NP-MRD: Showing NP-Card for (3R,6E)-Nerolidol (NP0044926)

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Record Information

Version

2.0

Created at

2022-03-10 18:51:15 UTC

Updated at

2022-03-10 22:16:33 UTC

NP-MRD ID

NP0044926

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3R,6E)-Nerolidol

Description

(3R,6E)-Nerolidol or Nerolidol, also known as peruviol and penetrol , is a naturally occurring sesquiterpene alcohol found in the essential oils of many types of plants and flowers. It is formally classified as an alkylalcohol although it is biochemically an acyclic sesquiterpene as it synthesized via isoprene units. Acyclic sesequiterpenes do not contain a cycle. Nerolidol is an extremely weak basic (essentially neutral) compound (based on its pKa). There are two isomers of nerolidol, cis and trans, which differ in the geometry about the central double bond. Nerolidol is present in neroli, ginger, jasmine, lavender, tea tree, Cannabis sativa, and lemon grass, and is a dominant scent compound in Brassavola nodosa. Nerolidol has a woody, floral, waxy or citrus odor and used in perfumery. It is also used in non-cosmetic products such as detergents and cleansers. It is known for various biological activities include antioxidant, anti fungal, anticancer, and antimicrobial activity.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 41  0  0  0  0  0  0  0  0999 V2000
   -4.8014   -0.6400    1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3483    0.5688    0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    0.6880   -0.5465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2686    2.1110   -0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3799    0.1421   -1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3319   -0.1777   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    0.2971    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.3375    1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -1.2517    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272   -1.8510   -0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7953   -1.7473    0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -1.4314   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    0.0455   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991    0.7998   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7825    2.2614   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1478    0.1414    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6557   -1.5155    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500   -0.7536    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5086    1.4341    1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191    2.2490   -1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1389    2.7203    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1594    2.5705   -1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1831   -0.8385   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573   -0.1661   -1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7051   -1.2114   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1185    0.2913    1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    1.4344    0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.0022    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154   -1.1059   -1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9425   -2.3238   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7371   -2.6934   -1.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467   -2.8595    1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358   -1.2395    1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114   -1.9058   -1.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -1.7939    0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737    0.4630   -0.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4284    2.7397    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8048    2.6118   -0.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446    2.4196   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545   -0.4484    1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9512    0.8857    0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4344   -0.5848   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  3  1  0
  3  4  1  0
  3  5  1  6
  3  2  1  0
  2  1  2  3
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  8 28  1  0
  7 26  1  0
  7 27  1  0
  6 24  1  0
  6 25  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  2 19  1  0
  1 17  1  0
  1 18  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv1652303202019002D          

 17 16  0  0  1  0            999 V2000
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    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
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  9  2  0  0  0  0
 14  4  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  5  1  6  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 15 16  1  6  0  0  0
 17 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044926

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m0/s1

> <INCHI_KEY>
FQTLCLSUCSAZDY-GOFCXVBSSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.2030407026569

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
4.307206727666666

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.459388332120984

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2856635435302817

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
74.0092

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6E)-nerolidol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.390   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.286   3.437   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6    1   15                                                       
CONECT    7    9   10                                                       
CONECT    8   11   12                                                       
CONECT    9    7   13                                                       
CONECT   10    7   14                                                       
CONECT   11    8   14   17                                                  
CONECT   12    8   15                                                       
CONECT   13    2    3    9                                                  
CONECT   14    4   10   11                                                  
CONECT   15    5    6   12   16                                             
CONECT   16   15                                                            
CONECT   17   11                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
(3R)-(6E)-Nerolidol	ChEBI
Nerolidol, (S-(Z))-isomer	MeSH
3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol	MeSH
Nerolidol, (e)-isomer	MeSH
Nerolidol	MeSH
Peruviol	MeSH
Nerolidol, (S-(e))-isomer	MeSH
Nerolidol, (Z)-isomer	MeSH

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3663 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

(3R,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

Traditional Name

(3R,6E)-nerolidol

CAS Registry Number

17430-12-5

SMILES

[H]\C(CC[C@@](C)(O)C=C)=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m0/s1

InChI Key

FQTLCLSUCSAZDY-GOFCXVBSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies sachalinensis	LOTUS Database	35616633
Abies sibirica	LOTUS Database	35616633
Achillea abrotanoides	LOTUS Database	35616633
Acorus calamus	LOTUS Database	35616633
Acorus calanus L.	Plant	KNApSAcK
Aframomum pruinosum	Plant	KNApSAcK
Aframomum sceptrum	LOTUS Database	35616633
Aframomum zambesiacum (Baker) K.Schum.	Plant	KNApSAcK
Ageratina conyzoides	Plant	KNApSAcK
Allium sativum	Plant	KNApSAcK
Aloysia citrodora	LOTUS Database	35616633
Alpinia zerumbet	LOTUS Database	35616633
Ambrosia trifida	Plant	KNApSAcK
Anthemis cotula	LOTUS Database	35616633
Aristolochia triangularis	LOTUS Database	35616633
Artemisia annua	LOTUS Database	35616633
Artemisia annua L.cultivar Jwarharti	Plant	KNApSAcK
Artemisia dolosa	LOTUS Database	35616633
Artemisia dracunculus	LOTUS Database	35616633
Artemisia judaica	LOTUS Database	35616633
Artemisia ludoviciana	LOTUS Database	35616633
Artemisia schmidtiana	LOTUS Database	35616633
Artemisia tridentata	LOTUS Database	35616633
Artemisia xanthochroa	LOTUS Database	35616633
Asarum asperum	LOTUS Database	35616633
Athamanta macedonica	LOTUS Database	35616633
Austromyrtus dulcis	LOTUS Database	35616633
Baeckea frutescens	-	KNApSAcK
Banisteriopsis caapi	LOTUS Database	35616633
Betonica macrantha	LOTUS Database	35616633
Blepharocalyx tweediei	LOTUS Database	35616633
Bupleurum gibraltaricum	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Cannabis inflorescences	Plant	KNApSAcK
Cannabis sativa	NULL	Not Available
Carica papaya L.	Plant	KNApSAcK
Cassinia subtropica	LOTUS Database	35616633
Castanopsis cuspidata	LOTUS Database	35616633
Cedrela odorata	LOTUS Database	35616633
Centella asiatica	LOTUS Database	35616633
Chamaecyparis lawsoniana	LOTUS Database	35616633
Chamomilla rectita	Plant	KNApSAcK
Cinnamomum camphora	Plant	KNApSAcK
Cinnamomum sieboldii	LOTUS Database	35616633
Cistus creticus	Plant	KNApSAcK
Citrus aurantiifolia	Plant	KNApSAcK
Citrus aurantium	Plant	KNApSAcK
Citrus iyo	LOTUS Database	35616633
Citrus limon	Plant	KNApSAcK
Citrus maxima	Plant	KNApSAcK
Citrus paradisi	Plant	KNApSAcK
Citrus reticulata	Plant	KNApSAcK
Citrus reticulate x Citrus sinensis	Plant	KNApSAcK
Citrus trifoliata	Plant	KNApSAcK
Citrus X sinensis (L.) Osbeck (pro. sp.)	Plant	KNApSAcK
Cleistopholis patens	LOTUS Database	35616633
Coreopsis senaria	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cymbopogon distans	LOTUS Database	35616633
Daphne genkwa	LOTUS Database	35616633
Daphne odora	LOTUS Database	35616633
Dittrichia viscosa	LOTUS Database	35616633
Elettaria cardamomum	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Etlingera elatior	LOTUS Database	35616633
Eucalyptus resinifera	Plant	KNApSAcK
Euploea sylvester	LOTUS Database	35616633
Feijoa sellowiana	Plant	KNApSAcK
Ferula feruloides	LOTUS Database	35616633
Fortunella margarita	Plant	KNApSAcK
Foveolina dichotoma	LOTUS Database	35616633
Ganoderma lucidum	Fungi	KNApSAcK
Geigeria ornativa	Plant	KNApSAcK
Gossypium hirsutum	LOTUS Database	35616633
Hedychium coronarium	Plant	KNApSAcK
Helichrysum mimetes	LOTUS Database	35616633
Heracleum dissectum	LOTUS Database	35616633
Houttuynia cordata	Plant	KNApSAcK
Houttuynia emeiensis	Plant	KNApSAcK
Hyalosperma glutinosum	LOTUS Database	35616633
Ilex paraguariensis	LOTUS Database	35616633
Illicium verum	LOTUS Database	35616633
Inula germanica	LOTUS Database	35616633
Jasminum grandiflorum	Plant	KNApSAcK
Jasminum multiflorum	Plant	KNApSAcK
Jasminum sambac	Plant	KNApSAcK
Juniperus communis	LOTUS Database	35616633
Lantana camara L.	Plant	KNApSAcK
Larix lyallii	LOTUS Database	35616633
Laurencia dendroidea	-	KNApSAcK
Lavandula stoechas	LOTUS Database	35616633
Loxodonta africana	Animalia	KNApSAcK
Lychnophora ericoides	Plant	KNApSAcK
Matricaria chamomilla	Plant	KNApSAcK
Melissa officinalis	LOTUS Database	35616633
Micromeria cristata	LOTUS Database	35616633
Micromeria myrtifolia	LOTUS Database	35616633
Micromeria sinaica	LOTUS Database	35616633
Minuria cunninghamii	LOTUS Database	35616633
Murraya exotica	Plant	KNApSAcK
Murraya paniculata	Plant	KNApSAcK
Myroxylon pereirae	Plant	KNApSAcK
Myrtus communis	LOTUS Database	35616633
Nectandra amazonum	LOTUS Database	35616633
Nicotiana alata	Plant	KNApSAcK
Ocimum basilicum	Plant	KNApSAcK
Ocimum tenuiflorum	Plant	KNApSAcK
Osteospermum rigidum	LOTUS Database	35616633
Otoba parvifolia	LOTUS Database	35616633
Pelargonium quercifolium	LOTUS Database	35616633
Perilla frutescens	LOTUS Database	35616633
Petasites albus	Plant	KNApSAcK
Petasites hybridus	Plant	KNApSAcK
Picea koraiensis	LOTUS Database	35616633
Pinus mugo subsp. Mugo	Plant	KNApSAcK
Pinus sibirica	Plant	KNApSAcK
Piper aduncum	Plant	KNApSAcK
Piper falconeri	Plant	KNApSAcK
Piper gaudichaudianum	LOTUS Database	35616633
Piper guineense	LOTUS Database	35616633
Piper marginatum	LOTUS Database	35616633
Piper nigrum	LOTUS Database	35616633
Piper nigrum L.	Plant	KNApSAcK
Polemannia montana	LOTUS Database	35616633
Polygonum minus	Plant	KNApSAcK
Poncirus trifoliate x Citrus sinensis	Plant	KNApSAcK
Prunus armeniaca L. (K604-19,K113-40,K33-81)	Plant	KNApSAcK
Prunus salcina Lindl. (Blackamber,Friar)	Plant	KNApSAcK
Prunus salcina Lindl. (Friar)	Plant	KNApSAcK
Pseudotsuga wilsoniana	Plant	KNApSAcK
Psidium guajava	Plant	KNApSAcK
Renealmia alpinia	LOTUS Database	35616633
Rhanterium epapposum	LOTUS Database	35616633
Rhaponticum carthamoides	Plant	KNApSAcK
Rhododendron dauricum	LOTUS Database	35616633
Roldana aschenborniana	LOTUS Database	35616633
Salmea scandens	LOTUS Database	35616633
Salvia absconditiflora	LOTUS Database	35616633
Salvia sclarea	LOTUS Database	35616633
Santalum spicatum	Plant	KNApSAcK
Santolina chamaecyparissus	LOTUS Database	35616633
Santolina corsica Jordan et Fourr	Plant	KNApSAcK
Senecio lydenburgensis	LOTUS Database	35616633
Senecio vulgaris	Plant	KNApSAcK
Sideritis athoa	LOTUS Database	35616633
Sideritis ferrensis	LOTUS Database	35616633
Sideritis tragoriganum	LOTUS Database	35616633
Siparuna guianensis	LOTUS Database	35616633
Solanum lycopersicum	Plant	KNApSAcK
Spongiporus leucomallellus (Murril)	-	KNApSAcK
Stachys recta	LOTUS Database	35616633
Stevia rebaudiana	LOTUS Database	35616633
Swertia japonica	LOTUS Database	35616633
Tanacetum longifolium	Plant	KNApSAcK
Thymus praecox	LOTUS Database	35616633
Tipuana tipu	Plant	KNApSAcK
Tithonia diversifolia	LOTUS Database	35616633
Uvariopsis tripetala	LOTUS Database	35616633
Valeriana jatamansi	Plant	KNApSAcK
Valeriana officinalis	Plant	KNApSAcK
Vitex agnus-castus	LOTUS Database	35616633
Warburgia ugandensis	LOTUS Database	35616633
Xanthium strumarium	LOTUS Database	35616633
Zingiber mioga	LOTUS Database	35616633
Zingiber montanum	Plant	KNApSAcK
Zingiber officinale	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

nerolidol (CHEBI:59959 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.55	ALOGPS
logP	4.31	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	18.46	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.01 m³·mol⁻¹	ChemAxon
Polarizability	28.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00029339

Chemspider ID

Not Available

KEGG Compound ID

C19746

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11241545

PDB ID

Not Available

ChEBI ID

59959

Good Scents ID

Not Available

References

General References

Schnee C, Kollner TG, Gershenzon J, Degenhardt J: The maize gene terpene synthase 1 encodes a sesquiterpene synthase catalyzing the formation of (E)-beta-farnesene, (E)-nerolidol, and (E,E)-farnesol after herbivore damage. Plant Physiol. 2002 Dec;130(4):2049-60. doi: 10.1104/pp.008326. [PubMed:12481088 ]

Showing NP-Card for (3R,6E)-Nerolidol (NP0044926)

MOL for NP0044926 ((3R,6E)-Nerolidol)

3D MOL for NP0044926 ((3R,6E)-Nerolidol)

3D SDF for NP0044926 ((3R,6E)-Nerolidol)

3D-SDF for NP0044926 ((3R,6E)-Nerolidol)

PDB for NP0044926 ((3R,6E)-Nerolidol)

3D PDB for NP0044926 ((3R,6E)-Nerolidol)

SMILES for NP0044926 ((3R,6E)-Nerolidol)

INCHI for NP0044926 ((3R,6E)-Nerolidol)

Structure for NP0044926 ((3R,6E)-Nerolidol)

3D Structure for NP0044926 ((3R,6E)-Nerolidol)