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Showing NP-Card for (+)-Cleroindicin E (NP0083304)

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Record Information
Version2.0
Created at2022-04-29 04:21:01 UTC
Updated at2022-04-29 04:21:02 UTC
NP-MRD IDNP0083304
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Cleroindicin E
DescriptionCleroindicin E belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (+)-Cleroindicin E is found in Clerodendrum indicum and Millingtonia hortensis. (+)-Cleroindicin E was first documented in 2016 (PMID: 26209262). Based on a literature review very few articles have been published on Cleroindicin E.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0083304 ((+)-Cleroindicin E)


  Mrv1652304292206212D          

 11 12  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  1  0  0  0
  2 11  1  1  0  0  0
M  END
Download

3D MOL for NP0083304 ((+)-Cleroindicin E)

     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
    3.0302    0.3012   -0.7590 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117    0.5267    0.1705 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5751   -0.7511    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225   -0.5789    1.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7336   -0.7574    0.0648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7526   -2.1284   -0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -0.2237    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    1.0357   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1971    0.7184   -1.6558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1338    0.0578   -1.0499 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8142    1.1237   -0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7187    0.4529   -1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    1.2097    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -1.5390    0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2334   -1.0423    1.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812   -1.3136    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588    0.4290    1.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201   -2.5641    0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.0663    1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8050   -0.9344   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7232    1.9008   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756    1.2550   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967   -0.6279   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2988    1.7668    0.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1123    1.7495   -1.3932 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
  4  5  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
 10  5  1  0
  1 12  1  0
  2 13  1  1
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 10 23  1  6
 11 24  1  0
 11 25  1  0
M  END
Download

3D SDF for NP0083304 ((+)-Cleroindicin E)


  Mrv1652304292206212D          

 11 12  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  1  0  0  0
  2 11  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0083304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1CC[C@@]2(O)CCO[C@H]2C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O3/c9-6-1-2-8(10)3-4-11-7(8)5-6/h6-7,9-10H,1-5H2/t6-,7+,8-/m1/s1

> <INCHI_KEY>
BMCMOTVWVYIGFM-GJMOJQLCSA-N

> <FORMULA>
C8H14O3

> <MOLECULAR_WEIGHT>
158.197

> <EXACT_MASS>
158.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
16.558671134987453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3aR,6R,7aS)-octahydro-1-benzofuran-3a,6-diol

> <ALOGPS_LOGP>
-0.54

> <JCHEM_LOGP>
-0.7983926639999998

> <ALOGPS_LOGS>
0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.195797521844334

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.727240271735813

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7257316547713524

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
39.8001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,6R,7aS)-hexahydro-2H-1-benzofuran-3a,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0083304 ((+)-Cleroindicin E)

Download
PDB for NP0083304 ((+)-Cleroindicin E)
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       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.429   5.144   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.591   1.303   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7   10                                             
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    5                                                            
CONECT   11    2                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0083304 ((+)-Cleroindicin E)
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SMILES for NP0083304 ((+)-Cleroindicin E)
O[C@@H]1CC[C@@]2(O)CCO[C@H]2C1
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INCHI for NP0083304 ((+)-Cleroindicin E)
InChI=1S/C8H14O3/c9-6-1-2-8(10)3-4-11-7(8)5-6/h6-7,9-10H,1-5H2/t6-,7+,8-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H14O3
Average Mass158.1970 Da
Monoisotopic Mass158.09429 Da
IUPAC Name(3aR,6R,7aS)-octahydro-1-benzofuran-3a,6-diol
Traditional Name(3aR,6R,7aS)-hexahydro-2H-1-benzofuran-3a,6-diol
CAS Registry NumberNot Available
SMILES
O[C@@H]1CC[C@@]2(O)CCO[C@H]2C1
InChI Identifier
InChI=1S/C8H14O3/c9-6-1-2-8(10)3-4-11-7(8)5-6/h6-7,9-10H,1-5H2/t6-,7+,8-/m1/s1
InChI KeyBMCMOTVWVYIGFM-GJMOJQLCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Clerodendrum indicumPlant
Millingtonia hortensisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzofurans  
Sub ClassNot Available
Direct ParentBenzofurans  
Alternative Parents
Substituents
  • Benzofuran
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • 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
logP-0.54ALOGPS
logP-0.8ChemAxon
logS0.37ALOGPS
pKa (Strongest Acidic)13.73ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.8 m³·mol⁻¹ChemAxon
Polarizability16.56 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00050348  
Chemspider ID9919596  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11744892  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Plioukas M, Gabrieli C, Lazari D, Kokkalou E: Phytochemical analysis with the antioxidant and aldose reductase inhibitory capacities of Tephrosia humilis aerial parts' extracts. Nat Prod Res. 2016 Jun;30(12):1366-72. doi: 10.1080/14786419.2015.1057729. Epub  2015 Jul 24. [PubMed:26209262  ]