Cedrol (BioDeep_00000017546)

Main id: BioDeep_00000000866

 

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(3R-(3.ALPHA.,3A.BETA.,6.ALPHA.,7.BETA.,8A.ALPHA.))-OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3A,7-METHANOAZULEN-6-OL

化学式: C15H26O (222.1983546)
中文名称: 雪松醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CCC2C13CCC(C(C3)C2(C)C)(C)O
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

描述信息

Cedrol is a cedrane sesquiterpenoid and a tertiary alcohol.
Cedrol is a natural product found in Xylopia aromatica, Widdringtonia whytei, and other organisms with data available.
Cedrol is a bioactive sesquiterpene, a potent competitive inhibitor of cytochrome P-450 (CYP) enzymes. Cedrol inhibits CYP2B6-mediated bupropion hydroxylase and CYP3A4-mediated midazolam hydroxylation with Ki of 0.9 μM and 3.4 μM, respectively. Cedrol also has weak inhibitory effect on CYP2C8, CYP2C9, and CYP2C19 enzymes[1]. Cedrol is found in cedar essential oil and poetesses anti-septic, anti-inflammatory, anti-spasmodic, tonic, astringent, diuretic, insecticidal, and anti-fungal activities[2].
Cedrol is a bioactive sesquiterpene, a potent competitive inhibitor of cytochrome P-450 (CYP) enzymes. Cedrol inhibits CYP2B6-mediated bupropion hydroxylase and CYP3A4-mediated midazolam hydroxylation with Ki of 0.9 μM and 3.4 μM, respectively. Cedrol also has weak inhibitory effect on CYP2C8, CYP2C9, and CYP2C19 enzymes[1]. Cedrol is found in cedar essential oil and poetesses anti-septic, anti-inflammatory, anti-spasmodic, tonic, astringent, diuretic, insecticidal, and anti-fungal activities[2].

同义名列表

42 个代谢物同义名

(3R-(3.ALPHA.,3A.BETA.,6.ALPHA.,7.BETA.,8A.ALPHA.))-OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3A,7-METHANOAZULEN-6-OL; Cedrol;[3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol; [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-Octa-hydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol; (3R-(3alpha,3Abeta,6alpha,7beta,8aalpha))-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol; [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol; 1H-3a, octahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]-; 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)-; 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-,(3a,3ab,6a,7b,8aa)-; (3R,3aS,6R,7R,8aS)-3,6,8,8-tetramethyloctahydro-1H-3a,7-methanoazulen-6-ol; (3R,3aR,6R,7R,8aS)-3,6,8,8-Tetramethyloctahydro-1H-3a,7-methanoazulen-6-ol; (1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol; (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol; (+)-Cedrol, >=99.0\\% (sum of enantiomers, GC); (+)-Cedrol, analytical standard; SVURIXNDRWRAFU-OGMFBOKVSA-N; (7beta,8alpha)-cedran-8-ol; 8.beta.H-Cedran-8-ol; 8-betaH-Cedran-8-ol; Cedrol, redistilled; (+)-Cedrol;-Cedrol; 8betaH-Cedran-8-ol; (8R)-cedran-8-ol; Cedrol (natural); CYPRESS CAMPHOR; UNII-63ZM9703BO; .alpha.-Cedrol; cedar camphor; CEDROL [INCI]; NCI60_003818; alpha-Cedrol; Tox21_202945; 8-epicedrol; CEDROL [MI]; CAS-77-53-2; 63ZM9703BO; (+)-Cedrol; cedrol-(+); AI3-02178; a-Cedrol; Cedorol; Cedrol; α-Cedrol



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

69 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Zehui He, Yongtai Zhang, Zhenda Liu, Teng Guo, Xinyi Ai, Yuanzhi He, Xiaolin Hou, Nianping Feng. Synergistic treatment of androgenetic alopecia with follicular co-delivery of minoxidil and cedrol in metal-organic frameworks stabilized by covalently cross-linked cyclodextrins. International journal of pharmaceutics. 2024 Apr; 654(?):123948. doi: 10.1016/j.ijpharm.2024.123948. [PMID: 38417724]
  • Ivanka Semerdjieva, Valtcho D Zheljazkov, Ivayla Dincheva, Tzenka Radoukova, Tess Astatkie, Vasilina Maneva, Dina Atanasova, Hafize Fidan, Stanko Stankov, Albena Stoyanova. Chemical profile of Juniperus excelsa M. Bieb. essential oil within and between populations and its weed seed suppression effect. PloS one. 2024; 19(2):e0294126. doi: 10.1371/journal.pone.0294126. [PMID: 38330006]
  • Yanjun Zhou, Luan Jia, Guangshuai Zhang, Gang Chen, Di Zhou, Xianbao Shi, Qiang Fu, Ning Li. Cedrol-loaded dissolvable microneedles based on flexible backing for promoting hair growth. Expert opinion on drug delivery. 2023 Aug; ?(?):1-10. doi: 10.1080/17425247.2023.2244413. [PMID: 37553988]
  • Bei Cui, Tao Zheng, Ping Deng, Sheng Zhang, Zhong Zhao. Chemotaxonomic Variation in Volatile Component Contents in Ancient Platycladus orientalis Leaves with Different Tree Ages in Huangdi Mausoleum. Molecules (Basel, Switzerland). 2023 Feb; 28(5):. doi: 10.3390/molecules28052043. [PMID: 36903288]
  • Yumeng Zhang, Yang Liu, Fei Peng, Xinrui Wei, Huiqin Hao, Wei Li, Yuqing Zhao. Cedrol from ginger alleviates rheumatoid arthritis through dynamic regulation of intestinal microenvironment. Food & function. 2022 Nov; 13(22):11825-11839. doi: 10.1039/d2fo01983c. [PMID: 36314362]
  • Fatemeh Forouzanfar, Ali Mohammad Pourbagher-Shahri, Hamed Ghazavi. Evaluation of Antiarthritic and Antinociceptive Effects of Cedrol in a Rat Model of Arthritis. Oxidative medicine and cellular longevity. 2022; 2022(?):4943965. doi: 10.1155/2022/4943965. [PMID: 35509836]
  • Gulmira Özek, Igor A Schepetkin, Moldir Yermagambetova, Temel Özek, Liliya N Kirpotina, Shyryn S Almerekova, Saule I Abugalieva, Andrei I Khlebnikov, Mark T Quinn. Innate Immunomodulatory Activity of Cedrol, a Component of Essential Oils Isolated from Juniperus Species. Molecules (Basel, Switzerland). 2021 Dec; 26(24):. doi: 10.3390/molecules26247644. [PMID: 34946725]
  • Jianxun Zhu, Lihong Liu, Maobo Wu, Guiyang Xia, Pengcheng Lin, Jiachen Zi. Characterization of a Sesquiterpene Synthase Catalyzing Formation of Cedrol and Two Diastereoisomers of Tricho-Acorenol from Euphorbia fischeriana. Journal of natural products. 2021 06; 84(6):1780-1786. doi: 10.1021/acs.jnatprod.1c00126. [PMID: 34014675]
  • Yaling Deng, Feixue Huang, Jiewen Wang, Yumeng Zhang, Yan Zhang, Guangyue Su, Yuqing Zhao. Hair Growth Promoting Activity of Cedrol Nanoemulsion in C57BL/6 Mice and Its Bioavailability. Molecules (Basel, Switzerland). 2021 Mar; 26(6):. doi: 10.3390/molecules26061795. [PMID: 33806773]
  • Fei Luo, Yi Ling, De-Sen Li, Ting Tang, Yan-Chun Liu, Yan Liu, Sheng-Hong Li. Characterization of a sesquiterpene cyclase from the glandular trichomes of Leucosceptrum canum for sole production of cedrol in Escherichia coli and Nicotiana benthamiana. Phytochemistry. 2019 Jun; 162(?):121-128. doi: 10.1016/j.phytochem.2019.03.009. [PMID: 30884256]
  • Rafia Rehman, Muhammad Asif Hanif, Muhammad Zahid, Rashid Waseem Khan Qadri. Reporting effective extraction methodology and chemical characterization of bioactive components of under explored Platycladus orientalis (L.) Franco from semi-arid climate. Natural product research. 2019 May; 33(9):1237-1242. doi: 10.1080/14786419.2018.1519707. [PMID: 30394107]
  • Nabanita Kar, Shreyasi Chakraborty, Asit Kumar De, Santanu Ghosh, Tanmoy Bera. Development and evaluation of a cedrol-loaded nanostructured lipid carrier system for in vitro and in vivo susceptibilities of wild and drug resistant Leishmania donovani amastigotes. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2017 Jun; 104(?):196-211. doi: 10.1016/j.ejps.2017.03.046. [PMID: 28400285]
  • Shreyasi Chakraborty, Nabanita Kar, Leena Kumari, Asit De, Tanmoy Bera. Inhibitory effect of a new orally active cedrol-loaded nanostructured lipid carrier on compound 48/80-induced mast cell degranulation and anaphylactic shock in mice. International journal of nanomedicine. 2017; 12(?):4849-4868. doi: 10.2147/ijn.s132114. [PMID: 28744120]
  • Yan Zhang, Ling Han, Shan-Shan Chen, Jian Guan, Fan-Zhi Qu, Yu-Qing Zhao. Hair growth promoting activity of cedrol isolated from the leaves of Platycladus orientalis. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2016 Oct; 83(?):641-647. doi: 10.1016/j.biopha.2016.07.022. [PMID: 27459121]
  • Shan-Shan Chen, Yan Zhang, Qiu-Li Lu, Zhe Lin, Yuqing Zhao. Preventive effects of cedrol against alopecia in cyclophosphamide-treated mice. Environmental toxicology and pharmacology. 2016 Sep; 46(?):270-276. doi: 10.1016/j.etap.2016.07.020. [PMID: 27522546]
  • Dilamara R Scharf, Maria H Verdan, Marcos A Ribeiro, Edesio L Simionatto, Eduardo L Sá, Marcos J Salvador, Andersson Barison, Maria E A Stefanello. Naphthochromenes and Related Constituents from the Tubers of Sinningia allagophylla. Journal of natural products. 2016 Apr; 79(4):792-8. doi: 10.1021/acs.jnatprod.5b00799. [PMID: 27043314]
  • Bushra Abdulkarim Moharam, Ibrahim Jantan, Juriyati Jalil, Fasihuddin Ahmad. Inhibitory effect of compounds from Goniothalamus tapis Miq. and Goniothalamus uvaroides King on platelet-activating factor receptor binding. Phytotherapy research : PTR. 2012 May; 26(5):687-91. doi: 10.1002/ptr.3620. [PMID: 22002630]
  • Sen-Sung Cheng, Min-Jay Chung, Chun-Ya Lin, Ya-Nan Wang, Shang-Tzen Chang. Phytochemicals from Cunninghamia konishii Hayata act as antifungal agents. Journal of agricultural and food chemistry. 2012 Jan; 60(1):124-8. doi: 10.1021/jf2042196. [PMID: 22129092]
  • Xin Hua Zhang, Jaime A Teixeira da Silva, Yong Xia Jia, Jie Tang Zhao, Guo Hua Ma. Chemical composition of volatile oils from the pericarps of Indian sandalwood (Santalum album) by different extraction methods. Natural product communications. 2012 Jan; 7(1):93-6. doi: ". [PMID: 22428257]
  • S Mohd Joffry, N J Yob, M S Rofiee, M M R Meor Mohd Affandi, Z Suhaili, F Othman, A Md Akim, M N M Desa, Z A Zakaria. Melastoma malabathricum (L.) Smith Ethnomedicinal Uses, Chemical Constituents, and Pharmacological Properties: A Review. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):258434. doi: 10.1155/2012/258434. [PMID: 22242040]
  • Ming Cheng, Lixin Yang, Lianju Yang, Xuefeng Feng, Hongjie Wang, Yongxin Zhang, Xiaoguang Ge, Xiaobo Zhang. [GC-MS analysis on volatile components of wild Trogopterus faeces from Laishui county of Hebei province]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Dec; 36(24):3480-3. doi: 10.4268/cjcmm20112420. [PMID: 22368861]
  • Wei-Feng Song, Mei-Jin Liao, Shu-Yuan Luo. [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. 2011 Nov; 34(11):1725-7. doi: . [PMID: 22506398]
  • Peter O Staub, Florian P Schiestl, Marco Leonti, Caroline S Weckerle. Chemical analysis of incense smokes used in Shaxi, Southwest China: a novel methodological approach in ethnobotany. Journal of ethnopharmacology. 2011 Oct; 138(1):212-8. doi: 10.1016/j.jep.2011.08.078. [PMID: 21939750]
  • Maria Graça Miguel, Maria Dulce Antunes. Is propolis safe as an alternative medicine?. Journal of pharmacy & bioallied sciences. 2011 Oct; 3(4):479-95. doi: 10.4103/0975-7406.90101. [PMID: 22219581]
  • Abha Chaudhary, Prabha Sharma, Gireesh Nadda, Dhananjay Kumar Tewary, Bikram Singh. Chemical composition and larvicidal activities of the Himalayan cedar, Cedrus deodara essential oil and its fractions against the diamondback moth, Plutella xylostella. Journal of insect science (Online). 2011; 11(?):157. doi: 10.1673/031.011.15701. [PMID: 22239128]
  • Xueting Bai, Yicun Chen, Weizhou Chen, Huaping Lei, Ganggang Shi. Volatile constituents, inorganic elements and primary screening of bioactivity of black coral cigarette holders. Marine drugs. 2011; 9(5):863-78. doi: 10.3390/md9050863. [PMID: 21673895]
  • Pengjun Zhang, Xiaoyun Zhu, Fang Huang, Yong Liu, Jinming Zhang, Yaobin Lu, Yongming Ruan. Suppression of jasmonic acid-dependent defense in cotton plant by the mealybug Phenacoccus solenopsis. PloS one. 2011; 6(7):e22378. doi: 10.1371/journal.pone.0022378. [PMID: 21818315]
  • N J Yob, S Mohd Jofrry, M M R Meor Mohd Affandi, L K Teh, M Z Salleh, Z A Zakaria. Zingiber zerumbet (L.) Smith: A Review of Its Ethnomedicinal, Chemical, and Pharmacological Uses. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):543216. doi: 10.1155/2011/543216. [PMID: 21584247]
  • Bushra Abdulkarim Moharam, Ibrahim Jantan, Fasihuddin bin Ahmad, Juriyati Jalil. Antiplatelet aggregation and platelet activating factor (PAF) receptor antagonistic activities of the essential oils of five Goniothalamus species. Molecules (Basel, Switzerland). 2010 Jul; 15(8):5124-38. doi: 10.3390/molecules15085124. [PMID: 20714290]
  • Martin Talavera-Bianchi, Koushik Adhikari, Edgar Chambers, Edward E Carey, Delores H Chambers. Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi). Journal of food science. 2010 May; 75(4):S173-81. doi: 10.1111/j.1750-3841.2010.01585.x. [PMID: 20546419]
  • Xia Wang, Jing Xu, You-Lian Shen, Feng-Ying Liu, Yong-Jun Du. [Electroantennogram responses of Maruca testulalis (Lepidoptera: Pyralidae) to plant volatiles and sex pheromone]. Ying yong sheng tai xue bao = The journal of applied ecology. 2009 Aug; 20(8):1973-9. doi: . [PMID: 19947220]
  • Chenxi Zhao, Yingxu Zeng, Mingzhu Wan, Rongxi Li, Yizeng Liang, Chengyong Li, Zhongda Zeng, Foo-Tim Chau. Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods. Journal of separation science. 2009 Feb; 32(4):660-70. doi: 10.1002/jssc.200800484. [PMID: 19212980]
  • Volodymyr Samoylenko, D Chuck Dunbar, Md Abdul Gafur, Shabana I Khan, Samir A Ross, Jaber S Mossa, Farouk S El-Feraly, Babu L Tekwani, Jan Bosselaers, Ilias Muhammad. Antiparasitic, nematicidal and antifouling constituents from Juniperus berries. Phytotherapy research : PTR. 2008 Dec; 22(12):1570-6. doi: 10.1002/ptr.2460. [PMID: 19067375]
  • M R Loizzo, R Tundis, F Menichini, A M Saab, G A Statti, F Menichini. Antiproliferative effects of essential oils and their major constituents in human renal adenocarcinoma and amelanotic melanoma cells. Cell proliferation. 2008 Dec; 41(6):1002-1012. doi: 10.1111/j.1365-2184.2008.00561.x. [PMID: 19040575]
  • Sanjay Guleria, Ashok Kumar, Ashok Kumar Tiku. Chemical composition and fungitoxic activity of essential oil of Thuja orientalis L. grown in the north-western Himalaya. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2008 Mar; 63(3-4):211-4. doi: 10.1515/znc-2008-3-409. [PMID: 18533464]
  • Chi-I Chang, Wen-Ching Chen, Yi-Yuan Shao, Guey-Ru Yeh, Ning-Sun Yang, Wenchang Chiang, Yueh-Hsiung Kuo. A new labdane-type diterpene from the bark of Juniperus chinensis Linn. Natural product research. 2008; 22(13):1158-62. doi: 10.1080/14786410601132444. [PMID: 18855216]
  • Ling-ling Xu, Jie Lu, Wei-jia Li, Ling-yi Kong. [Studies on the chemical constituents in root of Coleus forskohlii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Nov; 30(22):1753-5. doi: ". [PMID: 16468372]
  • Haibin He, Huaqin He, Wenxiong Lin, Xiangxu Chen, Xiaoli Jia, Jun Xiong, Lihua Shen, Yiyuan Liang. [Terpenoids in root exudates of different allelopathic rice varieties]. Ying yong sheng tai xue bao = The journal of applied ecology. 2005 Apr; 16(4):732-6. doi: . [PMID: 16011177]
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