Np mrd loader

Showing NP-Card for Hebevinoside XI (NP0048017)

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Record Information
Version2.0
Created at2022-03-17 20:49:43 UTC
Updated at2022-03-17 20:49:43 UTC
NP-MRD IDNP0048017
Secondary Accession NumbersNone
Natural Product Identification
Common NameHebevinoside XI
DescriptionHebevinoside XI belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. Hebevinoside XI is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, hebevinoside XI has been detected, but not quantified in, mushrooms. Hebevinoside XI is found in Hebeloma vinosophyllum and Hebeloma vinosphyllum. This could make hebevinoside XI a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048017 (Hebevinoside XI)


  Mrv0541 05061307562D          

 60 65  0  0  0  0            999 V2000
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 60 41  1  0  0  0  0
M  END
Download

3D MOL for NP0048017 (Hebevinoside XI)

Download
3D SDF for NP0048017 (Hebevinoside XI)

  Mrv0541 05061307562D          

 60 65  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0048017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C=C2C(CCC(OC3OCC(O)C(O)C3O)C2(C)C)C2(C)CCC3(C)C(C(C)CCC=C(C)C)C(CC3(C)C12)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C46H74O14/c1-23(2)13-12-14-24(3)34-31(58-42-38(53)36(51)39(57-26(5)48)32(59-42)22-55-25(4)47)20-46(10)40-30(54-11)19-28-27(44(40,8)17-18-45(34,46)9)15-16-33(43(28,6)7)60-41-37(52)35(50)29(49)21-56-41/h13,19,24,27,29-42,49-53H,12,14-18,20-22H2,1-11H3

> <INCHI_KEY>
BDIZCZITXGMZCF-UHFFFAOYSA-N

> <FORMULA>
C46H74O14

> <MOLECULAR_WEIGHT>
851.0714

> <EXACT_MASS>
850.507857076

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
94.40650483222223

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3-(acetyloxy)-4,5-dihydroxy-6-{[9-methoxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}oxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
3.9027491866666644

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.519702284940788

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.957518704557598

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580626108707

> <JCHEM_POLAR_SURFACE_AREA>
199.89999999999995

> <JCHEM_REFRACTIVITY>
219.76059999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3-(acetyloxy)-4,5-dihydroxy-6-{[9-methoxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}oxan-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048017 (Hebevinoside XI)
Download
PDB for NP0048017 (Hebevinoside XI)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.534  12.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.640  10.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.302   8.829   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.639  -3.449   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.388  -4.388   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.263   2.259   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.125   2.931   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.098   3.294   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.299   0.444   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.749   8.408   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.169   9.835   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.804   7.192   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.746   6.601   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.262   6.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.714   7.143   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.199   7.414   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.284   2.798   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.513   3.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.355   0.537   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.649   0.106   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.114  11.050   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.279   7.403   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.368  -1.933   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.117  -2.872   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.277   3.975   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.871   0.265   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.768   3.069   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.239   4.708   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.200   0.629   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.864   1.443   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.575   0.160   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.341   2.891   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.304   1.676   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.023  -0.363   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.825   3.162   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.481   2.669   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -7.546  -0.940   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.332  -2.349   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      13.394  -1.183   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      15.380   1.172   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       0.603  -0.833   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      14.333   4.069   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       1.145   2.199   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       3.776   1.892   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -4.920  -1.410   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      10.832   1.985   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -2.294  -1.879   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -1.210   4.185   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -2.929   2.145   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      11.302   4.611   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   43                                                            
CONECT    7   43                                                            
CONECT    8   44                                                            
CONECT    9   45                                                            
CONECT   10   46                                                            
CONECT   11   54                                                            
CONECT   12   13   14                                                       
CONECT   13   12   23                                                       
CONECT   14   12   24                                                       
CONECT   15   16   27                                                       
CONECT   16   15   33                                                       
CONECT   17   18   44                                                       
CONECT   18   17   45                                                       
CONECT   19   28   30                                                       
CONECT   20   31   46                                                       
CONECT   21   29   56                                                       
CONECT   22   32   55                                                       
CONECT   23    1    2   13                                                  
CONECT   24    3   14   34                                                  
CONECT   25    4   47   55                                                  
CONECT   26    5   48   57                                                  
CONECT   27   15   28   44                                                  
CONECT   28   19   27   43                                                  
CONECT   29   21   35   49                                                  
CONECT   30   19   40   54                                                  
CONECT   31   20   34   58                                                  
CONECT   32   22   39   59                                                  
CONECT   33   16   43   60                                                  
CONECT   34   24   31   45                                                  
CONECT   35   29   37   50                                                  
CONECT   36   38   39   51                                                  
CONECT   37   35   41   52                                                  
CONECT   38   36   42   53                                                  
CONECT   39   32   36   57                                                  
CONECT   40   30   44   46                                                  
CONECT   41   37   56   60                                                  
CONECT   42   38   58   59                                                  
CONECT   43    6    7   28   33                                             
CONECT   44    8   17   27   40                                             
CONECT   45    9   18   34   46                                             
CONECT   46   10   20   40   45                                             
CONECT   47   25                                                            
CONECT   48   26                                                            
CONECT   49   29                                                            
CONECT   50   35                                                            
CONECT   51   36                                                            
CONECT   52   37                                                            
CONECT   53   38                                                            
CONECT   54   11   30                                                       
CONECT   55   22   25                                                       
CONECT   56   21   41                                                       
CONECT   57   26   39                                                       
CONECT   58   31   42                                                       
CONECT   59   32   42                                                       
CONECT   60   33   41                                                       
MASTER        0    0    0    0    0    0    0    0   60    0  130    0
END

Download
3D PDB for NP0048017 (Hebevinoside XI)
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SMILES for NP0048017 (Hebevinoside XI)
COC1C=C2C(CCC(OC3OCC(O)C(O)C3O)C2(C)C)C2(C)CCC3(C)C(C(C)CCC=C(C)C)C(CC3(C)C12)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O
Download
INCHI for NP0048017 (Hebevinoside XI)
InChI=1S/C46H74O14/c1-23(2)13-12-14-24(3)34-31(58-42-38(53)36(51)39(57-26(5)48)32(59-42)22-55-25(4)47)20-46(10)40-30(54-11)19-28-27(44(40,8)17-18-45(34,46)9)15-16-33(43(28,6)7)60-41-37(52)35(50)29(49)21-56-41/h13,19,24,27,29-42,49-53H,12,14-18,20-22H2,1-11H3
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View in JSmol
Synonyms
ValueSource
7-3-O-beta-D-Xylopyranoside-16-O-(4,6-di-O-acetyl)-beta-D-glucopyranosideHMDB
[3-(Acetyloxy)-4,5-dihydroxy-6-{[9-methoxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}oxan-2-yl]methyl acetic acidGenerator
Chemical FormulaC46H74O14
Average Mass851.0714 Da
Monoisotopic Mass850.50786 Da
IUPAC Name[3-(acetyloxy)-4,5-dihydroxy-6-{[9-methoxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}oxan-2-yl]methyl acetate
Traditional Name[3-(acetyloxy)-4,5-dihydroxy-6-{[9-methoxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl]oxy}oxan-2-yl]methyl acetate
CAS Registry Number101365-13-3
SMILES
COC1C=C2C(CCC(OC3OCC(O)C(O)C3O)C2(C)C)C2(C)CCC3(C)C(C(C)CCC=C(C)C)C(CC3(C)C12)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O
InChI Identifier
InChI=1S/C46H74O14/c1-23(2)13-12-14-24(3)34-31(58-42-38(53)36(51)39(57-26(5)48)32(59-42)22-55-25(4)47)20-46(10)40-30(54-11)19-28-27(44(40,8)17-18-45(34,46)9)15-16-33(43(28,6)7)60-41-37(52)35(50)29(49)21-56-41/h13,19,24,27,29-42,49-53H,12,14-18,20-22H2,1-11H3
InChI KeyBDIZCZITXGMZCF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Hebeloma vinosophyllumLOTUS Database
Hebeloma vinosphyllumFungi
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassSteroidal glycosides  
Direct ParentCucurbitacin glycosides  
Alternative Parents
Substituents
  • Cucurbitacin glycoside skeleton
    • 

  • Cucurbitacin skeleton
    • 

  • Triterpenoid
    • 

  • Delta-5-steroid
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Oxane
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Monosaccharide
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Polyol
    • 

  • Dialkyl ether
    • 

  • Ether
    • 

  • Acetal
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.36ALOGPS
logP3.9ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)11.96ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area199.9 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity219.76 m³·mol⁻¹ChemAxon
Polarizability94.41 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0034601  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013117  
KNApSAcK IDC00023925  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73818333  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References