NP-MRD: Showing NP-Card for (±)-trans-Nerolidol (NP0045029)

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Record Information

Version

2.0

Created at

2022-03-10 18:53:00 UTC

Updated at

2022-03-10 22:16:30 UTC

NP-MRD ID

NP0045029

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(±)-trans-Nerolidol

Description

(±)-Trans-nerolidol, also known simply as Trans-nerolidol or penetrol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol (PMID: 7640522 ). However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. With regard to the production of nerolidol, (E)-nerolidol synthase was recently found to be responsible for the conversion of farnesyl diphosphate (FDP), the universal precursor of sesquiterpenes to (3S)-(E)-nerolidol. Trans-nerolidol is a also member of the class of compounds known as acyclic sesquiterpenoids. Acyclic sesquiterpenoids are sesquiterpenes that do not contain a cycle. There are two isomers of nerolidol, cis and trans, which differ in the geometry about the central double bond. (±)-Trans-nerolidol is a neutral, hydrophobic molecule that is practically insoluble in water. It exists as a pale, yellow liquid oil. (±)-Trans-nerolidol has a woody, fruity citrus aroma reminiscent of citrus, apples and roses. Industrially is used as a food flavoring agen and, a perfuming agent (in shampoos and perfumes). It is also used in non-cosmetic products such as detergents and cleansers (PMID: 27136520 ). Statistics have shown that the global usage of nerolidol per annum ranges from 10 to 100 metric tonnes. Trans-nerolidol is being tested as a skin penetration enhancer for the transdermal delivery of therapeutic drugs (PMID: 15855481 , 27136520 ). Trans-nerolidol is a naturally occurring compound found in many plants, foods and spices including ginger, hyssop, lemongrass, jasmine, tea tree, ginger and neroli (an essential oil distilled from bitter orange flowers). As with many terpenoids, it plays a very active role in the defense system of some plants. Trans-nerolidol has been traditionally used for its relaxing, slightly sedative effects. It appears to have anti-parasitic, antifungal and anti-bacterial properties (PMID: 15855481 , 27136520 ). These findings are consistent with the traditional use of orange oil as a natural disinfectant. Trans-nerolidol has been shown to sensitize pathogenic bacteria to the effects of conventional antibiotics by enhancing the permeability of the bacterial membrane (PMID: 14506058 ). It has also been shown to reduce Leishmaniasis infection by 95% (PMID: 15855481 ). Trans-nerolidol has also been shown to have anti-ulcer and anti-cancer activity (PMID: 27136520 ). Trans-Nerolidol is one of more than 140 terpenoids that are known in cannabis plants (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 41  0  0  0  0  0  0  0  0999 V2000
   -4.0866   -2.1488   -1.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698   -0.8731   -1.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8685    0.0829   -0.1383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1284    0.8956   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935   -0.6011    1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6354    0.9510   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4353    0.0400    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659    0.8052    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409    0.8143    1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254    0.0727    2.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954    1.6091    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    0.6254    1.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193   -0.4250    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0482   -0.5752   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218    0.3093   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0647   -1.6145   -1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4339   -2.5110   -0.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085   -2.8329   -1.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4165   -0.5168   -2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2435    1.5739    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0501    1.5460   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809    0.2240   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4091   -1.3781    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763    1.7665    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5428    1.3926   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4597   -0.6808   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420   -0.5789    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    1.3626   -0.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    0.2072    2.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    0.4256    3.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -1.0219    2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838    2.3670    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925    2.1331    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0013    0.1535    2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9778    1.2331    1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1272   -1.0425    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6600    0.2388    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9422    1.3952   -0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9939    0.1274   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5316   -2.5608   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0307   -1.7959   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360   -1.1946   -2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 16  1  0
 14 13  2  3
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6  3  1  0
  3  4  1  0
  3  5  1  1
  3  2  1  0
  2  1  2  3
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 13 36  1  0
 12 34  1  0
 12 35  1  0
 11 32  1  0
 11 33  1  0
 10 29  1  0
 10 30  1  0
 10 31  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
M  END


  Mrv1652309102019502D          

 16 15  0  0  0  0            999 V2000
 9983.4462 9982.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1596 9982.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.7313 9982.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8751 9982.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.0166 9982.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.7313 9983.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.5906 9982.8807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9981.2997 9982.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.3040 9982.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.0009 9983.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.1762 9983.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9980.5850 9982.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.0195 9982.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.8704 9982.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.1557 9982.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.8704 9983.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  1  0  0  0
  7 11  1  6  0  0  0
  8 12  1  0  0  0  0
  9 13  2  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045029

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CC[C@](C)(O)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-/m1/s1

> <INCHI_KEY>
FQTLCLSUCSAZDY-ATGUSINASA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.708505135468293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,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>
nerolidol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-20         0                                  
HETATM    1  C   UNK     0    8635.7668633.942   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8637.0988634.711   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8634.4328634.711   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8638.4348633.942   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8633.0988633.942   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8634.4328636.251   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8639.7698634.711   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8631.7598634.711   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8641.1018633.942   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8640.5358636.043   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8638.9968636.043   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8630.4258633.942   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8642.4368634.711   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8629.0918634.711   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8627.7578633.942   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8629.0918636.251   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    7                                                       
CONECT    5    3    8                                                       
CONECT    6    3                                                            
CONECT    7    4    9   10   11                                             
CONECT    8    5   12                                                       
CONECT    9    7   13                                                       
CONECT   10    7                                                            
CONECT   11    7                                                            
CONECT   12    8   14                                                       
CONECT   13    9                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3720 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

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

Traditional Name

nerolidol

CAS Registry Number

1119-38-6

SMILES

CC(C)=CCC\C(C)=C\CC[C@](C)(O)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-/m1/s1

InChI Key

FQTLCLSUCSAZDY-ATGUSINASA-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 nephrolepis	LOTUS Database	35616633
Abies sachalinensis	LOTUS Database	35616633
Abies sibirica	LOTUS Database	35616633
Acokanthera oblongifolia	LOTUS Database	35616633
Aframomum sceptrum	LOTUS Database	35616633
Arctotis aspera	LOTUS Database	35616633
Artemisia xanthochroa	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Cannabis sativa	NULL	Not Available
Cassinia subtropica	LOTUS Database	35616633
Cineraria parvifolia	LOTUS Database	35616633
Citrus limon	LOTUS Database	35616633
Foveolina dichotoma	LOTUS Database	35616633
Geigeria ornativa	LOTUS Database	35616633
Hedychium coronarium	LOTUS Database	35616633
Helichrysum mimetes	LOTUS Database	35616633
Hyssopus officinalis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Libanotis buchtormensis	LOTUS Database	35616633
Matricaria discoidea	LOTUS Database	35616633
Osteospermum rigidum	LOTUS Database	35616633
Otoba parvifolia	LOTUS Database	35616633
Parasenecio petasitoides	LOTUS Database	35616633
Persicaria minor	LOTUS Database	35616633
Picea koraiensis	LOTUS Database	35616633
Pinus densiflora	LOTUS Database	35616633
Piper aduncum	LOTUS Database	35616633
Piper nigrum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Piper rusbyi	LOTUS Database	35616633
Piper sarmentosum	LOTUS Database	35616633
Polemannia montana	LOTUS Database	35616633
Roldana aschenborniana	LOTUS Database	35616633
Sarcandra glabra	LOTUS Database	35616633
Schistostephium crataegifolium	LOTUS Database	35616633
Sideritis tragoriganum	LOTUS Database	35616633
Ursinia nana	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
Zingiber officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

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:59958 )
Acyclic farnesane sesquiterpenoids (C09704 )
Farnesenes (C09704 )
Acyclic farnesane sesquiterpenoids (LMPR0103010005 )

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	28.71 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

HMDB0041629

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281525

PDB ID

Not Available

ChEBI ID

59958

Good Scents ID

Not Available

References

General References

Chan WK, Tan LT, Chan KG, Lee LH, Goh BH: Nerolidol: A Sesquiterpene Alcohol with Multi-Faceted Pharmacological and Biological Activities. Molecules. 2016 Apr 28;21(5). pii: molecules21050529. doi: 10.3390/molecules21050529. [PubMed:27136520 ]
Arruda DC, D'Alexandri FL, Katzin AM, Uliana SR: Antileishmanial activity of the terpene nerolidol. Antimicrob Agents Chemother. 2005 May;49(5):1679-87. doi: 10.1128/AAC.49.5.1679-1687.2005. [PubMed:15855481 ]
Brehm-Stecher BF, Johnson EA: Sensitization of Staphylococcus aureus and Escherichia coli to antibiotics by the sesquiterpenoids nerolidol, farnesol, bisabolol, and apritone. Antimicrob Agents Chemother. 2003 Oct;47(10):3357-60. doi: 10.1128/AAC.47.10.3357-3360.2003. [PubMed:14506058 ]

Showing NP-Card for (±)-trans-Nerolidol (NP0045029)

MOL for NP0045029 ((±)-trans-Nerolidol)

3D MOL for NP0045029 ((±)-trans-Nerolidol)

3D SDF for NP0045029 ((±)-trans-Nerolidol)

3D-SDF for NP0045029 ((±)-trans-Nerolidol)

PDB for NP0045029 ((±)-trans-Nerolidol)

3D PDB for NP0045029 ((±)-trans-Nerolidol)

SMILES for NP0045029 ((±)-trans-Nerolidol)

INCHI for NP0045029 ((±)-trans-Nerolidol)

Structure for NP0045029 ((±)-trans-Nerolidol)

3D Structure for NP0045029 ((±)-trans-Nerolidol)