NP-MRD: Showing NP-Card for (3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside] (NP0336472)

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Record Information

Version

2.0

Created at

2024-09-11 06:24:29 UTC

Updated at

2024-09-11 06:24:29 UTC

NP-MRD ID

NP0336472

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside]

Description

Based on a literature review very few articles have been published on (3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside].

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262308562D          

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M  END


  Mrv2104 05262308562D          

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 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 64 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336472

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(COC3OC(CO)C(O)C(O)C3O)OC(OC3CCC4C(=CCC5C6(C)CC(O)C(C(C)(O)C(O)CCC(C)(C)O)C6(C)CC(=O)C45C)C3(C)C)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C48H80O20/c1-20-30(53)32(55)36(59)41(64-20)68-38-25(19-63-40-35(58)33(56)31(54)24(18-49)65-40)66-42(37(60)34(38)57)67-29-13-11-22-21(44(29,4)5)10-12-26-45(6)16-23(50)39(46(45,7)17-28(52)47(22,26)8)48(9,62)27(51)14-15-43(2,3)61/h10,20,22-27,29-42,49-51,53-62H,11-19H2,1-9H3

> <INCHI_KEY>
SDJJKTYFMLJFRO-UHFFFAOYNA-N

> <FORMULA>
C48H80O20

> <MOLECULAR_WEIGHT>
977.148

> <EXACT_MASS>
976.524294976

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
148

> <JCHEM_AVERAGE_POLARIZABILITY>
103.46472907890507

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-{[3,4-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-10-one

> <JCHEM_LOGP>
-1.9833578216666663

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.205912544758574

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.759511820046106

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612182608900961

> <JCHEM_POLAR_SURFACE_AREA>
335.44

> <JCHEM_REFRACTIVITY>
236.80110000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
7-{[3,4-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1H,2H,3H,3bH,4H,7H,8H,9H,9aH,11H-cyclopenta[a]phenanthren-10-one

> <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      -1.622   3.913   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.622   2.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.289   1.601   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.042   2.372   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.042   3.913   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.289   4.681   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.375   1.601   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.705   2.372   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.705   3.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.375   4.681   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.033   4.681   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.033   6.215   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.705   6.980   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.375   6.215   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.490   4.209   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.386   5.449   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.490   6.685   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.490   8.226   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.823   8.994   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.156   8.226   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.489   8.994   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.822   8.226   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.155   8.994   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.823  10.535   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.157   8.994   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.490   9.767   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.822   6.685   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.155   7.456   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.928   5.449   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.033   7.756   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.033   3.140   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.042   6.980   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.375   3.140   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.059   0.268   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.479   0.268   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -2.958   1.601   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -3.356   0.112   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.841  -0.299   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -5.228  -1.792   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.132  -2.873   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.649  -2.465   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.264  -0.977   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -0.777  -0.572   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.550  -3.546   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -4.519  -4.365   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -6.713  -2.203   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -7.812  -1.121   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -9.148  -0.350   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -9.148   1.190   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -10.484   1.961   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -11.820   1.190   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -11.820  -0.350   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -10.484  -1.121   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -10.484  -2.662   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -13.155  -1.121   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0     -13.155   1.961   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0     -10.484   3.502   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0     -11.820   4.273   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -4.519  -5.907   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -5.855  -6.680   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -5.855  -8.223   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -4.519  -8.994   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -3.186  -8.223   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -3.186  -6.680   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      -1.850  -8.994   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -4.519 -10.535   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -7.191  -8.994   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      -1.850  -5.912   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   36                                                  
CONECT    3    2    4   34   35                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14   33                                             
CONECT   11    9   12   15   31                                             
CONECT   12   11   13   17   30                                             
CONECT   13   12   14                                                       
CONECT   14   10   13   32                                                  
CONECT   15   11   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17   19   25   26                                             
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27   28                                             
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25   18                                                            
CONECT   26   18                                                            
CONECT   27   22                                                            
CONECT   28   22                                                            
CONECT   29   16                                                            
CONECT   30   12                                                            
CONECT   31   11                                                            
CONECT   32   14                                                            
CONECT   33   10                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    2   37                                                       
CONECT   37   36   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   46                                                  
CONECT   40   39   41   45                                                  
CONECT   41   40   42   44                                                  
CONECT   42   37   41   43                                                  
CONECT   43   42                                                            
CONECT   44   41                                                            
CONECT   45   40   59                                                       
CONECT   46   39   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   57                                                  
CONECT   51   50   52   56                                                  
CONECT   52   51   53   55                                                  
CONECT   53   48   52   54                                                  
CONECT   54   53                                                            
CONECT   55   52                                                            
CONECT   56   51                                                            
CONECT   57   50   58                                                       
CONECT   58   57                                                            
CONECT   59   45   60   64                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62   67                                                  
CONECT   62   61   63   66                                                  
CONECT   63   62   64   65                                                  
CONECT   64   59   63   68                                                  
CONECT   65   63                                                            
CONECT   66   62                                                            
CONECT   67   61                                                            
CONECT   68   64                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  148    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₈₀O₂₀

Average Mass

977.1480 Da

Monoisotopic Mass

976.52429 Da

IUPAC Name

7-{[3,4-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-10-one

Traditional Name

7-{[3,4-dihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1H,2H,3H,3bH,4H,7H,8H,9H,9aH,11H-cyclopenta[a]phenanthren-10-one

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(COC3OC(CO)C(O)C(O)C3O)OC(OC3CCC4C(=CCC5C6(C)CC(O)C(C(C)(O)C(O)CCC(C)(C)O)C6(C)CC(=O)C45C)C3(C)C)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1/C48H80O20/c1-20-30(53)32(55)36(59)41(64-20)68-38-25(19-63-40-35(58)33(56)31(54)24(18-49)65-40)66-42(37(60)34(38)57)67-29-13-11-22-21(44(29,4)5)10-12-26-45(6)16-23(50)39(46(45,7)17-28(52)47(22,26)8)48(9,62)27(51)14-15-43(2,3)61/h10,20,22-27,29-42,49-51,53-62H,11-19H2,1-9H3

InChI Key

SDJJKTYFMLJFRO-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	-2	ChemAxon
pKa (Strongest Acidic)	11.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	335.44 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	236.8 m³·mol⁻¹	ChemAxon
Polarizability	103.46 Å³	ChemAxon
Number of Rings	7	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

Not Available

Showing NP-Card for (3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside] (NP0336472)

MOL for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

3D MOL for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

3D SDF for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

3D-SDF for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

PDB for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

3D PDB for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

SMILES for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

INCHI for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

Structure for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])

3D Structure for NP0336472 ((3b,16a,20R)-3,16,20,22,25-Pentahydroxy-5-cucurbiten-11-one 3-[rhamnosyl-(1->4)-[glucosyl-(1->6)]-glucoside])