NP-MRD: Showing NP-Card for Phytolaccoside F (NP0337507)

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Record Information

Version

2.0

Created at

2024-09-11 11:09:27 UTC

Updated at

2024-09-11 11:09:27 UTC

NP-MRD ID

NP0337507

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phytolaccoside F

Description

Phytolaccoside F was first documented in 2002 (PMID: 12169402). Based on a literature review very few articles have been published on Phytolaccoside F (PMID: 14723347).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262313412D          

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M  END


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M  END
> <DATABASE_ID>
NP0337507

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OCC(O)C(O)C6OC6OC(CO)C(O)C(O)C6OC6OC(C)C(O)C(O)C6O)C(C)(CO)C5CCC34C)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C48H76O19/c1-22-30(52)33(55)35(57)38(63-22)66-37-34(56)32(54)26(19-49)64-40(37)67-36-31(53)25(51)20-62-39(36)65-29-11-12-44(3)27(45(29,4)21-50)10-13-47(6)28(44)9-8-23-24-18-43(2,42(60)61-7)14-16-48(24,41(58)59)17-15-46(23,47)5/h8,22,24-40,49-57H,9-21H2,1-7H3,(H,58,59)

> <INCHI_KEY>
GSUHSCPABMCWMK-UHFFFAOYNA-N

> <FORMULA>
C48H76O19

> <MOLECULAR_WEIGHT>
957.117

> <EXACT_MASS>
956.498080227

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
102.42643461714292

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-[(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl)oxy]-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <JCHEM_LOGP>
1.0163869033333348

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.026584747531588

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5206748509247205

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5268774597996315

> <JCHEM_POLAR_SURFACE_AREA>
301.05

> <JCHEM_REFRACTIVITY>
231.61920000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
10-[(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl)oxy]-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       6.352   1.352   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.000   2.716   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.335   1.947   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.670   2.716   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.670   4.256   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.001   5.026   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.001   6.566   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.670   7.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.679   8.517   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.335   6.566   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.335   5.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.000   4.256   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.668   5.026   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.334   4.256   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.334   2.716   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.668   1.947   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.668   0.407   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.334  -0.363   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.002   0.407   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.002   1.947   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.002   3.486   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.667   2.716   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.667   1.947   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.667   0.407   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.999  -0.363   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.334   0.407   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.666  -0.363   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.000   0.407   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -7.335  -0.363   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.334   1.947   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.666   2.716   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.000   1.947   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.335   2.716   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.666  -1.903   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.000  -2.673   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.000  -4.213   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.666  -4.983   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.335  -1.903   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -8.667  -2.673   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -10.002  -1.903   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -11.336  -2.673   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.205  -2.989   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -0.323  -1.544   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.667  -0.363   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.658  -1.544   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      11.174   8.247   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       9.658   8.517   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       9.132   9.962   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      10.122  11.143   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      10.001   1.947   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      10.001   3.486   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      11.336   4.256   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -10.002  -4.983   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -8.667  -4.213   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -7.335  -4.983   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -7.335  -6.523   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -4.666  -6.523   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -3.334  -7.293   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -1.999  -6.523   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -6.000  -7.293   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -6.000  -8.833   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -7.335  -9.603   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -4.666 -11.143   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -4.666  -9.603   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -3.334  -8.833   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      -1.999  -9.603   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0       5.522   0.858   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12   16                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11   51                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   47                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11    5   10   12                                                  
CONECT   12    2   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16    2   15   17   67                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   44                                                  
CONECT   20   15   19   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   44                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   34                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28                                                            
CONECT   30   26   31                                                       
CONECT   31   30   32                                                       
CONECT   32   28   31   33                                                  
CONECT   33   32                                                            
CONECT   34   27   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   35   37   55                                                  
CONECT   37   36   57                                                       
CONECT   38   35   39                                                       
CONECT   39   38   40   54                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   43                                                            
CONECT   43   42   44                                                       
CONECT   44   19   24   43   45                                             
CONECT   45   44                                                            
CONECT   46   47                                                            
CONECT   47    8   46   48                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   51                                                            
CONECT   51    5   50   52                                                  
CONECT   52   51                                                            
CONECT   53   54                                                            
CONECT   54   39   53   55                                                  
CONECT   55   36   54   56                                                  
CONECT   56   55                                                            
CONECT   57   37   58   60                                                  
CONECT   58   57   59   65                                                  
CONECT   59   58                                                            
CONECT   60   57   61                                                       
CONECT   61   60   62   64                                                  
CONECT   62   61                                                            
CONECT   63   64                                                            
CONECT   64   61   63   65                                                  
CONECT   65   58   64   66                                                  
CONECT   66   65                                                            
CONECT   67   16                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  148    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₇₆O₁₉

Average Mass

957.1170 Da

Monoisotopic Mass

956.49808 Da

IUPAC Name

10-[(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl)oxy]-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

10-[(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl)oxy]-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OCC(O)C(O)C6OC6OC(CO)C(O)C(O)C6OC6OC(C)C(O)C(O)C6O)C(C)(CO)C5CCC34C)C2C1)C(O)=O

InChI Identifier

InChI=1/C48H76O19/c1-22-30(52)33(55)35(57)38(63-22)66-37-34(56)32(54)26(19-49)64-40(37)67-36-31(53)25(51)20-62-39(36)65-29-11-12-44(3)27(45(29,4)21-50)10-13-47(6)28(44)9-8-23-24-18-43(2,42(60)61-7)14-16-48(24,41(58)59)17-15-46(23,47)5/h8,22,24-40,49-57H,9-21H2,1-7H3,(H,58,59)

InChI Key

GSUHSCPABMCWMK-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	ChemAxon
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	301.05 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	231.62 m³·mol⁻¹	ChemAxon
Polarizability	102.43 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cho SY, Sim JS, Kang SS, Jeong CS, Linhardt RJ, Kim YS: Enhancement of heparin and heparin disaccharide absorption by the Phytolacca americana saponins. Arch Pharm Res. 2003 Dec;26(12):1102-8. doi: 10.1007/BF02994765. [PubMed:14723347 ]
Escalante AM, Santecchia CB, Lopez SN, Gattuso MA, Gutierrez Ravelo A, Delle Monache F, Gonzalez Sierra M, Zacchino SA: Isolation of antifungal saponins from Phytolacca tetramera, an Argentinean species in critic risk. J Ethnopharmacol. 2002 Sep;82(1):29-34. doi: 10.1016/s0378-8741(02)00145-9. [PubMed:12169402 ]

Showing NP-Card for Phytolaccoside F (NP0337507)

MOL for NP0337507 (Phytolaccoside F)

3D MOL for NP0337507 (Phytolaccoside F)

3D SDF for NP0337507 (Phytolaccoside F)

3D-SDF for NP0337507 (Phytolaccoside F)

PDB for NP0337507 (Phytolaccoside F)

3D PDB for NP0337507 (Phytolaccoside F)

SMILES for NP0337507 (Phytolaccoside F)

INCHI for NP0337507 (Phytolaccoside F)

Structure for NP0337507 (Phytolaccoside F)

3D Structure for NP0337507 (Phytolaccoside F)