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Showing NP-Card for Spirosta-3,5-diene (NP0047118)

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Record Information
Version2.0
Created at2022-03-17 20:34:56 UTC
Updated at2022-03-17 20:34:56 UTC
NP-MRD IDNP0047118
Secondary Accession NumbersNone
Natural Product Identification
Common NameSpirosta-3,5-diene
DescriptionSpirosta-3,5-diene belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Spirosta-3,5-diene is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047118 (Spirosta-3,5-diene)


  Mrv0541 02241212342D          

 29 34  0  0  0  0            999 V2000
   -3.6941    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797    0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797    1.1118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2652    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2652   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2652    2.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1218    2.7618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8363    2.3493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8363    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    2.3493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9797    1.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    3.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1218    3.5868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3071    3.5867    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3071    2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    4.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    4.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071    4.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    3.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.4118    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
    3.4505    4.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  7  6  1  0  0  0  0
  6 18  1  1  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 20  1  1  0  0  0
 17 13  1  0  0  0  0
 17 22  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  6  0  0  0
 21 26  1  1  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  4  0  0  0
 21 25  1  6  0  0  0
M  END
Download

3D MOL for NP0047118 (Spirosta-3,5-diene)

Download
3D SDF for NP0047118 (Spirosta-3,5-diene)

  Mrv0541 02241212342D          

 29 34  0  0  0  0            999 V2000
   -3.6941    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4086    0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6941   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797    0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797    1.1118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2652    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2652   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    0.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2652    2.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1218    2.7618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8363    2.3493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8363    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    1.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    2.3493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9797    1.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    3.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1218    3.5868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3071    3.5867    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3071    2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    4.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    4.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071    4.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    3.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360    4.4118    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
    3.4505    4.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  7  6  1  0  0  0  0
  6 18  1  1  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 20  1  1  0  0  0
 17 13  1  0  0  0  0
 17 22  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  6  0  0  0
 21 26  1  1  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  4  0  0  0
 21 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0047118

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2[C@H](CC3C4CC=C5C=CCC[C@]5(C)C4CC[C@]23C)O[C@]11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O2/c1-17-10-14-27(28-16-17)18(2)24-23(29-27)15-22-20-9-8-19-7-5-6-12-25(19,3)21(20)11-13-26(22,24)4/h5,7-8,17-18,20-24H,6,9-16H2,1-4H3/t17?,18-,20?,21?,22?,23-,24-,25-,26-,27+/m0/s1

> <INCHI_KEY>
YEQBGJNMHDZXRG-SXPVLPHSSA-N

> <FORMULA>
C27H40O2

> <MOLECULAR_WEIGHT>
396.6053

> <EXACT_MASS>
396.302830524

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
48.90966326646232

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4'S,7'S,8'R,9'S,13'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',18'-diene

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
5.952102324333332

> <ALOGPS_LOGS>
-7.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.049306403055083

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
119.71300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.09e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4'S,7'S,8'R,9'S,13'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',18'-diene

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047118 (Spirosta-3,5-diene)
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PDB for NP0047118 (Spirosta-3,5-diene)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.896   2.845   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.229   2.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.229   0.535   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.896  -0.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.562   0.535   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.562   2.075   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.228   2.845   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.228  -0.235   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.895   0.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.895   2.075   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.895   5.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.228   4.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.227   5.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.561   4.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.561   2.845   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.106   2.845   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.106   4.385   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.562   3.615   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.561   5.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.227   6.695   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.440   6.695   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.440   5.155   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.316   7.784   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.774   9.005   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.440   8.235   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.774   5.925   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.107   6.695   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.107   8.235   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.441   9.005   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7   18                                             
CONECT    7    6   12   10                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    7    9   15                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   14   20   17                                                  
CONECT   14   11   13   15   19                                             
CONECT   15   10   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   13   22                                                  
CONECT   18    6                                                            
CONECT   19   14                                                            
CONECT   20   13   21   23                                                  
CONECT   21   20   22   26   25                                             
CONECT   22   17   21                                                       
CONECT   23   20                                                            
CONECT   24   25   28                                                       
CONECT   25   24   21                                                       
CONECT   26   21   27                                                       
CONECT   27   26   28                                                       
CONECT   28   24   27   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

Download
3D PDB for NP0047118 (Spirosta-3,5-diene)
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SMILES for NP0047118 (Spirosta-3,5-diene)
C[C@H]1[C@H]2[C@H](CC3C4CC=C5C=CCC[C@]5(C)C4CC[C@]23C)O[C@]11CCC(C)CO1
Download
INCHI for NP0047118 (Spirosta-3,5-diene)
InChI=1S/C27H40O2/c1-17-10-14-27(28-16-17)18(2)24-23(29-27)15-22-20-9-8-19-7-5-6-12-25(19,3)21(20)11-13-26(22,24)4/h5,7-8,17-18,20-24H,6,9-16H2,1-4H3/t17?,18-,20?,21?,22?,23-,24-,25-,26-,27+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC27H40O2
Average Mass396.6053 Da
Monoisotopic Mass396.30283 Da
IUPAC Name(2R,4'S,7'S,8'R,9'S,13'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',18'-diene
Traditional Name(2R,4'S,7'S,8'R,9'S,13'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',18'-diene
CAS Registry NumberNot Available
SMILES
C[C@H]1[C@H]2[C@H](CC3C4CC=C5C=CCC[C@]5(C)C4CC[C@]23C)O[C@]11CCC(C)CO1
InChI Identifier
InChI=1S/C27H40O2/c1-17-10-14-27(28-16-17)18(2)24-23(29-27)15-22-20-9-8-19-7-5-6-12-25(19,3)21(20)11-13-26(22,24)4/h5,7-8,17-18,20-24H,6,9-16H2,1-4H3/t17?,18-,20?,21?,22?,23-,24-,25-,26-,27+/m0/s1
InChI KeyYEQBGJNMHDZXRG-SXPVLPHSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trigonella foenum-graecumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Spirostane skeleton
    • 

  • Steroid
    • 

  • Ketal
    • 

  • Oxane
    • 

  • Tetrahydrofuran
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Acetal
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP5.39ALOGPS
logP5.95ChemAxon
logS-7.3ALOGPS
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity119.71 m³·mol⁻¹ChemAxon
Polarizability48.91 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB007367  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available