NP-MRD: Showing NP-Card for Persicarin (NP0048887)

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Record Information

Version

2.0

Created at

2022-03-17 21:03:45 UTC

Updated at

2022-03-17 21:03:45 UTC

NP-MRD ID

NP0048887

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Persicarin

Description

Persicarin is found in Flaveria bidentis , Iphiona scabra, Oenanthe javanica , Oenanthe stolonifera , Pluchea dioscorides , Polygonum hydropiper , Polygonum thunbergii and Senecio spp. .

Structure

MOL SDF PDB SMILES InChI

  Mrv0541 02241215352D          

 27 29  0  0  0  0            999 V2000
    2.1434   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.4438    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  2  0  0  0  0
  4 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 26  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 24 26  2  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END

  Mrv0541 02241215352D          

 27 29  0  0  0  0            999 V2000
    2.1434   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.4438    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  2  0  0  0  0
  4 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 26  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 24 26  2  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048887

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O10S/c1-24-11-4-7(2-3-9(11)18)15-16(26-27(21,22)23)14(20)13-10(19)5-8(17)6-12(13)25-15/h2-6,17-19H,1H3,(H,21,22,23)

> <INCHI_KEY>
CZFNXFXZXWDYMZ-UHFFFAOYSA-N

> <FORMULA>
C16H12O10S

> <MOLECULAR_WEIGHT>
396.325

> <EXACT_MASS>
396.015117294

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
35.681944949719366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
1.8268801736666669

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.419719594266613

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.4200531963857905

> <JCHEM_PKA_STRONGEST_BASIC>
-4.795171776942638

> <JCHEM_POLAR_SURFACE_AREA>
159.82

> <JCHEM_REFRACTIVITY>
91.33629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
persicarin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.001  -1.925   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   1.155   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334   2.695   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.001   2.695   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -1.155   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.668  -1.925   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.334   1.155   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -1.155   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -1.925   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.668  -1.925   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.335  -1.155   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.001  -1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  -1.155   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -3.465   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -4.235   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001  -3.465   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.335  -4.235   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.874   2.695   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.206   2.695   0.000  0.00  0.00           O+0
HETATM   26  S   UNK     0      -1.334   2.695   0.000  0.00  0.00           S+0
HETATM   27  O   UNK     0      -1.334   4.235   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    3    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9                                                            
CONECT   11   12   26                                                       
CONECT   12    4   11   13                                                  
CONECT   13   12   14   19                                                  
CONECT   14    2   13                                                       
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   13   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   17   21   23                                                  
CONECT   23   22                                                            
CONECT   24   26                                                            
CONECT   25   26                                                            
CONECT   26   11   24   25   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₁₀S

Average Mass

396.3250 Da

Monoisotopic Mass

396.01512 Da

IUPAC Name

[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl]oxidanesulfonic acid

Traditional Name

persicarin

CAS Registry Number

549-31-5

SMILES

COC1=CC(=CC=C1O)C1=C(OS(O)(=O)=O)C(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C16H12O10S/c1-24-11-4-7(2-3-9(11)18)15-16(26-27(21,22)23)14(20)13-10(19)5-8(17)6-12(13)25-15/h2-6,17-19H,1H3,(H,21,22,23)

InChI Key

CZFNXFXZXWDYMZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Flaveria bidentis	Plant	KNApSAcK
Iphiona scabra	Plant	KNApSAcK
Oenanthe javanica	Plant	KNApSAcK
Oenanthe stolonifera	Plant	KNApSAcK
Pluchea dioscorides	Plant	KNApSAcK
Polygonum hydropiper	Plant	KNApSAcK
Polygonum thunbergii	Plant	KNApSAcK
Senecio spp.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-sulfated flavonoids. These are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Sulfated flavonoids

Direct Parent

3-sulfated flavonoids

Alternative Parents

Substituents

3-sulfated flavonoid
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
4'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
Chromone
Methoxyphenol
1-benzopyran
Benzopyran
Arylsulfate
Phenol ether
Phenoxy compound
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Pyran
Vinylogous acid
Heteroaromatic compound
Organic sulfuric acid or derivatives
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112396 )

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	1.02	ALOGPS
logP	1.83	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.34 m³·mol⁻¹	ChemAxon
Polarizability	35.68 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

FDB016887

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5487766

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Persicarin (NP0048887)

MOL for NP0048887 (Persicarin)

3D MOL for NP0048887 (Persicarin)

3D SDF for NP0048887 (Persicarin)

3D-SDF for NP0048887 (Persicarin)

PDB for NP0048887 (Persicarin)

3D PDB for NP0048887 (Persicarin)

SMILES for NP0048887 (Persicarin)

INCHI for NP0048887 (Persicarin)

Structure for NP0048887 (Persicarin)

3D Structure for NP0048887 (Persicarin)