Np mrd loader

Showing NP-Card for Hebevinoside VIII (NP0048014)

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Record Information
Version2.0
Created at2022-03-17 20:49:40 UTC
Updated at2022-03-17 20:49:40 UTC
NP-MRD IDNP0048014
Secondary Accession NumbersNone
Natural Product Identification
Common NameHebevinoside VIII
DescriptionHebevinoside VIII 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 VIII is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, hebevinoside VIII has been detected, but not quantified in, mushrooms. Hebevinoside VIII is found in Hebeloma vinosophyllum and Hebeloma vinosphyllum. This could make hebevinoside VIII a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048014 (Hebevinoside VIII)


  Mrv0541 05061307562D          

 62 67  0  0  0  0            999 V2000
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M  END
Download

3D MOL for NP0048014 (Hebevinoside VIII)

Download
3D SDF for NP0048014 (Hebevinoside VIII)

  Mrv0541 05061307562D          

 62 67  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0048014

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(OC(C)=O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C47H74O15/c1-23(2)13-12-14-24(3)35-31(60-43-39(55)37(53)40(59-27(6)50)33(61-43)22-56-25(4)48)20-47(11)41-30(51)19-29-28(45(41,9)17-18-46(35,47)10)15-16-34(44(29,7)8)62-42-38(54)36(52)32(21-57-42)58-26(5)49/h13,19,24,28,30-43,51-55H,12,14-18,20-22H2,1-11H3

> <INCHI_KEY>
CASUNJDNTPMYBY-UHFFFAOYSA-N

> <FORMULA>
C47H74O15

> <MOLECULAR_WEIGHT>
879.0815

> <EXACT_MASS>
878.502771698

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
97.14855277380545

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
3.700748093333332

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.55345546138344

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.972128602880293

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6144140618654671

> <JCHEM_POLAR_SURFACE_AREA>
216.9699999999999

> <JCHEM_REFRACTIVITY>
224.1609

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048014 (Hebevinoside VIII)
Download
PDB for NP0048014 (Hebevinoside VIII)
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       1.238  -4.857   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.903  -0.277   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.014  -3.919   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.263   2.259   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.125   2.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.098   3.294   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       0.603  -0.833   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       1.509  -3.342   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.910  -1.454   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.742  -2.403   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.277   3.975   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      12.871   0.265   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.575   0.160   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.864   1.443   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.200   0.629   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.341   2.891   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.929   2.145   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.023  -0.363   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.825   3.162   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.481   2.669   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       2.957  -2.818   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      15.434  -2.902   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -4.920  -1.410   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       3.776   1.892   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      15.380   1.172   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -4.649   0.106   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      14.333   4.069   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -4.107   3.138   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.332  -2.349   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      10.832   1.985   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      13.394  -1.183   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -2.294  -1.879   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -1.210   4.185   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      -0.304   1.676   0.000  0.00  0.00           O+0
HETATM   62  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   27                                                            
CONECT    7   44                                                            
CONECT    8   44                                                            
CONECT    9   45                                                            
CONECT   10   46                                                            
CONECT   11   47                                                            
CONECT   12   13   14                                                       
CONECT   13   12   23                                                       
CONECT   14   12   24                                                       
CONECT   15   16   28                                                       
CONECT   16   15   34                                                       
CONECT   17   18   45                                                       
CONECT   18   17   46                                                       
CONECT   19   29   30                                                       
CONECT   20   31   47                                                       
CONECT   21   32   57                                                       
CONECT   22   33   56                                                       
CONECT   23    1    2   13                                                  
CONECT   24    3   14   35                                                  
CONECT   25    4   48   56                                                  
CONECT   26    5   49   58                                                  
CONECT   27    6   50   59                                                  
CONECT   28   15   29   45                                                  
CONECT   29   19   28   44                                                  
CONECT   30   19   41   51                                                  
CONECT   31   20   35   60                                                  
CONECT   32   21   36   58                                                  
CONECT   33   22   40   61                                                  
CONECT   34   16   44   62                                                  
CONECT   35   24   31   46                                                  
CONECT   36   32   38   52                                                  
CONECT   37   39   40   53                                                  
CONECT   38   36   42   54                                                  
CONECT   39   37   43   55                                                  
CONECT   40   33   37   59                                                  
CONECT   41   30   45   47                                                  
CONECT   42   38   57   62                                                  
CONECT   43   39   60   61                                                  
CONECT   44    7    8   29   34                                             
CONECT   45    9   17   28   41                                             
CONECT   46   10   18   35   47                                             
CONECT   47   11   20   41   46                                             
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   27                                                            
CONECT   51   30                                                            
CONECT   52   36                                                            
CONECT   53   37                                                            
CONECT   54   38                                                            
CONECT   55   39                                                            
CONECT   56   22   25                                                       
CONECT   57   21   42                                                       
CONECT   58   26   32                                                       
CONECT   59   27   40                                                       
CONECT   60   31   43                                                       
CONECT   61   33   43                                                       
CONECT   62   34   42                                                       
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

Download
3D PDB for NP0048014 (Hebevinoside VIII)
Download
SMILES for NP0048014 (Hebevinoside VIII)
CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(OC(C)=O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O
Download
INCHI for NP0048014 (Hebevinoside VIII)
InChI=1S/C47H74O15/c1-23(2)13-12-14-24(3)35-31(60-43-39(55)37(53)40(59-27(6)50)33(61-43)22-56-25(4)48)20-47(11)41-30(51)19-29-28(45(41,9)17-18-46(35,47)10)15-16-34(44(29,7)8)62-42-38(54)36(52)32(21-57-42)58-26(5)49/h13,19,24,28,30-43,51-55H,12,14-18,20-22H2,1-11H3
Download
View in JSmol
Synonyms
ValueSource
6-3-O-(4-O-Acetyl)-beta-D-xylopyranoside-16-O-(4,6-di-O-acetyl)-beta-D-glucopyranosideHMDB
[3-(Acetyloxy)-6-[(5-{[5-(acetyloxy)-3,4-dihydroxyoxan-2-yl]oxy}-9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl)oxy]-4,5-dihydroxyoxan-2-yl]methyl acetic acidGenerator
Chemical FormulaC47H74O15
Average Mass879.0815 Da
Monoisotopic Mass878.50277 Da
IUPAC Name[3-(acetyloxy)-6-[(5-{[5-(acetyloxy)-3,4-dihydroxyoxan-2-yl]oxy}-9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl)oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate
Traditional Name[3-(acetyloxy)-6-[(5-{[5-(acetyloxy)-3,4-dihydroxyoxan-2-yl]oxy}-9-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-13-yl)oxy]-4,5-dihydroxyoxan-2-yl]methyl acetate
CAS Registry Number101365-10-0
SMILES
CC(CCC=C(C)C)C1C(CC2(C)C3C(O)C=C4C(CCC(OC5OCC(OC(C)=O)C(O)C5O)C4(C)C)C3(C)CCC12C)OC1OC(COC(C)=O)C(OC(C)=O)C(O)C1O
InChI Identifier
InChI=1S/C47H74O15/c1-23(2)13-12-14-24(3)35-31(60-43-39(55)37(53)40(59-27(6)50)33(61-43)22-56-25(4)48)20-47(11)41-30(51)19-29-28(45(41,9)17-18-46(35,47)10)15-16-34(44(29,7)8)62-42-38(54)36(52)32(21-57-42)58-26(5)49/h13,19,24,28,30-43,51-55H,12,14-18,20-22H2,1-11H3
InChI KeyCASUNJDNTPMYBY-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
    • 

  • Hydroxysteroid
    • 

  • 7-hydroxysteroid
    • 

  • Delta-5-steroid
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Tricarboxylic acid or derivatives
    • 

  • Oxane
    • 

  • Monosaccharide
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Carboxylic acid derivative
    • 

  • Acetal
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP4.17ALOGPS
logP3.7ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)11.97ChemAxon
pKa (Strongest Basic)-0.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area216.97 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity224.16 m³·mol⁻¹ChemAxon
Polarizability97.15 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0034598  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013114  
KNApSAcK IDC00023923  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73818331  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References