基本描述

别名	3,7-二甲基-6-辛烯-1-醇 \| 香草醇 \| (±)-β-香茅醇 \| (S)-(-)-β-香茅醇
英文别名	beta-Citronellol, 95% \| (+/-)-beta-Citronellol \| beta-Citronellol \| NCGC00259668-01 \| FT-0623965 \| NCGC00091348-02 \| STK085542 \| (+/-)-.BETA.-CITRONELLOL \| (S)-(-)- \| 565OK72VNF \| 6-Octen-1-ol, 3,7-dimethyl-, (+/-)- \| HMS2267B17 \| NCGC00091348-03 \| NCGC00
规格或纯度	≥95%
英文名称	β-Citronellol
运输条件	常规运输
产品介绍	微溶于水。一种在香水和驱虫剂中使用的植物化学物质。 Citronellol is a volatile monoterpenic primary alcohol mainly found in the essential oil of plants such as Pelargonium graveolens, Cymbopogon winterianus and Rosa damascena. It is also one of the glycosidically bound aroma compounds in ginger. A phytochemical used in perfumes and insect repellents. Citronellol is a volatile monoterpenic primary alcohol mainly found in the essential oil of plants such as Pelargonium graveolens, Cymbopogon winterianus and Rosa damascena. It is also one of the glycosidically bound aroma compounds in ginger.
纯度	≥95%

关联靶点（人）

PTGS2 Tclin Cyclooxygenase-2 (13999 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

TRPV1 Tclin Vanilloid receptor (8273 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 活性数据)

点击查看靶蛋白信息： ALDH1A1

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

DGAT1 Tclin Diacylglycerol O-acyltransferase 1 (1719 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 活性数据)

点击查看靶蛋白信息： UGT1A1

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

关联靶点（其它种属）

Mycobacterium tuberculosis (203094 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Tetranychus urticae (2600 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Trpm8 Transient receptor potential cation channel subfamily M member 8 (889 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Athelia rolfsii (768 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Colletotrichum gloeosporioides (560 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Leptinotarsa decemlineata (1161 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Tribolium castaneum (596 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 活性数据)

点击查看靶蛋白信息： Nfe2l2

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Corticium (78 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Pythium (470 活性数据)

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活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

LRAT Lecithin retinol acyltransferase (88 活性数据)

点击查看靶蛋白信息： LRAT

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

作用机制

作用机制	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	参考文献

名称和识别符

PubChem SID	504751744
EC号	203-375-0
分子类型	小分子
IIUPAC Name	3,7-dimethyloct-6-en-1-ol
INCHI	1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
InChi Key	QMVPMAAFGQKVCJ-UHFFFAOYSA-N
Smiles	CC(CCC=C(C)C)CCO
Isomeric SMILES	CC(CCC=C(C)C)CCO
分子量	156.27
Beilstein号	1721507
Reaxy-Rn	1362474
Reaxys-RN link address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1362474&ln=

化学和物理性质

溶解性	slightly soluble in water.
密度	0.86
折光率	1.455-1.458
闪点(℉)	210.2 °F
闪点(℃)	79 °C
沸点	222°C
分子量	156.260 g/mol
XLogP3	3.200
氢键供体数Hydrogen Bond Donor Count	1
氢键受体数Hydrogen Bond Acceptor Count	1
可旋转键计数Rotatable Bond Count	5
精确质量Exact Mass	156.151 Da
单同位素质量Monoisotopic Mass	156.151 Da
拓扑极表面积Topological Polar Surface Area	20.200 Å²
重原子数Heavy Atom Count	11
形式电荷Formal Charge	0
复杂度Complexity	112.000
同位素原子数Isotope Atom Count	0
定义的原子立体中心计数Defined Atom Stereocenter Count	0
未定义的原子立体中心计数Undefined Atom Stereocenter Count	1
定义的键立体中心计数Defined Bond Stereocenter Count	0
未定义的键立体中心计数Undefined Bond Stereocenter Count	0
所有立体化学键的总数The total count of all stereochemical bonds	0
共价键合单元计数Covalently-Bonded Unit Count	1

安全和危险性（GHS）

象形图	GHS07
信号词	警告
危险声明	H315: 引起皮肤刺激 H317: 可能引起皮肤过敏反应 H319: 引起严重眼睛刺激
预防措施声明	P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P264: 处理后要彻底洗手。 P272: 被污染的工作服不允许离开工作场所 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P321: 特殊处理（请参阅此标签上的...）。 P302+P352: 如皮肤沾染：用水充分清洗。 P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。 P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。 P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。 P501: 将内容物/容器处理到。。。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P337+P317: 如果眼睛刺激持续：寻求医疗帮助。 P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
WGK Germany	1
RTECS	RH3400000
Merck Index	2330
个人防护装备	Eyeshields,full-face respirator (US),Gloves,multi-purpose combination respirator cartridge (US),type ABEK (EN14387) respirator filter

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引用文献

1. David Olagnier,Philippe Costes,Antoine Berry,Marie-Denise Linas,Martine Urrutigoity,Odile Dechy-Cabaret,Françoise Benoit-Vical. (2007-10-02) Modifications of the chemical structure of terpenes in antiplasmodial and antifungal drug research.. Bioorganic & medicinal chemistry letters, 17 ((22)): (6075-6078). [PMID:17904365]
2. A Lapczynski,C S Letizia,A M Api. (2008-07-22) Fragrance material review on (+)-(R)-citronellol.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11 (S114-S116). [PMID:18640193]
3. A Lapczynski,S P Bhatia,C S Letizia,A M Api. (2008-07-22) Fragrance material review on dl-citronellol.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11 (S103-S109). [PMID:18640206]
4. A Lapczynski,S P Bhatia,C S Letizia,A M Api. (2008-07-22) Fragrance material review on l-citronellol.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11 (S110-S113). [PMID:18640228]
5. Joana F A Bastos,Italo J A Moreira,Thaís P Ribeiro,Isac A Medeiros,Angelo R Antoniolli,Damião P De Sousa,Márcio R V Santos. (2009-12-17) Hypotensive and vasorelaxant effects of citronellol, a monoterpene alcohol, in rats.. Basic & clinical pharmacology & toxicology, 106 ((4)): (331-337). [PMID:20002067]
6. M Spiller,R G Berger,Thomas Debener. (2010-01-20) Genetic dissection of scent metabolic profiles in diploid rose populations.. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 120 ((7)): (1461-1471). [PMID:20084491]
7. Sarah Gilpin,Xiaoying Hui,Howard Maibach. (2010-02-09) In vitro human skin penetration of geraniol and citronellol.. Dermatitis : contact, atopic, occupational, drug, 21 ((1)): (41-48). [PMID:20137738]
8. Karin Förster-Fromme,Dieter Jendrossek. (2010-05-22) Catabolism of citronellol and related acyclic terpenoids in pseudomonads.. Applied microbiology and biotechnology, 87 ((3)): (859-869). [PMID:20490788]
9. Yu-Wen Su,Shiou-Huei Chao,Meng-Hwan Lee,Tsang-Yow Ou,Ying-Chieh Tsai. (2010-05-28) Inhibitory effects of citronellol and geraniol on nitric oxide and prostaglandin E₂production in macrophages.. Planta medica, 76 ((15)): (1666-1671). [PMID:20506077]
10. Hyland Cronin,Zoe Diana Draelos. (2010-10-05) Top 10 botanical ingredients in 2010 anti-aging creams.. Journal of cosmetic dermatology, 9 ((3)): (218-225). [PMID:20883295]
11. Paola Gonzalez-Audino,María Inés Picollo,Anabella Gallardo,Ariel Toloza,Claudia Vassena,Gastón Mougabure-Cueto. (2010-12-22) Comparative toxicity of oxygenated monoterpenoids in experimental hydroalcoholic lotions to permethrin-resistant adult head lice.. Archives of dermatological research, 303 ((5)): (361-366). [PMID:21174108]
12. Yoshikazu Kitano,Chika Akima,Erina Yoshimura,Yasuyuki Nogata. (2011-02-01) Anti-barnacle activity of novel simple alkyl isocyanides derived from citronellol.. Biofouling, 27 ((2)): (201-205). [PMID:21279869]
13. Ram Swaroop Verma,Rajendra Chandra Padalia,Amit Chauhan,Anand Singh,Ajai Kumar Yadav. (2011-06-30) Volatile constituents of essential oil and rose water of damask rose (Rosa damascena Mill.) cultivars from North Indian hills.. Natural product research, 25 ((17)): (1577-1584). [PMID:21711177]
14. Herbert Michlmayr,Walter Brandes,Reinhard Eder,Christina Schümann,Andrés M del Hierro,Klaus D Kulbe. (2011-07-26) Characterization of two distinct glycosyl hydrolase family 78 alpha-L-rhamnosidases from Pediococcus acidilactici.. Applied and environmental microbiology, 77 ((18)): (6524-6530). [PMID:21784921]
15. Shalinder Kaur,Shivani Rana,Harminder Pal Singh,Daizy Rani Batish,Ravinder Kumar Kohli. (2011-08-05) Citronellol disrupts membrane integrity by inducing free radical generation.. Zeitschrift fur Naturforschung. C, Journal of biosciences, 66 ((5-6)): (260-266). [PMID:21812343]
16. Aimi Aishah Arifin,Mashitah Mat Don,Mohamad Hekarl Uzir. (2011-08-13) The feasibility of growing cells of Saccharomyces cerevisiae for citronellol production in a continuous-closed-gas-loop bioreactor (CCGLB).. Bioresource technology, 102 ((19)): (9318-9320). [PMID:21835610]
17. Kishor P Dhake,Krishna M Deshmukh,Yogesh P Patil,Rekha S Singhal,Bhalchandra M Bhanage. (2011-09-03) Improved activity and stability of Rhizopus oryzae lipase via immobilization for citronellol ester synthesis in supercritical carbon dioxide.. Journal of biotechnology, 156 ((1)): (46-51). [PMID:21884733]
18. Renan G Brito,Adriana G Guimarães,Jullyana S S Quintans,Marcio R V Santos,Damião P De Sousa,Daniel Badaue-Passos,Waldecy de Lucca,Fabíola A Brito,Emiliano O Barreto,Aldeídia P Oliveira,Lucindo J Quintans. (2012-02-22) Citronellol, a monoterpene alcohol, reduces nociceptive and inflammatory activities in rodents.. Journal of natural medicines, 66 ((4)): (637-644). [PMID:22350215]
19. A Gallardo,M I Picollo,P González-Audino,G Mougabure-Cueto. (2012-04-13) Insecticidal activity of individual and mixed monoterpenoids of geranium essential oil against Pediculus humanus capitis (Phthiraptera: Pediculidae).. Journal of medical entomology, 49 ((2)): (332-335). [PMID:22493851]
20. Wantida Chaiyana,Siriporn Okonogi. (2012-04-19) Inhibition of cholinesterase by essential oil from food plant.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 19 ((8-9)): (836-839). [PMID:22510493]
21. Renan G Brito,Priscila L Santos,Douglas S Prado,Marília T Santana,Adriano A S Araújo,Leonardo R Bonjardim,Márcio R V Santos,Waldecy de Lucca Júnior,Aldeídia P Oliveira,Lucindo J Quintans-Júnior. (2012-10-06) Citronellol reduces orofacial nociceptive behaviour in mice - evidence of involvement of retrosplenial cortex and periaqueductal grey areas.. Basic & clinical pharmacology & toxicology, 112 ((4)): (215-221). [PMID:23035741]
22. Swaroop S Kulkarni,Nagawara S Ravindra,Kalavagunta V N S Srinivas,Raghavendra N Kulkarni. (2012-10-19) A somaclonal variant of rose-scented geranium (Pelargonium spp.) with moderately high content of isomenthone in its essential oil.. Natural product communications, 7 ((9)): (1223-1224). [PMID:23074914]
23. Damien Steyer,Chloe Ambroset,Christian Brion,Patricia Claudel,Pierre Delobel,Isabelle Sanchez,Claude Erny,Bruno Blondin,Francis Karst,Jean-Luc Legras. (2012-11-01) QTL mapping of the production of wine aroma compounds by yeast.. BMC genomics, 13 (573-573). [PMID:23110365]
24. Damien Steyer,Claude Erny,Patricia Claudel,Geneviève Riveill,Francis Karst,Jean-Luc Legras. (2012-12-04) Genetic analysis of geraniol metabolism during fermentation.. Food microbiology, 33 ((2)): (228-234). [PMID:23200656]
25. Anis Ben Hsouna,Naceur Hamdi. (2012-12-12) Phytochemical composition and antimicrobial activities of the essential oils and organic extracts from Pelargonium graveolens growing in Tunisia.. Lipids in health and disease, 11 (167-167). [PMID:23216669]
26. Sang Yoon Choi. (2013-01-05) Inhibitory effects of geranic acid derivatives on melanin biosynthesis.. Journal of cosmetic science, 63 ((6)): (351-358). [PMID:23286867]
27. Federica Pellati,Giulia Orlandini,Katryna A van Leeuwen,Giulia Anesin,Davide Bertelli,Mauro Paolini,Stefania Benvenuti,Federica Camin. (2013-02-16) Gas chromatography combined with mass spectrometry, flame ionization detection and elemental analyzer/isotope ratio mass spectrometry for characterizing and detecting the authenticity of commercial essential oils of Rosa damascena Mill.. Rapid communications in mass spectrometry : RCM, 27 ((5)): (591-602). [PMID:23413218]
28. Mohamed Nadjib Boukhatem,Abdelkrim Kameli,Mohamed Amine Ferhat,Fairouz Saidi,Maamar Mekarnia. (2013-10-10) Rose geranium essential oil as a source of new and safe anti-inflammatory drugs.. The Libyan journal of medicine, 8 (22520-22520). [PMID:24103319]
29. Johanna Rudbäck,Lina Hagvall,Anna Börje,Ulrika Nilsson,Ann-Therese Karlberg. (2014-03-29) Characterization of skin sensitizers from autoxidized citronellol - impact of the terpene structure on the autoxidation process.. Contact dermatitis, 70 ((6)): (329-339). [PMID:24673435]
30. Oriane Tascone,Marina Shirshikova,Céline Roy,Uwe J Meierhenrich. (2014-10-27) Pesticide determination in rose petals using dispersive solid-phase extraction followed by gas chromatography-tandem mass spectrometry.. Analytical and bioanalytical chemistry, 406 ((30)): (8041-8048). [PMID:25344932]
31. Fillipe de Oliveira Pereira,Juliana Moura Mendes,Igara Oliveira Lima,Kelly Samara de Lira Mota,Wylly Araújo de Oliveira,Edeltrudes de Oliveira Lima. (2014-11-22) Antifungal activity of geraniol and citronellol, two monoterpenes alcohols, against Trichophyton rubrum involves inhibition of ergosterol biosynthesis.. Pharmaceutical biology, 53 ((2)): (228-234). [PMID:25414073]
32. Oriane Tascone,Yoann Fillâtre,Céline Roy,Uwe J Meierhenrich. (2015-05-06) Behavior of Multiclass Pesticide Residue Concentrations during the Transformation from Rose Petals to Rose Absolute.. Journal of agricultural and food chemistry, 63 ((20)): (4922-4932). [PMID:25942486]
33. Emilie Deletre,Fabrice Chandre,Livy Williams,Claire Duménil,Chantal Menut,Thibaud Martin. (2015-06-13) Electrophysiological and behavioral characterization of bioactive compounds of the Thymus vulgaris, Cymbopogon winterianus, Cuminum cyminum and Cinnamomum zeylanicum essential oils against Anopheles gambiae and prospects for their use as bednet treatments.. Parasites & vectors, 8 (316-316). [PMID:26063119]
34. Meike Paschke,Christoph Hutzler,Frank Henkler,Andreas Luch. (2015-07-04) Toward the stereochemical identification of prohibited characterizing flavors in tobacco products: the case of strawberry flavor.. Archives of toxicology, 89 ((8)): (1241-1255). [PMID:26138682]
35. D Zamora,S A Klotz,E A Meister,J O Schmidt. (2015-09-04) Repellency of the Components of the Essential Oil, Citronella, to Triatoma rubida, Triatoma protracta, and Triatoma recurva (Hemiptera: Reduviidae: Triatominae).. Journal of medical entomology, 52 ((4)): (719-721). [PMID:26335480]
36. Martin F Strube-Bloss,Austin Brown,Johannes Spaethe,Thomas Schmitt,Wolfgang Rössler. (2015-09-05) Extracting the Behaviorally Relevant Stimulus: Unique Neural Representation of Farnesol, a Component of the Recruitment Pheromone of Bombus terrestris.. PloS one, 10 ((9)): (e0137413-e0137413). [PMID:26340263]
37. Eden Arazi,Galit Blecher,Noam Zilberberg. (2020-04-23) A regulatory domain in the K2P2.1 (TREK-1) carboxyl-terminal allows for channel activation by monoterpenes.. Molecular and cellular neurosciences, 105 (103496-103496). [PMID:32320829]
38. Eden Arazi,Galit Blecher,Noam Zilberberg. (2020-06-09) Monoterpenes Differently Regulate Acid-Sensitive and Mechano-Gated K2P Channels.. Frontiers in pharmacology, 11 (704-704). [PMID:32508645]
39. Gajanan B Zore,Archana D Thakre,V Rathod,S Mohan Karuppayil. (2010-03-27) Evaluation of anti-Candida potential of geranium oil constituents against clinical isolates of Candida albicans differentially sensitive to fluconazole: inhibition of growth, dimorphism and sensitization.. Mycoses, 54 ((4)): (e99-109). [PMID:20337938]
40. Michiko Katsukawa,Rieko Nakata,Satomi Koeji,Kazuyuki Hori,Saori Takahashi,Hiroyasu Inoue. (2011-05-21) Citronellol and geraniol, components of rose oil, activate peroxisome proliferator-activated receptor α and γ and suppress cyclooxygenase-2 expression.. Bioscience, biotechnology, and biochemistry, 75 ((5)): (1010-1012). [PMID:21597168]
41. Xiaojiao Zheng, Weiwei Ma, Qihui Wang, Yaping Xu, Yukun Yang, Shu Qin, Xu Jing. (2024) Development of self-dispersion ferrofluid-based dispersive liquid–liquid microextraction for determining chiral fungicide hexaconazole in water, tea, and juice using high-performance liquid chromatography. MICROCHEMICAL JOURNAL, 196 (109593). [10.1016/j.microc.2023.109593]
42. Luyao Zhao, Zhuoting Zhang, Haijuan Jiang, Yan Guo, Zhenjia Chen, Xiaowen Wang, Xu Jing. (2023) Hydrophilic and hydrophobic deep eutectic solvent-based extraction to determine parathion in cereals by digital image colorimetry integrated with smartphones. TALANTA, 265 (124831). [PMID:37339538] [10.1016/j.talanta.2023.124831]
43. Yujiao Cheng, Leng Han, Linhua Huang, Xiang Tan, Houjiu Wu, Guijie Li. (2023) Association between flavor composition and sensory profile in thermally processed mandarin juices by multidimensional gas chromatography and multivariate statistical analysis. FOOD CHEMISTRY, 419 (136026). [PMID:37030207] [10.1016/j.foodchem.2023.136026]
44. Kai-Xuan Qin, Shi-Si Li, Jing Xu, Zi-Long Li, Zi-Chen Li, Chunzu Cheng. (2023) Citronella-based polyesters by organocatalyzed ring-opening polymerization and their recyclable crosslinked films. EUROPEAN POLYMER JOURNAL, 185 (111803). [10.1016/j.eurpolymj.2022.111803]
45. Luyao Zhao, Min Wang, Jiadong Wang, Jing Wu, Zhuoting Zhang, Xu Jing, Xiaowen Wang. (2023) Deep eutectic solvent-based dispersive liquid–liquid microextraction followed by smartphone digital image colorimetry for the determination of carbofuran in water samples. Analytical Methods, 15 (5): (648-654). [PMID:36651811] [10.1039/D2AY01861F]
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C102066-2.5L	2.5L	现货

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溶液计算器

摩尔浓度计算器

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