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Showing NP-Card for Chamomillol (NP0049632)

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Record Information
Version2.0
Created at2022-03-17 21:15:36 UTC
Updated at2022-03-17 21:15:37 UTC
NP-MRD IDNP0049632
Secondary Accession NumbersNone
Natural Product Identification
Common NameChamomillol
DescriptionChamomillol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Chamomillol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Chamomillol has been detected, but not quantified in, a few different foods, such as german camomiles, herbs and spices, and tea. Chamomillol is found in Ageratina adenophora, Fabiana imbricata, Guatteriopsis blepharophylla and Matricaria chamomilla. This could make chamomillol a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049632 (Chamomillol)


  Mrv0541 02241218122D          

 18 19  0  0  0  0            999 V2000
    0.1351   -4.1355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8495   -3.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -4.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -4.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495   -5.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -4.9605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2939   -4.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -3.7230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5794   -5.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2939   -4.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2785   -3.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -2.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -6.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -3.3105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -5.7855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -3.3105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  9  1  0  0  0  0
  1  6  1  0  0  0  0
  8  1  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
  3 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  6  0  0  0
  8 16  1  1  0  0  0
  6 17  1  6  0  0  0
  1 18  1  6  0  0  0
M  END
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3D MOL for NP0049632 (Chamomillol)

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3D SDF for NP0049632 (Chamomillol)

  Mrv0541 02241218122D          

 18 19  0  0  0  0            999 V2000
    0.1351   -4.1355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8495   -3.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -4.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -4.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495   -5.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -4.9605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2939   -4.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -3.7230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5794   -5.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2939   -4.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2785   -3.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -2.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -6.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2939   -3.3105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -5.7855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -3.3105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  9  1  0  0  0  0
  1  6  1  0  0  0  0
  8  1  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
  3 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  6  0  0  0
  8 16  1  1  0  0  0
  6 17  1  6  0  0  0
  1 18  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0049632

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC(C)=C[C@]1([H])[C@](O)(CC[C@H]2C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10(2)15(16)8-7-12(4)13-6-5-11(3)9-14(13)15/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13+,14+,15+/m1/s1

> <INCHI_KEY>
MUROKQYXIPVTGD-QPSCCSFWSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.49338607401154

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R,4aS,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-ol

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
3.6946274139999993

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.15042296540789468

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.2765

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,4aS,8aR)-1-isopropyl-4,7-dimethyl-3,4,4a,5,6,8a-hexahydro-2H-naphthalen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0049632 (Chamomillol)
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PDB for NP0049632 (Chamomillol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.252  -7.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.586  -6.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.919  -7.720   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.919  -9.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.586 -10.030   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.252  -9.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.415  -7.720   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.082  -6.950   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.082 -10.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.415  -9.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.253  -6.950   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.082  -5.410   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.252  -4.640   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.415  -4.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.082 -11.570   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.415  -6.180   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       0.252 -10.800   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.252  -6.180   0.000  0.00  0.00           H+0
CONECT    1    2    6    8   18                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9    1   17                                             
CONECT    7    8   10                                                       
CONECT    8    1    7   12   16                                             
CONECT    9    6   10   15                                                  
CONECT   10    9    7                                                       
CONECT   11    3                                                            
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9                                                            
CONECT   16    8                                                            
CONECT   17    6                                                            
CONECT   18    1                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

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3D PDB for NP0049632 (Chamomillol)
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SMILES for NP0049632 (Chamomillol)
[H][C@@]12CCC(C)=C[C@]1([H])[C@](O)(CC[C@H]2C)C(C)C
Download
INCHI for NP0049632 (Chamomillol)
InChI=1S/C15H26O/c1-10(2)15(16)8-7-12(4)13-6-5-11(3)9-14(13)15/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13+,14+,15+/m1/s1
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Synonyms
ValueSource
ChamomillolMeSH
Chemical FormulaC15H26O
Average Mass222.3663 Da
Monoisotopic Mass222.19837 Da
IUPAC Name(1S,4R,4aS,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-ol
Traditional Name(1S,4R,4aS,8aR)-1-isopropyl-4,7-dimethyl-3,4,4a,5,6,8a-hexahydro-2H-naphthalen-1-ol
CAS Registry Number86341-93-7
SMILES
[H][C@@]12CCC(C)=C[C@]1([H])[C@](O)(CC[C@H]2C)C(C)C
InChI Identifier
InChI=1S/C15H26O/c1-10(2)15(16)8-7-12(4)13-6-5-11(3)9-14(13)15/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13+,14+,15+/m1/s1
InChI KeyMUROKQYXIPVTGD-QPSCCSFWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ageratina adenophoraLOTUS Database
Fabiana imbricataLOTUS Database
Guatteriopsis blepharophyllaPlant
Matricaria chamomillaLOTUS Database
Matricaria recutitaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Sesquiterpenoid
    • 

  • Cadinane sesquiterpenoid
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP3.74ALOGPS
logP3.69ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-0.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.28 m³·mol⁻¹ChemAxon
Polarizability27.49 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040422  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020155  
KNApSAcK IDNot Available
Chemspider ID30777490  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102095305  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References