NP-MRD: Showing NP-Card for Penduletin (NP0043942)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Show more...Show more...

Record Information

Version

2.0

Created at

2021-06-22 17:41:59 UTC

Updated at

2021-06-22 17:41:59 UTC

NP-MRD ID

NP0043942

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penduletin

Description

Penduletin 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, penduletin is considered to be a flavonoid. Penduletin is found in Acanthospermum australe, Achillea millefolium, Achillea virescens, Ageratina areolaris, Anthemis ruthenica, Artemisia annua, Artemisia copa, Artemisia incanescens, Artemisia roxburghiana, Baccharis salicifolia, Berchemia pakistanica, Brickellia glutinosa, Bromelia pinguin, Chiliadenus candicans, Chiliadenus montanus, Chrysosplenium flagelliferum, Cyanostegia microphylla, Dracocephalum multicaule, Duranta erecta, Grindelia hirsutula, Helichrysum tomentosulum, Laggera crispata, Laggera pterodonta, Lecocarpus pinnatifidus, Origanum akhadarense, Origanum boissieri, Origanum hypercifolium, Origanum majorana , Origanum micranthum, Origanum vulgare , Osyris alba, Perityle emoryi, Perityle vaseyi, Salvia dianthera, Saussurea parviflora, Thulinella chrysantha, Chiliadenus iphionoides, Vitex agnus-castus and Vitex trifolia. Penduletin was first documented in 2019 (PMID: 31284698). Based on a literature review a small amount of articles have been published on Penduletin (PMID: 33921412) (PMID: 32443927) (PMID: 31583894) (PMID: 31303068).

Structure

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

NP0043942
     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    3.7945   -3.2970    0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242   -1.9637    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1691   -0.9505    0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -1.3036    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003   -0.2949    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.5792    0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614    0.2545    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6939   -0.3024    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    0.4144    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1178   -0.1451    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2151   -1.5076    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4614   -2.1050    0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -2.2779    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -1.7021    0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.5538   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450    2.5529   -0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    2.8952   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520    1.9509   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4828    3.1595   -0.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.0239   -0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006    1.3502   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    2.6222   -0.5720 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    0.3342   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9004    0.6790   -0.3743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    1.0567    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -3.8208    0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -3.7854   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -3.4476    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5135   -2.3075    0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7955    1.4988    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9729    0.5040    0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8492   -2.3794    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -3.3471    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9436   -2.3048    0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027    4.0120   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    2.5510   -2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    2.4587   -1.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    3.4369   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6450    1.4909    0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.1834    1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1563    1.8386    1.2945 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  5  2  0
 14  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END

  Mrv1652306222119422D          

 25 27  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   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
   -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
    0.7145   -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
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    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
    2.1434   -1.2375    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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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
    2.8579    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   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
   -1.4289   -2.4750    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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
  5 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043942

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C(O)=C2C(=O)C(OC)=C(OC2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-12-8-11-13(14(20)17(12)23-2)15(21)18(24-3)16(25-11)9-4-6-10(19)7-5-9/h4-8,19-20H,1-3H3

> <INCHI_KEY>
YSXFFLGRZJWNFM-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.319

> <EXACT_MASS>
344.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.66153621280331

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.5609149653333327

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.60921598761376

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.672267536209158

> <JCHEM_PKA_STRONGEST_BASIC>
-4.440882851301434

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
90.578

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
penduletin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043942
     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    3.7945   -3.2970    0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242   -1.9637    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1691   -0.9505    0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -1.3036    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003   -0.2949    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.5792    0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614    0.2545    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6939   -0.3024    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    0.4144    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1178   -0.1451    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2151   -1.5076    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4614   -2.1050    0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -2.2779    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -1.7021    0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.5538   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450    2.5529   -0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    2.8952   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520    1.9509   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4828    3.1595   -0.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.0239   -0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006    1.3502   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    2.6222   -0.5720 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    0.3342   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9004    0.6790   -0.3743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    1.0567    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -3.8208    0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -3.7854   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -3.4476    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5135   -2.3075    0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7955    1.4988    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9729    0.5040    0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8492   -2.3794    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -3.3471    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9436   -2.3048    0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027    4.0120   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    2.5510   -2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    2.4587   -1.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    3.4369   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6450    1.4909    0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.1834    1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1563    1.8386    1.2945 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  5  2  0
 14  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  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      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14                                                            
CONECT   16   10   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23    5                                                            
CONECT   24    4   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    NP0043942
HETATM    1  C1  UNL     1       3.795  -3.297   0.346  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.124  -1.964   0.107  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.169  -0.950   0.002  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.857  -1.304   0.142  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.900  -0.295   0.038  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.353  -0.579   0.164  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.361   0.254   0.091  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.694  -0.302   0.268  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.844   0.414   0.440  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.118  -0.145   0.564  1.00  0.00           C  
HETATM   11  C9  UNL     1      -5.215  -1.508   0.510  1.00  0.00           C  
HETATM   12  O3  UNL     1      -6.461  -2.105   0.629  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.089  -2.278   0.339  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.858  -1.702   0.220  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.072   1.554  -0.143  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.045   2.553  -0.258  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.571   2.895  -1.546  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.252   1.951  -0.291  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.483   3.160  -0.504  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.255   1.024  -0.200  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.601   1.350  -0.339  1.00  0.00           C  
HETATM   22  O6  UNL     1       2.998   2.622  -0.572  1.00  0.00           O  
HETATM   23  C17 UNL     1       3.572   0.334  -0.234  1.00  0.00           C  
HETATM   24  O7  UNL     1       4.900   0.679  -0.374  1.00  0.00           O  
HETATM   25  C18 UNL     1       5.689   1.057   0.727  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.729  -3.821   0.670  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.447  -3.785  -0.589  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.025  -3.448   1.108  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.514  -2.308   0.328  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.796   1.499   0.516  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.973   0.504   0.696  1.00  0.00           H  
HETATM   32  H7  UNL     1      -6.849  -2.379   1.520  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.199  -3.347   0.301  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.944  -2.305   0.082  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.703   4.012  -1.580  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.845   2.551  -2.283  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.562   2.459  -1.720  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.516   3.437  -0.675  1.00  0.00           H  
HETATM   39  H14 UNL     1       6.645   1.491   0.378  1.00  0.00           H  
HETATM   40  H15 UNL     1       5.924   0.183   1.372  1.00  0.00           H  
HETATM   41  H16 UNL     1       5.156   1.839   1.294  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   29
CONECT    5    6   20   20
CONECT    6    7
CONECT    7    8   15   15
CONECT    8    9    9   14
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   13
CONECT   12   32
CONECT   13   14   14   33
CONECT   14   34
CONECT   15   16   18
CONECT   16   17
CONECT   17   35   36   37
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   23   23
CONECT   22   38
CONECT   23   24
CONECT   24   25
CONECT   25   39   40   41
END

NP0043942
     RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
    3.7945   -3.2970    0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242   -1.9637    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1691   -0.9505    0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8573   -1.3036    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003   -0.2949    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.5792    0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614    0.2545    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6939   -0.3024    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    0.4144    0.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1178   -0.1451    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2151   -1.5076    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4614   -2.1050    0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -2.2779    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -1.7021    0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.5538   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450    2.5529   -0.2577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    2.8952   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520    1.9509   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4828    3.1595   -0.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555    1.0239   -0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006    1.3502   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    2.6222   -0.5720 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721    0.3342   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9004    0.6790   -0.3743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    1.0567    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -3.8208    0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -3.7854   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0248   -3.4476    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5135   -2.3075    0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7955    1.4988    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9729    0.5040    0.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8492   -2.3794    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -3.3471    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9436   -2.3048    0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027    4.0120   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    2.5510   -2.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    2.4587   -1.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    3.4369   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6450    1.4909    0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.1834    1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1563    1.8386    1.2945 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  7 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 20  5  2  0
 14  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 22 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3190 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

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

Traditional Name

penduletin

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(O)=C2C(=O)C(OC)=C(OC2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C18H16O7/c1-22-12-8-11-13(14(20)17(12)23-2)15(21)18(24-3)16(25-11)9-4-6-10(19)7-5-9/h4-8,19-20H,1-3H3

InChI Key

YSXFFLGRZJWNFM-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
Acanthospermum australe	LOTUS Database	35616633
Achillea ageratum	KNApSAcK Database	22123792
Achillea clavennae	KNApSAcK Database	22123792
Achillea millefolium	LOTUS Database	35616633
Achillea nana	KNApSAcK Database	22123792
Achillea virescens	LOTUS Database	35616633
Aeonium spp.	KNApSAcK Database	22123792
Ageratina areolaris	LOTUS Database	35616633
Ageratina espinosara	KNApSAcK Database	22123792
Alkanna orientalis	KNApSAcK Database	22123792
Anthemis ruthenica	LOTUS Database	35616633
Artemisia annua	Linigton's dataset	Lai-King Sy, Geoffrey D. Brown. Three sesquiterpenes from Artemisia annua. Phytochemistry Volume ...
Artemisia copa	LOTUS Database	35616633
Artemisia incanescens	LOTUS Database	35616633
Artemisia roxburghiana	LOTUS Database	35616633
Baccharis pedunculata	KNApSAcK Database	22123792
Baccharis salicifolia	LOTUS Database	35616633
Baccharis trinervis	KNApSAcK Database	22123792
Berchemia pakistanica	LOTUS Database	35616633
Betula nigra	KNApSAcK Database	22123792
Brickellia eupatorioides	KNApSAcK Database	22123792
Brickellia glutinosa	LOTUS Database	35616633
Brickellia pendula	KNApSAcK Database	22123792
Bromelia pinguin	LOTUS Database	35616633
Callicarpa pilosissima	KNApSAcK Database	22123792
Chiliadenus candicans	LOTUS Database	35616633
Chiliadenus montanus	LOTUS Database	35616633
Chrysosplenium alternifolium	KNApSAcK Database	22123792
Chrysosplenium flagelliferum	LOTUS Database	35616633
Chrysosplenium tetrandum	KNApSAcK Database	22123792
Cleome droserifolia	KNApSAcK Database	22123792
Cyanostegia microphylla	LOTUS Database	35616633
Dictamnus albus	KNApSAcK Database	22123792
Dodonaea viscosa	KNApSAcK Database	22123792
Dracocephalum multicaule	LOTUS Database	35616633
Duranta erecta	LOTUS Database	35616633
Eupatorium areolare	KNApSAcK Database	22123792
Flourensia cernua	KNApSAcK Database	22123792
Grindelia hirsutula	LOTUS Database	35616633
Grindelia robusta	KNApSAcK Database	22123792
Grindelia tarapacana	KNApSAcK Database	22123792
Helichrysum tomentosulum	LOTUS Database	35616633
Jasonia tuberosa	KNApSAcK Database	22123792
Laggera crispata	LOTUS Database	35616633
Laggera pterodonta	LOTUS Database	35616633
Lagophylla glandulosa	KNApSAcK Database	22123792
Lantana achyranthifolia	KNApSAcK Database	22123792
Lecocarpus pinnatifidus	LOTUS Database	35616633
Meriandra benghalensis	KNApSAcK Database	22123792
Oncosiphon grandiflorum	KNApSAcK Database	22123792
Ononis speciosa	KNApSAcK Database	22123792
Origanum akhadarense	Plant	KNApSAcK
Origanum boissieri	Plant	KNApSAcK
Origanum hypercifolium	Plant	KNApSAcK
Origanum majorana	Plant	KNApSAcK
Origanum micranthum	Plant	KNApSAcK
Origanum vulgare	Plant	KNApSAcK
Osyris alba	LOTUS Database	35616633
Parthenium rollinsianum	KNApSAcK Database	22123792
Perityle emoryi	LOTUS Database	35616633
Perityle vaseyi	LOTUS Database	35616633
Plectranthus rugosus	KNApSAcK Database	22123792
Salvia dianthera	LOTUS Database	35616633
Saussurea parviflora	LOTUS Database	35616633
Tanacetum polycephalum	KNApSAcK Database	22123792
Tephrosia candida	KNApSAcK Database	22123792
Thulinella chrysantha	LOTUS Database	35616633
Trixis vanthrei	KNApSAcK Database	22123792
Varthemia iphionoides	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
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

3-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
Flavone
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
3-methoxychromone
Chromone
Benzopyran
1-benzopyran
Phenol ether
Anisole
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112874 )

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	2.91	ALOGPS
logP	2.56	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.67	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.58 m³·mol⁻¹	ChemAxon
Polarizability	34.66 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

C00004603

Chemspider ID

4478537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320462

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Velasco-Azorsa R, Cruz-Santiago H, Cid Del Prado-Vera I, Ramirez-Mares MV, Gutierrez-Ortiz MDR, Santos-Sanchez NF, Salas-Coronado R, Villanueva-Canongo C, Lira-de Leon KI, Hernandez-Carlos B: Chemical Characterization of Plant Extracts and Evaluation of their Nematicidal and Phytotoxic Potential. Molecules. 2021 Apr 12;26(8). pii: molecules26082216. doi: 10.3390/molecules26082216. [PubMed:33921412 ]
Tomou EM, Chatziathanasiadou MV, Chatzopoulou P, Tzakos AG, Skaltsa H: NMR-Based Chemical Profiling, Isolation and Evaluation of the Cytotoxic Potential of the Diterpenoid Siderol from Cultivated Sideritis euboea Heldr. Molecules. 2020 May 20;25(10). pii: molecules25102382. doi: 10.3390/molecules25102382. [PubMed:32443927 ]
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 ]
Lan JE, Li XJ, Zhu XF, Sun ZL, He JM, Zloh M, Gibbons S, Mu Q: Flavonoids from Artemisia rupestris and their synergistic antibacterial effects on drug-resistant Staphylococcus aureus. Nat Prod Res. 2021 Jun;35(11):1881-1886. doi: 10.1080/14786419.2019.1639182. Epub 2019 Jul 13. [PubMed:31303068 ]
Dai W, Bi J, Li F, Wang S, Huang X, Meng X, Sun B, Wang D, Kong W, Jiang C, Su W: Antiviral Efficacy of Flavonoids against Enterovirus 71 Infection in Vitro and in Newborn Mice. Viruses. 2019 Jul 7;11(7). pii: v11070625. doi: 10.3390/v11070625. [PubMed:31284698 ]
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 Penduletin (NP0043942)

MOL for NP0043942 (Penduletin)

3D MOL for NP0043942 (Penduletin)

3D SDF for NP0043942 (Penduletin)

3D-SDF for NP0043942 (Penduletin)

PDB for NP0043942 (Penduletin)

3D PDB for NP0043942 (Penduletin)

SMILES for NP0043942 (Penduletin)

INCHI for NP0043942 (Penduletin)

Structure for NP0043942 (Penduletin)

3D Structure for NP0043942 (Penduletin)