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Showing NP-Card for alpha-Phellandren-8-ol (NP0071660)

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Record Information
Version2.0
Created at2022-04-28 17:00:35 UTC
Updated at2022-04-28 17:00:35 UTC
NP-MRD IDNP0071660
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Phellandren-8-ol
Description(R)-p-Mentha-1,5-diene-8-ol 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. alpha-Phellandren-8-ol is found in Anthemis aciphylla, Anthemis aciphylla BOISS.var.discoidea BOISS, Citrus limon , Pinus mugo subsp. Mugo and Pinus sibirica. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (R)-p-Mentha-1,5-diene-8-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0071660 (alpha-Phellandren-8-ol)


  Mrv1652310101716232D          

 12 12  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
  9 10  1  1  0  0  0
 11 10  1  0  0  0  0
  9 12  1  6  0  0  0
M  END
Download

3D MOL for NP0071660 (alpha-Phellandren-8-ol)

     RDKit          3D

 27 27  0  0  0  0  0  0  0  0999 V2000
    3.8598   -0.0123   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811    0.1557   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788    0.8548   -0.8778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337    1.0454   -0.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353    0.4243    0.3625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6681   -0.3997   -0.0738 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3489   -1.0320    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5863    0.5415   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501   -1.3796   -0.9655 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990   -0.3288    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6887   -0.4605    1.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805   -0.2349    0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380    0.9834   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -0.7978   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602    1.3030   -1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1966    0.5296   -1.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    2.1491   -0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9234    1.2939    0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317   -0.4526    2.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -2.0996    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4465   -1.0620    0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4408    1.5831   -0.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435    0.2251   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    0.5590   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956   -1.5037   -1.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0157   -0.8461    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -1.0385    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 11  1  0
 11 10  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  6
 10  5  1  0
  5 18  1  1
  4 16  1  0
  4 17  1  0
  3 15  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
 11 27  1  0
 10 26  1  0
  7 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
M  END
Download

3D SDF for NP0071660 (alpha-Phellandren-8-ol)


  Mrv1652310101716232D          

 12 12  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
  9 10  1  1  0  0  0
 11 10  1  0  0  0  0
  9 12  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0071660

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-8-4-6-9(7-5-8)10(2,3)11/h4-6,9,11H,7H2,1-3H3/t9-/m0/s1

> <INCHI_KEY>
FQEXRDMYDXBXEO-VIFPVBQESA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.29959312718382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R)-4-methylcyclohexa-2,4-dien-1-yl]propan-2-ol

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
1.812375851

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.342181660914182

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8995297415161366

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
49.5785

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R)-4-methylcyclohexa-2,4-dien-1-yl]propan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0071660 (alpha-Phellandren-8-ol)

Download
PDB for NP0071660 (alpha-Phellandren-8-ol)
HEADER    PROTEIN                                 10-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-17         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.874   3.850   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4    6    8                                                       
CONECT    5    7    8                                                       
CONECT    6    4    9                                                       
CONECT    7    5    9                                                       
CONECT    8    1    4    5                                                  
CONECT    9    6    7   10   12                                             
CONECT   10    2    3    9   11                                             
CONECT   11   10                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0071660 (alpha-Phellandren-8-ol)
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SMILES for NP0071660 (alpha-Phellandren-8-ol)
[H][C@]1(CC=C(C)C=C1)C(C)(C)O
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INCHI for NP0071660 (alpha-Phellandren-8-ol)
InChI=1S/C10H16O/c1-8-4-6-9(7-5-8)10(2,3)11/h4-6,9,11H,7H2,1-3H3/t9-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC Name2-[(1R)-4-methylcyclohexa-2,4-dien-1-yl]propan-2-ol
Traditional Name2-[(1R)-4-methylcyclohexa-2,4-dien-1-yl]propan-2-ol
CAS Registry NumberNot Available
SMILES
[H][C@]1(CC=C(C)C=C1)C(C)(C)O
InChI Identifier
InChI=1S/C10H16O/c1-8-4-6-9(7-5-8)10(2,3)11/h4-6,9,11H,7H2,1-3H3/t9-/m0/s1
InChI KeyFQEXRDMYDXBXEO-VIFPVBQESA-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
Anthemis aciphyllaLOTUS Database
Anthemis aciphylla BOISS.var.discoidea BOISSPlant
Citrus limonPlant
Pinus mugo subsp. MugoPlant
Pinus sibiricaPlant
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
    • 

  • Tertiary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP2.73ALOGPS
logP1.81ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)19.34ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.58 m³·mol⁻¹ChemAxon
Polarizability18.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0182543  
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 Compound13965283  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available