Np mrd loader

Showing NP-Card for (-)-trans-Isopiperitenol (NP0050533)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-27 21:56:03 UTC
Updated at2022-04-27 21:56:03 UTC
NP-MRD IDNP0050533
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-trans-Isopiperitenol
Description(-)-Trans-isopiperitenol, also known as (1S,6R)-isopiperitenol, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. (-)-trans-Isopiperitenol is found in Mentha piperita . Thus, (-)-trans-isopiperitenol is considered to be an isoprenoid lipid molecule (-)-trans-isopiperitenol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050533 ((-)-trans-Isopiperitenol)

 
  Mrv1533006081517332D          
 
 11 11  0  0  1  0            999 V2000
   16.6276  -10.6100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3402  -10.1972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9117  -10.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6310  -11.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3402   -9.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0534  -10.6066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9117   -9.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9151  -11.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3437  -11.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6276   -8.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6310   -8.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
Download

3D MOL for NP0050533 ((-)-trans-Isopiperitenol)

Download
3D SDF for NP0050533 ((-)-trans-Isopiperitenol)
 
  Mrv1533006081517332D          
 
 11 11  0  0  1  0            999 V2000
   16.6276  -10.6100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3402  -10.1972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9117  -10.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6310  -11.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3402   -9.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0534  -10.6066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9117   -9.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9151  -11.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3437  -11.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6276   -8.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6310   -8.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050533

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H]1CCC(C)=C[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9-11H,1,4-5H2,2-3H3/t9-,10+/m1/s1

> <INCHI_KEY>
OLAKPNFIICOONC-ZJUUUORDSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.328995363243273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-ol

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.066955314666666

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.682296065299532

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1881637010379844

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
47.91879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-trans-isopiperitenol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0050533 ((-)-trans-Isopiperitenol)
Download
PDB for NP0050533 ((-)-trans-Isopiperitenol)
HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      31.038 -19.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.368 -19.035   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.702 -19.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.045 -21.341   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.368 -17.493   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      33.700 -19.799   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      29.702 -17.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.708 -22.113   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.375 -22.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.038 -16.727   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.045 -15.185   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10                                                       
CONECT    6    2                                                            
CONECT    7    3   10                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5   11    7                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0050533 ((-)-trans-Isopiperitenol)
Download
SMILES for NP0050533 ((-)-trans-Isopiperitenol)
CC(=C)[C@H]1CCC(C)=C[C@@H]1O
Download
INCHI for NP0050533 ((-)-trans-Isopiperitenol)
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9-11H,1,4-5H2,2-3H3/t9-,10+/m1/s1
Download
View in JSmol
Synonyms
ValueSource
(1S,6R)-IsopiperitenolChEBI
3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-olChEBI
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC Name(1S,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-ol
Traditional Name(-)-trans-isopiperitenol
CAS Registry NumberNot Available
SMILES
CC(=C)[C@H]1CCC(C)=C[C@@H]1O
InChI Identifier
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9-11H,1,4-5H2,2-3H3/t9-,10+/m1/s1
InChI KeyOLAKPNFIICOONC-ZJUUUORDSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Mentha x piperitaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMenthane monoterpenoids  
Alternative Parents
Substituents
  • P-menthane monoterpenoid
    • 

  • Monocyclic monoterpenoid
    • 

  • Secondary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
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
logP2.51ALOGPS
logP2.07ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)18.68ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.92 m³·mol⁻¹ChemAxon
Polarizability18.33 ųChemAxon
Number of Rings1ChemAxon
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 IDC00000815  
Chemspider IDNot Available
KEGG Compound IDC01123  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439410  
PDB IDNot Available
ChEBI ID15406  
Good Scents IDNot Available
References
General ReferencesNot Available