Np mrd loader

Showing NP-Card for Patchoulan-1,12-diol (NP0064331)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-28 08:35:13 UTC
Updated at2022-04-28 08:35:13 UTC
NP-MRD IDNP0064331
Secondary Accession NumbersNone
Natural Product Identification
Common NamePatchoulan-1,12-diol
Description5(1->10)-Abeo-1,12-patchoulanediol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 5(1->10)-Abeo-1,12-patchoulanediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5(1->10)-abeo-1,12-patchoulanediol has been detected, but not quantified in, herbs and spices. Patchoulan-1,12-diol is found in Pogostemon cablin . This could make 5(1->10)-abeo-1,12-patchoulanediol a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0064331 (Patchoulan-1,12-diol)


  Mrv0541 01111302132D          

 18 20  0  0  0  0            999 V2000
    0.0551    1.5261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0551   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8594   -0.1441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2174    0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595    1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745    1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -0.0682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5899    0.1868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5899    1.0117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6294   -0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4364   -1.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899   -0.6382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    1.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551    2.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2761    0.4393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4461    1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  9  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  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
  9 13  1  6  0  0  0
 10 14  1  6  0  0  0
  1 15  1  6  0  0  0
  9  1  1  0  0  0  0
  3 16  1  1  0  0  0
 10 16  1  1  0  0  0
 16 17  1  1  0  0  0
 16 18  1  1  0  0  0
M  END
Download

3D MOL for NP0064331 (Patchoulan-1,12-diol)

Download
3D SDF for NP0064331 (Patchoulan-1,12-diol)

  Mrv0541 01111302132D          

 18 20  0  0  0  0            999 V2000
    0.0551    1.5261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0551   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8594   -0.1441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2174    0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595    1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745    1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    0.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3745   -0.0682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5899    0.1868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5899    1.0117    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6294   -0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4364   -1.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899   -0.6382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    1.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551    2.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2761    0.4393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4461    1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  9  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  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
  9 13  1  6  0  0  0
 10 14  1  6  0  0  0
  1 15  1  6  0  0  0
  9  1  1  0  0  0  0
  3 16  1  1  0  0  0
 10 16  1  1  0  0  0
 16 17  1  1  0  0  0
 16 18  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0064331

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-13(2)11-5-6-14(3)12(8-11)10(9-16)4-7-15(13,14)17/h10-12,16-17H,4-9H2,1-3H3/t10-,11-,12+,14+,15+/m1/s1

> <INCHI_KEY>
RTSORXBIZDRAMP-MUGBGTHKSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.060152860536455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
2.144620475999999

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.995533310571965

> <JCHEM_PKA_STRONGEST_BASIC>
0.29786346901782823

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
68.0702

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0064331 (Patchoulan-1,12-diol)
Download
PDB for NP0064331 (Patchoulan-1,12-diol)
HEADER    PROTEIN                                 11-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-13         0                                  
HETATM    1  C   UNK     0       0.103   2.849   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.103  -0.612   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.604  -0.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.272   1.119   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.604   2.506   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.566   2.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.471   1.119   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.566  -0.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.101   0.349   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.101   1.889   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.042  -1.592   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.548  -1.912   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0      -1.101  -1.191   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0      -1.101   3.429   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.103   4.389   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.515   0.820   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.699   2.453   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.081  -1.693   0.000  0.00  0.00           C+0
CONECT    1   10    5   15    9                                             
CONECT    2    9    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    2    8   13    1                                             
CONECT   10    1    6   14   16                                             
CONECT   11    8   12                                                       
CONECT   12   11                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    1                                                            
CONECT   16    3   10   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

Download
3D PDB for NP0064331 (Patchoulan-1,12-diol)
Download
SMILES for NP0064331 (Patchoulan-1,12-diol)
[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C
Download
INCHI for NP0064331 (Patchoulan-1,12-diol)
InChI=1S/C15H26O2/c1-13(2)11-5-6-14(3)12(8-11)10(9-16)4-7-15(13,14)17/h10-12,16-17H,4-9H2,1-3H3/t10-,11-,12+,14+,15+/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC15H26O2
Average Mass238.3657 Da
Monoisotopic Mass238.19328 Da
IUPAC Name(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol
Traditional Name(1R,3S,6S,7S,8S)-6-(hydroxymethyl)-2,2,8-trimethyltricyclo[5.3.1.0³,⁸]undecan-3-ol
CAS Registry NumberNot Available
SMILES
[H][C@@]12C[C@H]3CC[C@]1(C)[C@](O)(CC[C@@H]2CO)C3(C)C
InChI Identifier
InChI=1S/C15H26O2/c1-13(2)11-5-6-14(3)12(8-11)10(9-16)4-7-15(13,14)17/h10-12,16-17H,4-9H2,1-3H3/t10-,11-,12+,14+,15+/m1/s1
InChI KeyRTSORXBIZDRAMP-MUGBGTHKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Pogostemon cablinPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentTertiary alcohols  
Alternative Parents
Substituents
  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP2.87ALOGPS
logP2.14ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)18ChemAxon
pKa (Strongest Basic)0.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.07 m³·mol⁻¹ChemAxon
Polarizability28.06 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037284  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016303  
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