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Showing NP-Card for (4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol (NP0197459)

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Record Information
Version2.0
Created at2022-09-04 15:44:02 UTC
Updated at2022-09-04 15:44:02 UTC
NP-MRD IDNP0197459
Secondary Accession NumbersNone
Natural Product Identification
Common Name(4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol
DescriptionScholarein B belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. (4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol is found in Alstonia scholaris. Based on a literature review very few articles have been published on Scholarein B.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)


  Mrv1652309042217442D          

 11 12  0  0  1  0            999 V2000
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
  6 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
Download

3D MOL for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    2.1185   -1.0667   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3881    0.0697   -0.6976 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5548    1.2826    0.2285 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2643    2.4345   -0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942    1.0270    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    0.7133    0.2318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8264   -0.0925    0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6573   -0.6418   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252   -1.5354   -1.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -1.5190   -0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0672   -0.1203   -0.8587 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1236   -1.9807   -0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208   -1.2798    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020   -0.7554    0.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962    0.3245   -1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5209    1.2965    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0171    3.1889    0.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    1.9053    1.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6619    0.1672    1.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1325    1.6528   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4776    0.5414    1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4565   -0.9190    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5898   -1.0815    0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372    0.2764   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0775   -2.1452   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3264   -2.0201    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3644    0.2773   -1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
 11  6  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  6
  3 16  1  1
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  6
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  6
M  END
Download

3D SDF for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)


  Mrv1652309042217442D          

 11 12  0  0  1  0            999 V2000
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
  6 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0197459

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H](O)C[C@@H]2CCOC[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C9H16O2/c1-6-8-5-11-3-2-7(8)4-9(6)10/h6-10H,2-5H2,1H3/t6-,7-,8+,9-/m0/s1

> <INCHI_KEY>
UBFMJSQYGGXUBD-MAUMQABQSA-N

> <FORMULA>
C9H16O2

> <MOLECULAR_WEIGHT>
156.225

> <EXACT_MASS>
156.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.4532948368769

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aS,6S,7S,7aS)-7-methyl-octahydrocyclopenta[c]pyran-6-ol

> <JCHEM_LOGP>
0.5860045510000005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.936888779232941

> <JCHEM_PKA_STRONGEST_BASIC>
-2.826404847963511

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
43.11460000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,6S,7S,7aS)-7-methyl-octahydrocyclopenta[c]pyran-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)

Download
PDB for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)
HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.258  -2.073   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6    2                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)
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SMILES for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)
C[C@@H]1[C@@H](O)C[C@@H]2CCOC[C@H]12
Download
INCHI for NP0197459 ((4as,6s,7s,7as)-7-methyl-octahydrocyclopenta[c]pyran-6-ol)
InChI=1S/C9H16O2/c1-6-8-5-11-3-2-7(8)4-9(6)10/h6-10H,2-5H2,1H3/t6-,7-,8+,9-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC9H16O2
Average Mass156.2250 Da
Monoisotopic Mass156.11503 Da
IUPAC Name(4aS,6S,7S,7aS)-7-methyl-octahydrocyclopenta[c]pyran-6-ol
Traditional Name(4aS,6S,7S,7aS)-7-methyl-octahydrocyclopenta[c]pyran-6-ol
CAS Registry NumberNot Available
SMILES
C[C@@H]1[C@@H](O)C[C@@H]2CCOC[C@H]12
InChI Identifier
InChI=1S/C9H16O2/c1-6-8-5-11-3-2-7(8)4-9(6)10/h6-10H,2-5H2,1H3/t6-,7-,8+,9-/m0/s1
InChI KeyUBFMJSQYGGXUBD-MAUMQABQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Alstonia Alstonia scholarisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentIridoids and derivatives  
Alternative Parents
Substituents
  • Iridoid-skeleton
    • 

  • Bicyclic monoterpenoid
    • 

  • Oxane
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen 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
logP0.59ChemAxon
pKa (Strongest Acidic)14.94ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.11 m³·mol⁻¹ChemAxon
Polarizability17.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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 Compound102034145  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]