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Showing NP-Card for (6E)-8-hydroxygeraniol (NP0049992)

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Record Information
Version2.0
Created at2022-03-17 21:21:26 UTC
Updated at2022-03-17 21:21:26 UTC
NP-MRD IDNP0049992
Secondary Accession NumbersNone
Natural Product Identification
Common Name(6E)-8-hydroxygeraniol
Description(6E)-8-hydroxygeraniol belongs to the class of organic compounds known as acyclic monoterpenoids. (6E)-8-hydroxygeraniol is found in Catharanthus roseus, Centaurium erythraea and Cistanche tubulosa. These are monoterpenes that do not contain a cycle (6E)-8-hydroxygeraniol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049992 ((6E)-8-hydroxygeraniol)


  Mrv1652311151709592D          

 12 11  0  0  0  0            999 V2000
   -1.4413   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0133   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -1.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273   -0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0133    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    0.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  2  0  0  0  0
  5  6  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
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for NP0049992 ((6E)-8-hydroxygeraniol)

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3D SDF for NP0049992 ((6E)-8-hydroxygeraniol)

  Mrv1652311151709592D          

 12 11  0  0  0  0            999 V2000
   -1.4413   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273   -1.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0133   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -1.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273   -0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0133    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    0.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  2  0  0  0  0
  5  6  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
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CO)=C/CC\C(C)=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5+

> <INCHI_KEY>
PREUOUJFXMCMSJ-TXFIJWAUSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.252

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.61401132129557

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E)-2,6-dimethylocta-2,6-diene-1,8-diol

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.221612139333333

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.815830404850864

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.15821115210554

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0797068162582972

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
52.9568

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxygeraniol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0049992 ((6E)-8-hydroxygeraniol)
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PDB for NP0049992 ((6E)-8-hydroxygeraniol)
HEADER    PROTEIN                                 15-NOV-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-NOV-17         0                                  
HETATM    1  C   UNK     0      -2.690  -3.472   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.358  -2.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.025  -3.472   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.338  -2.861   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.358  -1.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.690  -0.386   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.690   1.157   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.358   1.929   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.358   3.472   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.025   1.157   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.318   1.929   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.690   1.227   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Download
3D PDB for NP0049992 ((6E)-8-hydroxygeraniol)
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SMILES for NP0049992 ((6E)-8-hydroxygeraniol)
C\C(CO)=C/CC\C(C)=C\CO
Download
INCHI for NP0049992 ((6E)-8-hydroxygeraniol)
InChI=1S/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5+
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View in JSmol
Synonyms
ValueSource
(e)-8-HydroxygeraniolChEBI
8-HydroxygeraniolChEBI
trans,trans-2,6-Dimethyl-2,6-octadiene-1,8-diolChEBI
10-HydroxygeraniolKegg
Chemical FormulaC10H18O2
Average Mass170.2520 Da
Monoisotopic Mass170.13068 Da
IUPAC Name(2E,6E)-2,6-dimethylocta-2,6-diene-1,8-diol
Traditional Name8-hydroxygeraniol
CAS Registry Number26488-97-1
SMILES
C\C(CO)=C/CC\C(C)=C\CO
InChI Identifier
InChI=1S/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5+
InChI KeyPREUOUJFXMCMSJ-TXFIJWAUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Catharanthus roseusLOTUS Database
Centaurium erythraeaPlant
Cistanche tubulosaLOTUS Database
VitisFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentAcyclic monoterpenoids  
Alternative Parents
Substituents
  • Acyclic monoterpenoid
    • 

  • Fatty alcohol
    • 

  • Fatty acyl
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP1.62ALOGPS
logP1.22ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)16.16ChemAxon
pKa (Strongest Basic)-2.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity52.96 m³·mol⁻¹ChemAxon
Polarizability20.61 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030129  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC17621  
BioCyc IDCPD-7857  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5363397  
PDB IDNot Available
ChEBI ID64235  
Good Scents IDNot Available
References
General ReferencesNot Available