MOLECULE
(E)-Nerolidol
Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as an antioxidant, a herbicide, an insect attractant, a pheromone, a volatile oil component, a flavouring agent, an antihypertensive agent, an antifungal agent, a neuroprotective agent, a cosmetic and an anti-inflammatory agent. It is a volatile organic compound, a tertiary allylic alcohol and a farnesane sesquiterpenoid.
Summary from ChEBI, via PubChem.
Identity
Chemistry
- Formula
- C15H26O
- Molecular weight
- 222.37 g/mol
- IUPAC name
- (6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
- InChIKey
- FQTLCLSUCSAZDY-SDNWHVSQSA-N
- SMILES
- CC(=CCCC(=CCCC(C)(C=C)O)C)C
- PubChem
- CID 5284507 ↗
Provenance
Contributing sources
- PubChem
- ChEBI
- LOTUS
Natural occurrence
Found in
- A. triangularis 3
- A. birostris 2
- A. cymbifera 2
- A. gigantea 2
- A. macroura 2
- B. articulata 2
- B. linearifolia 2
- B. rufescens 2
- B. tucumanensis 2
- Avocado 2
- P. regnellii 2
- T. carvifolius 2
- Shampoo Ginger 2
- A. arabica 1
- A. aspleniifolia 1
- A. biebersteinii 1
- A. erba-rotta 1
- Yarrow 1
- A. moschata 1
- A. nana 1
- Noble yarrow 1
- Sneezewort 1
- A. virescens 1
- Longoza Plant 1
- Tropical whiteweed 1
- A. breviligulata 1
- A. chinensis 1
- A. pavieanum 1
- Tsao-ko Cardamom 1
- Balsam torchwood 1
- Aniba 1
- A. didyma 1
- Elegant dutchman's pipe 1
- A. littoralis 1
- A. afra 1
- A. moorcroftiana 1
- A. scaber 1
- A. buxifolia 1
- B. sessiliflora 1
- B. uncinella 1
- C. odorata 1
- Wild cinnamon 1
- C. scabra 1
- C. recutita 1
- C. indicum 1
- C. ambiguum 1
- Kaffir Lime 1
- C. chrysantha 1
- Sweetfern 1
- Asthmaweed 1
- C. curassavica 1
- C. cajucara 1
- D. indicum 1
- D. scabra 1
- D. confinis 1
- E. blanda 1
- E. bonariensis 1
- Waxflower 1
- E. pavieana 1
- Fujian Cypress 1
- American witchhazel 1
- White garland-lily 1
- H. spicatum 1
- H. ambiguum 1
- H. amorginum 1
- H. italicum 1
- H. pendulum 1
- Yellow amaranth 1
- H. crispiflorus 1
- K. salina 1
- Lantana 1
- L. strigocamara 1
- L. tsao-ko 1
- Launaea 1
- Launea 1
- Lauraceae 1
- Lavender 1
- L. semicalva 1
- L. cochleatus 1
- L. floribunda 1
- L. multiflora 1
- L. australis 1
- Japanese Big Leaf Magnolia 1
- Wild Chamomile 1
- Punktree 1
- M. biflora 1
- M. maderensis 1
- M. persica 1
- O. cordifolium 1
- Oregano 1
- Chinese peony 1
- P. endlicherianum 1
- Vera cruz pepper 1
- P. cernuum 1
- P. vitaceum 1
- P. balfourii 1
- P. africanum 1
- Singapore graveyard flower 1
- White Poplar 1
- Ontario Balsam Poplar 1
- P. candicans 1
- Balm-of-Gilead 1
- Guava 1
- R. calostrotum 1
- Bent-style rhododendron 1
- R. dasypetalum 1
- R. dauricum 1
- R. glaucophyllum 1
- R. hippophaeoides 1
- R. impeditum 1
- R. keiskei 1
- R. nivale 1
- R. triflorum bauhiniiflorum 1
- R. virgatum 1
- R. zaleucum 1
- S. dorisiana 1
- S. spicatum 1
- Chinese box-orange 1
- Canada goldenrod 1
- S. aurantiaca 1
- S. auriculata 1
- S. auriculatus 1
- Waxyleaf aster 1
- Sweetscented marigold 1
- T. cyprium 1
- T. kotschyanum 1
- T. micropodioides 1
- T. chrysantha 1
- Mediterranean hartwort 1
- V. curassavica 1
- Baboonwood 1
- X. sericea 1
- Z. gardneri 1
- Ginger 1
134 organisms, ranked by how many independent papers report the compound in each. Occurrence data from LOTUS, across 86 references.
Pharmacology
Protein interactions
-
peripheral myelin protein 22 Potency 0 uM
-
15-lipoxygenase, partial Potency 12.5893 uM
-
cytochrome P450, family 2, subfamily C, polypeptide 19 Potency 17.8293 uM
-
pregnane X nuclear receptor Potency 22.3872 uM
-
cytochrome P450 family 3 subfamily A polypeptide 4 Potency 31.7055 uM
-
cytochrome P450 family 2 subfamily C polypeptide 9 Potency 31.7055 uM
-
cytochrome P450, family 1, subfamily A, polypeptide 2 Potency 31.7055 uM
-
v-jun sarcoma virus 17 oncogene homolog (avian) Potency 36.0216 uM
-
Rap guanine nucleotide exchange factor 4 Potency 44.0689 uM
Laboratory measurements of the compound at its own doses. They do not describe any product that contains it.
Evidence