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Showing NP-Card for 3-Methyl-2-butenyl-(-)-piperitol (NP0335327)

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Record Information
Version2.0
Created at2024-09-11 01:05:59 UTC
Updated at2024-09-11 01:06:00 UTC
NP-MRD IDNP0335327
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Methyl-2-butenyl-(-)-piperitol
Description3-Methyl-2-butenyl-(-)-piperitol belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Based on a literature review very few articles have been published on 3-Methyl-2-butenyl-(-)-piperitol.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)


  Mrv2104 05262303382D          

 31 35  0  0  0  0            999 V2000
   11.7685   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8740    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6251   -2.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
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  9  8  2  0  0  0  0
 15  1  1  0  0  0  0
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 28 13  1  0  0  0  0
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 30 14  1  0  0  0  0
 30 21  1  0  0  0  0
 31 14  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
Download

3D MOL for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)

Download
3D SDF for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)

  Mrv2104 05262303382D          

 31 35  0  0  0  0            999 V2000
   11.7685   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8740    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7673   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6251   -0.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6251   -2.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    0.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
 16  4  1  0  0  0  0
 16 10  2  0  0  0  0
 17  5  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 11  1  0  0  0  0
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 24 16  1  0  0  0  0
 24 18  1  0  0  0  0
 25 17  1  0  0  0  0
 25 19  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 27  9  1  0  0  0  0
 27 20  1  0  0  0  0
 28 13  1  0  0  0  0
 28 24  1  0  0  0  0
 29 12  1  0  0  0  0
 29 25  1  0  0  0  0
 30 14  1  0  0  0  0
 30 21  1  0  0  0  0
 31 14  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335327

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1/C25H28O6/c1-15(2)8-9-27-20-6-4-16(10-22(20)26-3)24-18-12-29-25(19(18)13-28-24)17-5-7-21-23(11-17)31-14-30-21/h4-11,15,18-19,24-25H,12-14H2,1-3H3/b9-8-

> <INCHI_KEY>
NXUQPWMHPDPMCA-HJWRWDBZNA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.493

> <EXACT_MASS>
424.188588622

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
46.38566701183647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <JCHEM_LOGP>
4.131020814333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7759921890038646

> <JCHEM_POLAR_SURFACE_AREA>
55.38000000000001

> <JCHEM_REFRACTIVITY>
115.42060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)
Download
PDB for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      21.968  -6.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.301  -6.052   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.301  -1.432   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.966  -2.972   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.300  -3.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.634  -3.742   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.301  -2.972   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.300  -0.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.455  -2.622   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.965   1.190   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.634  -5.282   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.966  -1.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.225  -1.288   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.195  -0.144   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.633  -2.972   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.633  -1.432   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.632  -0.662   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      17.967  -0.662   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      17.967  -3.742   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.471   0.870   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.949  -2.302   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   26                                                            
CONECT    4    6   16                                                       
CONECT    5    7   17                                                       
CONECT    6    4   20                                                       
CONECT    7    5   21                                                       
CONECT    8    9   15                                                       
CONECT    9    8   27                                                       
CONECT   10   16   22                                                       
CONECT   11   17   23                                                       
CONECT   12   18   29                                                       
CONECT   13   19   28                                                       
CONECT   14   30   31                                                       
CONECT   15    1    2    8                                                  
CONECT   16    4   10   24                                                  
CONECT   17    5   11   25                                                  
CONECT   18   12   19   24                                                  
CONECT   19   13   18   25                                                  
CONECT   20    6   22   27                                                  
CONECT   21    7   23   30                                                  
CONECT   22   10   20   26                                                  
CONECT   23   11   21   31                                                  
CONECT   24   16   18   28                                                  
CONECT   25   17   19   29                                                  
CONECT   26    3   22                                                       
CONECT   27    9   20                                                       
CONECT   28   13   24                                                       
CONECT   29   12   25                                                       
CONECT   30   14   21                                                       
CONECT   31   14   23                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

Download
3D PDB for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)
Download
SMILES for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)
COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1
Download
INCHI for NP0335327 (3-Methyl-2-butenyl-(-)-piperitol)
InChI=1/C25H28O6/c1-15(2)8-9-27-20-6-4-16(10-22(20)26-3)24-18-12-29-25(19(18)13-28-24)17-5-7-21-23(11-17)31-14-30-21/h4-11,15,18-19,24-25H,12-14H2,1-3H3/b9-8-
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View in JSmol
SynonymsNot Available
Chemical FormulaC25H28O6
Average Mass424.4930 Da
Monoisotopic Mass424.18859 Da
IUPAC Name5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole
Traditional Name5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole
CAS Registry NumberNot Available
SMILES
COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1/C25H28O6/c1-15(2)8-9-27-20-6-4-16(10-22(20)26-3)24-18-12-29-25(19(18)13-28-24)17-5-7-21-23(11-17)31-14-30-21/h4-11,15,18-19,24-25H,12-14H2,1-3H3/b9-8-
InChI KeyNXUQPWMHPDPMCA-HJWRWDBZNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.
KingdomOrganic compounds  
Super ClassLignans, neolignans and related compounds  
ClassFuranoid lignans  
Sub ClassNot Available
Direct ParentFuranoid lignans  
Alternative Parents
Substituents
  • Furanoid lignan
    • 

  • Furofuran lignan skeleton
    • 

  • Benzodioxole
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Furofuran
    • 

  • Alkyl aryl ether
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Tetrahydrofuran
    • 

  • Acetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Dialkyl ether
    • 

  • Ether
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • 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
logP4.13ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area55.38 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity115.42 m³·mol⁻¹ChemAxon
Polarizability46.39 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available