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Showing NP-Card for (3S,6E)-Nerolidol (NP0338669)

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Record Information
Version2.0
Created at2024-09-11 16:52:28 UTC
Updated at2024-09-11 16:52:29 UTC
NP-MRD IDNP0338669
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3S,6E)-Nerolidol
Description(3S,6E)-Nerolidol belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. (3S,6E)-Nerolidol was first documented in 2019 (PMID: 30607684). Based on a literature review very few articles have been published on (3S,6E)-Nerolidol (PMID: 33362256).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338669 ((3S,6E)-Nerolidol)


  Mrv2104 05262319242D          

 14 13  0  0  0  0            999 V2000
   -3.7714    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0570    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9443    1.4143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6588    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3733    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6588    1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    0.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  6  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  1  0  0  0
  9 13  1  6  0  0  0
  5 14  1  0  0  0  0
M  END
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3D MOL for NP0338669 ((3S,6E)-Nerolidol)

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3D SDF for NP0338669 ((3S,6E)-Nerolidol)

  Mrv2104 05262319242D          

 14 13  0  0  0  0            999 V2000
   -3.7714    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0570    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2299    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9443    1.4143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6588    1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3733    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6588    1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    0.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  6  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  1  0  0  0
  9 13  1  6  0  0  0
  5 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CCC=C)=C/CC[C@](C)(O)C=C

> <INCHI_IDENTIFIER>
InChI=1/C13H22O/c1-5-7-9-12(3)10-8-11-13(4,14)6-2/h5-6,10,14H,1-2,7-9,11H2,3-4H3/b12-10+/t13-/s2

> <INCHI_KEY>
JIFKIUVSUFVKTE-CFMGZDQJNA-N

> <FORMULA>
C13H22O

> <MOLECULAR_WEIGHT>
194.318

> <EXACT_MASS>
194.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.21623584232235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6E)-3,7-dimethylundeca-1,6,10-trien-3-ol

> <JCHEM_LOGP>
3.677210461333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.459388332120984

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2856635435302814

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
64.0537

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6E)-3,7-dimethylundeca-1,6,10-trien-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0338669 ((3S,6E)-Nerolidol)
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PDB for NP0338669 ((3S,6E)-Nerolidol)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -7.040   2.640   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.706   3.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.373   2.640   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.039   3.410   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.705   2.640   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.372   3.410   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.962   2.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.296   3.410   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.629   2.640   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.963   3.410   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.297   2.640   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.963   1.870   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.859   1.306   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.705   1.100   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12   13                                             
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14    5                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

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3D PDB for NP0338669 ((3S,6E)-Nerolidol)
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SMILES for NP0338669 ((3S,6E)-Nerolidol)
C\C(CCC=C)=C/CC[C@](C)(O)C=C
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INCHI for NP0338669 ((3S,6E)-Nerolidol)
InChI=1/C13H22O/c1-5-7-9-12(3)10-8-11-13(4,14)6-2/h5-6,10,14H,1-2,7-9,11H2,3-4H3/b12-10+/t13-/s2
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View in JSmol
SynonymsNot Available
Chemical FormulaC13H22O
Average Mass194.3180 Da
Monoisotopic Mass194.16707 Da
IUPAC Name(3S,6E)-3,7-dimethylundeca-1,6,10-trien-3-ol
Traditional Name(3S,6E)-3,7-dimethylundeca-1,6,10-trien-3-ol
CAS Registry NumberNot Available
SMILES
C\C(CCC=C)=C/CC[C@](C)(O)C=C
InChI Identifier
InChI=1/C13H22O/c1-5-7-9-12(3)10-8-11-13(4,14)6-2/h5-6,10,14H,1-2,7-9,11H2,3-4H3/b12-10+/t13-/s2
InChI KeyJIFKIUVSUFVKTE-CFMGZDQJNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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
    • 

  • Tertiary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP3.68ChemAxon
pKa (Strongest Acidic)18.46ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity64.05 m³·mol⁻¹ChemAxon
Polarizability24.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Favaris AP, Tuler AC, Silva WD, Rodrigues SR, Leal WS, Bento JMS: (3S,6E)-nerolidol-mediated rendezvous of Cyclocephala paraguayensis beetles in bottle gourd flowers. PLoS One. 2020 Dec 23;15(12):e0235028. doi: 10.1371/journal.pone.0235028.  eCollection 2020. [PubMed:33362256  ] 
  2. De Lange ES, Salamanca J, Polashock J, Rodriguez-Saona C: Genotypic Variation and Phenotypic Plasticity in Gene Expression and Emissions of Herbivore-Induced Volatiles, and their Potential Tritrophic Implications, in Cranberries. J Chem Ecol. 2019 Mar;45(3):298-312. doi: 10.1007/s10886-018-1043-0. Epub 2019  Jan 3. [PubMed:30607684  ]