Np mrd loader

Showing NP-Card for Swietenitin H (NP0081709)

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Record Information
Version2.0
Created at2022-04-29 02:47:29 UTC
Updated at2022-04-29 02:47:29 UTC
NP-MRD IDNP0081709
Secondary Accession NumbersNone
Natural Product Identification
Common NameSwietenitin H
Description(1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1⁵,⁸.0¹,¹².0³,⁸.0⁷,¹²]Octadecan-4-yl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Swietenitin H is found in Swietenia macrophylla . Based on a literature review very few articles have been published on (1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1⁵,⁸.0¹,¹².0³,⁸.0⁷,¹²]Octadecan-4-yl (2E)-2-methylbut-2-enoate.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0081709 (Swietenitin H)


  Mrv1652304292204472D          

 62 68  0  0  1  0            999 V2000
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M  END
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3D MOL for NP0081709 (Swietenitin H)

Download
3D SDF for NP0081709 (Swietenitin H)

  Mrv1652304292204472D          

 62 68  0  0  1  0            999 V2000
    5.1560    1.9462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0081709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)O[C@@H]1[C@]2(OC(C)=O)[C@H](OC(=O)C(\C)=C\C)[C@@]3(C)C[C@]22O[C@]4(C)O[C@]11[C@H](CC(=O)OC)[C@@](C)(C[C@H](OC(C)=O)[C@]1(O4)[C@@]2(C)[C@@H]3CC(=O)OC)[C@H](OC(C)=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C44H56O18/c1-13-22(3)34(51)58-35-38(8)21-41-39(9,27(38)17-31(49)52-11)44-29(55-23(4)45)19-37(7,33(56-24(5)46)26-15-16-54-20-26)28(18-32(50)53-12)42(44,61-40(10,60-41)62-44)36(57-30(48)14-2)43(35,41)59-25(6)47/h13,15-16,20,27-29,33,35-36H,14,17-19,21H2,1-12H3/b22-13+/t27-,28-,29+,33-,35-,36+,37-,38+,39+,40-,41-,42-,43-,44+/m1/s1

> <INCHI_KEY>
CSEGILGYHYMKDO-KNGTZUHESA-N

> <FORMULA>
C44H56O18

> <MOLECULAR_WEIGHT>
872.914

> <EXACT_MASS>
872.346664963

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
118

> <JCHEM_AVERAGE_POLARIZABILITY>
80.93074155540123

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1^{5,8}.0^{1,12}.0^{3,8}.0^{7,12}]octadecan-4-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
4.056221244999996

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.862329640155388

> <JCHEM_POLAR_SURFACE_AREA>
224.92999999999992

> <JCHEM_REFRACTIVITY>
206.2231000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1^{5,8}.0^{1,12}.0^{3,8}.0^{7,12}]octadecan-4-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0081709 (Swietenitin H)
Download
PDB for NP0081709 (Swietenitin H)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       9.625   3.633   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.953   2.836   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.361   1.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.839   0.670   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.158   1.527   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.074   3.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.697   1.556   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.493   0.237   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.032   0.266   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      15.827  -1.053   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      15.777   1.614   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.442   2.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.789   4.299   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.914   5.351   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.262   4.606   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.970   3.094   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.042   0.266   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.913  -0.868   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.283  -1.573   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.578  -0.740   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      11.357  -3.111   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      12.726  -3.816   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.079   0.489   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.586   1.159   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.551   2.771   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.166   3.531   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.600   4.242   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.565   2.507   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.065   0.960   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.242  -0.342   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.703  -0.280   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.987   1.084   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.880  -1.581   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.659  -1.519   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.482  -2.821   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.595  -2.945   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.865   3.575   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.035   2.680   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.140   5.711   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.637   6.048   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.594   4.914   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       2.177   7.517   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.674   7.854   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.763   4.950   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       6.264   4.563   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       7.967   4.062   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       9.328   2.585   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       8.873   4.405   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       8.780   5.370   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       5.363  -0.364   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       3.931  -0.933   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       2.393  -0.870   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       3.708  -2.457   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       7.245  -1.042   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       6.002  -1.951   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       4.593  -1.329   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       6.168  -3.482   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       7.577  -4.104   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       9.571   5.172   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      10.878   5.988   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      10.825   7.527   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      12.237   5.264   0.000  0.00  0.00           C+0
CONECT    1    2    6   59                                                  
CONECT    2    1    3   26   48                                             
CONECT    3    2    4   23   47                                             
CONECT    4    3    5   18                                                  
CONECT    5    4    6    7   17                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17    5                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23    3   24   54                                                  
CONECT   24   23   25   29   50                                             
CONECT   25   24   26   37   45                                             
CONECT   26   25    2   27   44                                             
CONECT   27   26   28   39                                                  
CONECT   28   27   29   37   38                                             
CONECT   29   28   24   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33                                                            
CONECT   37   28   25                                                       
CONECT   38   28                                                            
CONECT   39   27   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42                                                            
CONECT   44   26                                                            
CONECT   45   25   46                                                       
CONECT   46   45   47   48   49                                             
CONECT   47   46    3                                                       
CONECT   48   46    2                                                       
CONECT   49   46                                                            
CONECT   50   24   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   23   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57                                                            
CONECT   59    1   60                                                       
CONECT   60   59   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  136    0
END

Download
3D PDB for NP0081709 (Swietenitin H)
Download
SMILES for NP0081709 (Swietenitin H)
CCC(=O)O[C@@H]1[C@]2(OC(C)=O)[C@H](OC(=O)C(\C)=C\C)[C@@]3(C)C[C@]22O[C@]4(C)O[C@]11[C@H](CC(=O)OC)[C@@](C)(C[C@H](OC(C)=O)[C@]1(O4)[C@@]2(C)[C@@H]3CC(=O)OC)[C@H](OC(C)=O)C1=COC=C1
Download
INCHI for NP0081709 (Swietenitin H)
InChI=1S/C44H56O18/c1-13-22(3)34(51)58-35-38(8)21-41-39(9,27(38)17-31(49)52-11)44-29(55-23(4)45)19-37(7,33(56-24(5)46)26-15-16-54-20-26)28(18-32(50)53-12)42(44,61-40(10,60-41)62-44)36(57-30(48)14-2)43(35,41)59-25(6)47/h13,15-16,20,27-29,33,35-36H,14,17-19,21H2,1-12H3/b22-13+/t27-,28-,29+,33-,35-,36+,37-,38+,39+,40-,41-,42-,43-,44+/m1/s1
Download
View in JSmol
Synonyms
ValueSource
(1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-Bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1,.0,.0,.0,]octadecan-4-yl (2E)-2-methylbut-2-enoic acidGenerator
Chemical FormulaC44H56O18
Average Mass872.9140 Da
Monoisotopic Mass872.34666 Da
IUPAC Name(1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1^{5,8}.0^{1,12}.0^{3,8}.0^{7,12}]octadecan-4-yl (2E)-2-methylbut-2-enoate
Traditional Name(1R,2S,3R,4R,5S,6R,7S,8R,10R,12R,13S,15R,16R)-3,13-bis(acetyloxy)-15-[(S)-(acetyloxy)(furan-3-yl)methyl]-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-(propanoyloxy)-9,11,17-trioxahexacyclo[8.6.1.1^{5,8}.0^{1,12}.0^{3,8}.0^{7,12}]octadecan-4-yl (2E)-2-methylbut-2-enoate
CAS Registry NumberNot Available
SMILES
CCC(=O)O[C@@H]1[C@]2(OC(C)=O)[C@H](OC(=O)C(\C)=C\C)[C@@]3(C)C[C@]22O[C@]4(C)O[C@]11[C@H](CC(=O)OC)[C@@](C)(C[C@H](OC(C)=O)[C@]1(O4)[C@@]2(C)[C@@H]3CC(=O)OC)[C@H](OC(C)=O)C1=COC=C1
InChI Identifier
InChI=1S/C44H56O18/c1-13-22(3)34(51)58-35-38(8)21-41-39(9,27(38)17-31(49)52-11)44-29(55-23(4)45)19-37(7,33(56-24(5)46)26-15-16-54-20-26)28(18-32(50)53-12)42(44,61-40(10,60-41)62-44)36(57-30(48)14-2)43(35,41)59-25(6)47/h13,15-16,20,27-29,33,35-36H,14,17-19,21H2,1-12H3/b22-13+/t27-,28-,29+,33-,35-,36+,37-,38+,39+,40-,41-,42-,43-,44+/m1/s1
InChI KeyCSEGILGYHYMKDO-KNGTZUHESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Swietenia macrophyllaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassEicosanoids  
Direct ParentProstaglandins and related compounds  
Alternative Parents
Substituents
  • Prostaglandin skeleton
    • 

  • Diterpenoid
    • 

  • Ortho ester
    • 

  • Fatty acid ester
    • 

  • Dioxepane
    • 

  • Carboxylic acid orthoester
    • 

  • 1,3-dioxepane
    • 

  • Meta-dioxane
    • 

  • Heteroaromatic compound
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Methyl ester
    • 

  • Furan
    • 

  • Meta-dioxolane
    • 

  • Orthocarboxylic acid derivative
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP3.31ALOGPS
logP4.06ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area224.93 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity206.22 m³·mol⁻¹ChemAxon
Polarizability80.93 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162853177  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available