia eupatorioides	KNApSAcK Database	22123792
Dodonaea lobulata	KNApSAcK Database	22123792
Dodonaea viscosa	KNApSAcK Database	22123792
Drummondita hassellii	KNApSAcK Database	22123792
Duranta erecta	LOTUS Database	35616633
Duranta repens	KNApSAcK Database	22123792
Grindelia glutinosa	KNApSAcK Database	22123792
Iphiona scabra	LOTUS Database	35616633
Laggera pterodonta	LOTUS Database	35616633
Lecocarpus lecocarpoides	LOTUS Database	35616633
Parthenium incanum	KNApSAcK Database	22123792
Perityle vaseyi	LOTUS Database	35616633
Pluchea odorata	LOTUS Database	35616633
Pulicaria odora	LOTUS Database	35616633
Sideritis nutans	KNApSAcK Database	22123792
Tillandsia utriculata	KNApSAcK Database	22123792
Vitex agnus-castus	KNApSAcK Database	22123792

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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112877 )

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	3.5	ALOGPS
logP	2.71	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.06 m³·mol⁻¹	ChemAxon
Polarizability	36.89 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00004607

Chemspider ID

4476953

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318355

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

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.

Showing NP-Card for 5-Hydroxy-3,6,7,4'-tetramethoxyflavone (NP0043819)

MOL for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

3D MOL for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

3D SDF for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

3D-SDF for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

PDB for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

3D PDB for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

SMILES for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

INCHI for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

Structure for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)

3D Structure for NP0043819 (5-Hydroxy-3,6,7,4'-tetramethoxyflavone)