(+)-Cedrol - ≥99.0% (sum of enantiomers, GC), high purity , CAS No.77-53-2

4 Citations
  • ≥99%(GC)
  • sum of enantiomers
Item Number
C465746
Grouped product items
SKUSizeAvailabilityPrice Qty
C465746-5g
5g
Available within 8-12 weeks(?)
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$393.90

Basic Description

SynonymsCedrol | (+)-Cedrol | 77-53-2 | alpha-Cedrol | 8betaH-Cedran-8-ol | (8R)-cedran-8-ol | 8.beta.H-Cedran-8-ol | CHEMBL1974890 | DTXSID1041269 | CHEBI:10217 | 63ZM9703BO | NSC403883 | NSC-403883 | [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methano
Specifications & Purity≥99%(GC), sum of enantiomers
Product Description

Description

(+)-Cedrol is a crystalline hydrated product of α-cedrene, which is a sesquiterpene found in cedar-wood oil. It can be used as a fragrance ingredient in cosmetics, shampoos, and soaps as well as in non-cosmetic products such as cleaners and detergents. (±) Cedrol can be synthesized by intramolecular Diels-Alder reaction of alkyl cyclopentadiene.(+)-Cedrol can be used as a starting material for the preparation of cedryl acetate by acetylation using acetic anhydride in the presence of an acid catalyst. It can also be incorporated as a precursor for the total synthesis of rare illicium sesquiterpene (+)-pseudoanisatin via selective C-H bond functionalization.

Associated Targets(Human)

HDAC6 Tclin Histone deacetylase 6 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MAPK12 Tchem Mitogen-activated protein kinase 12 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
AKT3 Tchem RAC-gamma serine/threonine-protein kinase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A498 (42825 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAKI-1 (44928 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KM12 (47707 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
M14 (47487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MOLT-4 (49676 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-4 (44535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-5 (45555 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-8 (47708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RPMI-8226 (44974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-295 (48000 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-2 (46422 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-5 (47095 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SN12C (47755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK-10 (45540 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-251 (51189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-257 (46019 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-62 (47335 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UO-31 (46270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI/ADR-RES (33767 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DBTRG-05MG (288 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EKVX (44102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H322M (45589 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCC 2998 (41480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-92 (41141 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hs-578T (29457 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-268 (49410 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IGROV-1 (47897 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LOX IMVI (44321 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-62 (47048 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-435 (38290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-N (28205 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAL62 Alpha-glucosidase MAL62 (106 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RG2 (196 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gloeophyllum trabeum (56 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Laetiporus sulphureus (5 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lenzites betulinus (10 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trametes versicolor (86 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol
INCHI InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1
InChi Key SVURIXNDRWRAFU-OGMFBOKVSA-N
Canonical SMILES CC1CCC2C13CCC(C(C3)C2(C)C)(C)O
Isomeric SMILES C[C@@H]1CC[C@@H]2[C@]13CC[C@@]([C@H](C3)C2(C)C)(C)O
WGK Germany 2
RTECS PB7728666
PubChem CID 65575
Molecular Weight 222.37
Beilstein 2206350

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Specific Rotation[α]+10.5±1°, c = 5% in chloroform
Boil Point(°C)273°C
Melt Point(°C)82-86°C

Safety and Hazards(GHS)

WGK Germany 2
RTECS PB7728666
Merck Index 1911

Related Documents

Citations of This Product

1. Yanjun Zhou, Luan Jia, Guangshuai Zhang, Gang Chen, Di Zhou, Xianbao Shi, Qiang Fu, Ning Li.  (2023)  Cedrol-loaded dissolvable microneedles based on flexible backing for promoting hair growth.  Expert Opinion on Drug Delivery,      [PMID:37553988]
2. Jihong Yang, Hanchen Zhou, Yaqin Liu, Hui Wang, Yujie Xu, Jianqin Huang, Pandeng Lei.  (2022)  Chemical constituents of green teas processed from albino tea cultivars with white and yellow shoots.  Food Chemistry: Molecular Sciences,  (100143).  [PMID:36389341]
3. Hanchen Zhou, Yaqin Liu, Jihong Yang, Hui Wang, Yong Ding, Pandeng Lei.  (2022)  Comprehensive profiling of volatile components in Taiping Houkui green tea.  LWT-FOOD SCIENCE AND TECHNOLOGY,  163  (113523).  [PMID:]
4. Jilai Cui, Xiaoting Zhai, Danyang Guo, Wenkai Du, Ting Gao, Jie Zhou, Wilfried G. Schwab, Chuankui Song.  (2022)  Characterization of Key Odorants in Xinyang Maojian Green Tea and Their Changes During the Manufacturing Process.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  70  (1): (279–288).  [PMID:34932338]

References

1. J M Naples,C J Shiff,K H Rosler.  (1992-12-01)  Schistosoma mansoni: cercaricidal effects of cedarwood oil and various of its components..  The Journal of tropical medicine and hygiene,  95  ((6)): (390-396).  [PMID:1460698]
2. L Hua,S P Matsuda.  (1999-09-16)  The molecular cloning of 8-epicedrol synthase from Artemisia annua..  Archives of biochemistry and biophysics,  369  ((2)): (208-212).  [PMID:10486139]
3. D O Collins,P B Reese.  (2001-03-23)  Biotransformation of cedrol by Curvularia lunata ATCC 12017..  Phytochemistry,  56  ((5)): (417-421).  [PMID:11261573]
4. S Xu,Y Cen,L Cai,Y Li,S Xu.  (2001-10-24)  [Studies on the chemical components from Sargassum fusiform]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  24  ((7)): (491-492).  [PMID:11668740]
5. Daiji Kagawa,Hiroko Jokura,Ryuji Ochiai,Ichiro Tokimitsu,Hirokazu Tsubone.  (2003-08-05)  The sedative effects and mechanism of action of cedrol inhalation with behavioral pharmacological evaluation..  Planta medica,  69  ((7)): (637-641).  [PMID:12898420]
6. Mitsuo Miyazawa,Yumi Itsuzaki,Keiji Ishikawa,Kaname Ishisaka.  (2003-10-07)  Stereospecific hydroxylation of (+)-cedrol by using human skin microbial flora Staphylococcus epidermidis..  Natural product research,  17  ((5)): (313-317).  [PMID:14526908]
7. Anthony J Pearson,Xiaolong Wang,Ismet B Dorange.  (2004-07-17)  Intramolecular iron-mediated diene/olefin cyclocoupling: formation of carbon spirocycles..  Organic letters,  ((15)): (2535-2538).  [PMID:15255684]
8. Yukihiro Yada,Hidetoshi Sadachi,Yoshinao Nagashima,Toshiyuki Suzuki.  (2007-07-21)  Overseas survey of the effect of cedrol on the autonomic nervous system in three countries..  Journal of physiological anthropology,  26  ((3)): (349-354).  [PMID:17641454]
9. Katsumi Umeno,Etsuro Hori,Masahito Tsubota,Hideo Shojaku,Takaki Miwa,Yoshinao Nagashima,Yukihiro Yada,Toshiyuki Suzuki,Taketoshi Ono,Hisao Nishijo.  (2007-10-24)  Effects of direct cedrol inhalation into the lower airway on autonomic nervous activity in totally laryngectomized subjects..  British journal of clinical pharmacology,  65  ((2)): (188-196).  [PMID:17953722]
10. Ismail Kiran,Zeynep Durceylan,Neşe Kirimer,K Hüsnü Can Baser,Yoshiaki Noma,Fatih Demirci.  (2010-05-04)  Biotransformation of alpha-cedrol and caryophyllene oxide by the fungus Neurospora crassa..  Natural product communications,  ((4)): (515-518).  [PMID:20433062]
11. Luís M T Frija,Raquel F M Frade,Carlos A M Afonso.  (2011-05-31)  Isolation, chemical, and biotransformation routes of labdane-type diterpenes..  Chemical reviews,  111  ((8)): (4418-4452).  [PMID:21618966]
12. Wei-Feng Song,Mei-Jin Liao,Shu-Yuan Luo.  (2012-04-18)  [Analyze on chemical compositions of Dalbergia odorifera essential oils extracted by CO2-supercritical-fluid-extraction and steam distillation extraction]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  34  ((11)): (1725-1727).  [PMID:22506398]
13. Matthias Onghena,Els van Hoeck,Philippe Vervliet,Marie Louise Scippo,Coraline Simon,Joris van Loco,Adrian Covaci.  (2014-11-20)  Development and application of a non-targeted extraction method for the analysis of migrating compounds from plastic baby bottles by GC-MS..  Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment,  31  ((12)): (2090-2102).  [PMID:25407881]
14. Kevin Hung,Matthew L Condakes,Takahiro Morikawa,Thomas J Maimone.  (2016-12-15)  Oxidative Entry into the Illicium Sesquiterpenes: Enantiospecific Synthesis of (+)-Pseudoanisatin..  Journal of the American Chemical Society,  138  ((51)): (16616-16619).  [PMID:27966918]
15. J Zhang,G Feng,Y Luo.  (2003-02-11)  [Analysis of chemical constituents in the essential oil from Evodia fargesii by GC/MS]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  22  ((1)): (30-31).  [PMID:12575060]
16. Samantha Dayawansa,Katsumi Umeno,Hiromasa Takakura,Etsuro Hori,Eiichi Tabuchi,Yoshinao Nagashima,Hiroyuki Oosu,Yukihiro Yada,T Suzuki,Tatketoshi Ono,Hisao Nishijo.  (2003-11-15)  Autonomic responses during inhalation of natural fragrance of Cedrol in humans..  Autonomic neuroscience : basic & clinical,  108  ((1-2)): (79-86).  [PMID:14614968]
17. S P Bhatia,D McGinty,C S Letizia,A M Api.  (2008-07-22)  Fragrance material review on cedrol..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  46 Suppl 11  (S100-S102).  [PMID:18640184]
18. Bushra Abdulkarim Moharam,Ibrahim Jantan,Fasihuddin bin Ahmad,Juriyati Jalil.  (2010-08-18)  Antiplatelet aggregation and platelet activating factor (PAF) receptor antagonistic activities of the essential oils of five Goniothalamus species..  Molecules (Basel, Switzerland),  15  ((8)): (5124-5138).  [PMID:20714290]
19. Bárbara Gordillo-Román,Jorge Camacho-Ruiz,María A Bucio,Pedro Joseph-Nathan.  (2011-12-20)  Chiral recognition of diastereomeric 6-cedrols by vibrational circular dichroism..  Chirality,  24  ((2)): (147-154).  [PMID:22180246]
20. Etsuro Hori,Hideo Shojaku,Naoto Watanabe,Yasuhiro Kawasaki,Michio Suzuki,Mariana F P de Araujo,Yoshinao Nagashima,Yukihiro Yada,Taketoshi Ono,Hisao Nishijo.  (2012-02-22)  Effects of direct cedrol inhalation into the lower airway on brain hemodynamics in totally laryngectomized subjects..  Autonomic neuroscience : basic & clinical,  168  ((1-2)): (88-92).  [PMID:22341589]
21. Jenny M Lindh,Michael N Okal,Manuela Herrera-Varela,Anna-Karin Borg-Karlson,Baldwyn Torto,Steven W Lindsay,Ulrike Fillinger.  (2015-04-18)  Discovery of an oviposition attractant for gravid malaria vectors of the Anopheles gambiae species complex..  Malaria journal,  14  (119-119).  [PMID:25885703]
22. Oscar Mbare,Steven W Lindsay,Ulrike Fillinger.  (2019-09-13)  Testing a pyriproxyfen auto-dissemination station attractive to gravid Anopheles gambiae sensu stricto for the development of a novel attract-release -and-kill strategy for malaria vector control..  BMC infectious diseases,  19  ((1)): (800-800).  [PMID:31510931]
23. Yanjun Zhou, Luan Jia, Guangshuai Zhang, Gang Chen, Di Zhou, Xianbao Shi, Qiang Fu, Ning Li.  (2023)  Cedrol-loaded dissolvable microneedles based on flexible backing for promoting hair growth.  Expert Opinion on Drug Delivery,      [PMID:37553988]
24. Jihong Yang, Hanchen Zhou, Yaqin Liu, Hui Wang, Yujie Xu, Jianqin Huang, Pandeng Lei.  (2022)  Chemical constituents of green teas processed from albino tea cultivars with white and yellow shoots.  Food Chemistry: Molecular Sciences,  (100143).  [PMID:36389341]
25. Hanchen Zhou, Yaqin Liu, Jihong Yang, Hui Wang, Yong Ding, Pandeng Lei.  (2022)  Comprehensive profiling of volatile components in Taiping Houkui green tea.  LWT-FOOD SCIENCE AND TECHNOLOGY,  163  (113523).  [PMID:]
26. Jilai Cui, Xiaoting Zhai, Danyang Guo, Wenkai Du, Ting Gao, Jie Zhou, Wilfried G. Schwab, Chuankui Song.  (2022)  Characterization of Key Odorants in Xinyang Maojian Green Tea and Their Changes During the Manufacturing Process.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  70  (1): (279–288).  [PMID:34932338]

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