这是演示店铺,请务下单付款,避免造成你的财物损失。

为了获得访问"阿拉丁铁蛋"实时聊天框的流畅支持体验,建议您使用Chrome浏览器或选择360浏览器极速模式(如何切换极速模式?),感谢您选择我们!

松香酸

规格或纯度: 75%
有货

库存信息

关闭

库存信息

关闭

库存信息

关闭

库存信息

关闭
货号 (SKU) 包装规格 是否现货 价格 数量
A107217-5g
5g 现货 Stock Image
A107217-25g
25g 现货 Stock Image
A107217-100g
100g 现货 Stock Image
A107217-500g
500g 现货 Stock Image
查看相关系列
萜烯类

基本描述

别名 松脂酸;树脂酸;枞酸
英文别名 Rosin Acid;Sylvic Acid;(1R,4aR,4bR,10aR)-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid
规格或纯度 75%
英文名称 Abietic acid
储存温度 2-8°C储存,避光,充氩
运输条件 冰袋运输
产品介绍

一种三环二萜类含氧化合物,是最重要的树脂酸之一。 不溶于水,溶于一般有机溶剂和稀氢氧化钠溶液,溶于醇、苯、氯仿、丙酮、醚和二硫化碳。工业用的松香酸是黄色玻璃状固体,熔点有时可低至85℃。天然产物合成的起始物质。


应用 :   

 松香酸可用作以下物质的制备前体:       

环氧和石油化工固化剂。

具有潜在抗肿瘤、抗真菌和抗病毒活性的脱氢松香酸衍生物。

它还可用作以下物质的总合成起始材料:

(−)-雷公藤内酯酮和(−)-雷公藤内酯,强效的抗肿瘤剂和免疫抑制剂       

醌(−)-12-脱氧总状土木香醌,抗利什曼病试剂       

松香酸衍生儿茶酚(甲基11,12-二羟基松香酸-8,11,13-三烯-18-甲酯,MDTO),潜在的抗氧化剂

Starting material for natural product synthesis. Epoxidation with MCPBA.
Abietic acid is used as a precursor in the preparation of petrochemical curing agents. It is used in the synthesis of dehydroabietic acid derivatives, that exhibit antitumor, antimycotic, and antiviral activities. It can also be used as a starting material in the total synthesis of (-)-triptolide[8] and (+)-amberketal.

名称和标识符

EC号 208-178-3
IUPAC Name (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
INCHI InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1
InChi Key RSWGJHLUYNHPMX-ONCXSQPRSA-N
Canonical SMILES CC(C)C1=CC2=CCC3C(C2CC1)(CCCC3(C)C(=O)O)C
WGK Germany 3
RTECS TP8580000
PubChem CID 10569
分子量 302.45
Beilstein号 2221451
Reaxy-Rn 2221451

化学和物理性质

溶解性 Solubility in water: Insoluble Solubility in other solvents: Soluble in diluted NaOH solution Soluble in alcohol, benzene, chloroform, acetone, ether and carbon disulfide
密度 1.06
敏感性 对湿度、空气、光敏感
比旋光度 [α]20/D −85±10°, c = 1% in ethanol
熔点 150-165 °C

安全和危险性(GHS)

象形图
ghs09

Environmental Hazard

ghs07

Harmful

信号词 Warning
危险声明 H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
H400: Very toxic to aquatic life
H410: Very toxic to aquatic life with long lasting effects
预防措施声明 P261,P305+P351+P338,P273,P280,P302+P352,P321,P405,P501,P264,P271,P304+P340,P403+P233,P362+P364,P391,P264+P265,P337+P317,P332+P317,P319
WGK Germany 3
RTECS TP8580000
Reaxy-Rn 2221451
Merck Index 7
个人防护装备 dust mask type N95 (US),Eyeshields,Gloves

质检证书(COA)

质检报告(COA)

输入批号以搜索COA:

产品问答

产品问答

登录提交问题 Hover me 请先登录再提交问题
您提交该产品问题后,我们会在1-2个工作日内给您答复,您可以登录"我的账号",然后点击"我的产品问答"查看答案

参考文献

1. Daryl J Smith,Joonhong Park,James M Tiedje,William W Mohn.  (2007-06-26)  A large gene cluster in Burkholderia xenovorans encoding abietane diterpenoid catabolism..  Journal of bacteriology,  189  ((17)):  (6195-6204).  [PMID:17586638]
2. Daryl J Smith,Marianna A Patrauchan,Christine Florizone,Lindsay D Eltis,William W Mohn.  (2007-12-25)  Distinct roles for two CYP226 family cytochromes P450 in abietane diterpenoid catabolism by Burkholderia xenovorans LB400..  Journal of bacteriology,  190  ((5)):  (1575-1583).  [PMID:18156276]
3. 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.  (2008-12-11)  Antiparasitic, nematicidal and antifouling constituents from Juniperus berries..  Phytotherapy research : PTR,  22  ((12)):  (1570-1576).  [PMID:19067375]
4. Miguel A González,Julieth Correa-Royero,Lee Agudelo,Ana Mesa,Liliana Betancur-Galvis.  (2009-02-17)  Synthesis and biological evaluation of abietic acid derivatives..  European journal of medicinal chemistry,  44  ((6)):  (2468-2472).  [PMID:19217699]
5. Miguel A González,David Pérez-Guaita,Julieth Correa-Royero,Bibiana Zapata,Lee Agudelo,Ana Mesa-Arango,Liliana Betancur-Galvis.  (2009-11-07)  Synthesis and biological evaluation of dehydroabietic acid derivatives..  European journal of medicinal chemistry,  45  ((2)):  (811-816).  [PMID:19892441]
6. Mee Jung Jung,Hyun Ah Jung,Sam Sik Kang,Geum-Sook Hwang,Jae Sue Choi.  (2010-02-18)  A new abietic acid-type diterpene glucoside from the needles of Pinus densiflora..  Archives of pharmacal research,  32  ((12)):  (1699-1704).  [PMID:20162397]
7. Ahmet C Gören,Gökhan Bilsel,Alp Hakan Oztürk,Gülaçti Topçu.  (2011-01-11)  Chemical composition of natural colophony from Pinus brutia and comparison with synthetic colophony..  Natural product communications,  ((11)):  (1729-1732).  [PMID:21213968]
8. Matthew R Siebert,Jiaxu Zhang,Srirangam V Addepalli,Dean J Tantillo,William L Hase.  (2011-05-10)  The need for enzymatic steering in abietic acid biosynthesis: gas-phase chemical dynamics simulations of carbocation rearrangements on a bifurcating potential energy surface..  Journal of the American Chemical Society,  133  ((21)):  (8335-8343).  [PMID:21548620]
9. 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]
10. Kwang-Hyun Hwang,Ji-Yun Ahn,Suna Kim,Jae-Ho Park,Tae-Youl Ha.  (2011-08-05)  Abietic acid has an anti-obesity effect in mice fed a high-fat diet..  Journal of medicinal food,  14  ((9)):  (1052-1056).  [PMID:21812648]
11. Sara Axelsson,Kåre Eriksson,Ulrika Nilsson.  (2011-08-30)  Determination of resin acids during production of wood pellets--a comparison of HPLC/ESI-MS with the GC/FID MDHS 83/2 method..  Journal of environmental monitoring : JEM,  13  ((10)):  (2940-2945).  [PMID:21874165]
12. Maria Michela Lauriola,Antonio De Bitonto,Gabriele Ermini,Ombretta Lenzi,Paolo Daniele Pigatto.  (2012-06-02)  Allergic contact dermatitis from depilatory wax..  Dermatitis : contact, atopic, occupational, drug,  23  ((3)):  (126-127).  [PMID:22653175]
13. Fei Yao,Dongyue Zhang,Chaohong Zhang,Wantai Yang,Jianping Deng.  (2012-12-13)  Preparation and application of abietic acid-derived optically active helical polymers and their chiral hydrogels..  Bioresource technology,  129  ():  (58-64).  [PMID:23232223]
14. Cong Xiao,Wei-Wen Rao,Ming-Cheng Zhong.  (2013-01-17)  [Study on determination methods for abietic acid in fake Myrrha]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  35  ((8)):  (1237-1241).  [PMID:23320354]
15. Alexander V Shpatov,Sergey A Popov,Olga I Salnikova,Emma N Shmidt,Suk Woo Kang,Sang Min Kim,Byung Hun Um.  (2013-02-19)  Lipophilic extracts from needles and defoliated twigs of Pinus pumila from two different populations..  Chemistry & biodiversity,  10  ((2)):  (198-208).  [PMID:23418167]
16. Jonathan H Slade,Daniel A Knopf.  (2013-03-15)  Heterogeneous OH oxidation of biomass burning organic aerosol surrogate compounds: assessment of volatilisation products and the role of OH concentration on the reactive uptake kinetics..  Physical chemistry chemical physics : PCCP,  15  ((16)):  (5898-5915).  [PMID:23487256]
17. Ying-Feng Wang,Xiao-Yan Wei.  (2013-04-20)  [Determination of dehydroabietic acid and abietic acid in aqueous alkali extract of Liquidambaris Resina by HPLC]..  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica,  38  ((1)):  (57-59).  [PMID:23596877]
18. Simon Janocha,Rita Bernhardt.  (2013-06-25)  Design and characterization of an efficient CYP105A1-based whole-cell biocatalyst for the conversion of resin acid diterpenoids in permeabilized Escherichia coli..  Applied microbiology and biotechnology,  97  ((17)):  (7639-7649).  [PMID:23793341]
19. C F Massaro,M Katouli,T Grkovic,H Vu,R J Quinn,T A Heard,C Carvalho,M Manley-Harris,H M Wallace,P Brooks.  (2014-04-08)  Anti-staphylococcal activity of C-methyl flavanones from propolis of Australian stingless bees (Tetragonula carbonaria) and fruit resins of Corymbia torelliana (Myrtaceae)..  Fitoterapia,  95  ():  (247-257).  [PMID:24704551]
20. Raghavendra Gowda,SubbaRao V Madhunapantula,Arati Sharma,Omer F Kuzu,Gavin P Robertson.  (2014-08-02)  Nanolipolee-007, a novel nanoparticle-based drug containing leelamine for the treatment of melanoma..  Molecular cancer therapeutics,  13  ((10)):  (2328-2340).  [PMID:25082958]
21. Jianjun Liu,Mengge Liu,Xiu Li,Xiaomin Lu,Guang Chen,Zhiwei Sun,Guoliang Li,Xianen Zhao,Shijuan Zhang,Cuihua Song,Hua Wang,Yourui Suo,Jinmao You.  (2014-12-03)  Development of ultrasonic-assisted closed in-syringe extraction and derivatization for the determination of labile abietic acid and dehydroabietic acid in cosmetics..  Journal of chromatography. A,  1371  ():  (20-29).  [PMID:25456583]
22. Chihang Cheng,Fangyuan Zhou,Min Lu,Jianghua Sun.  (2015-05-06)  Inducible pine rosin defense mediates interactions between an invasive insect-fungal complex and newly acquired sympatric fungal associates..  Integrative zoology,  10  ((5)):  (453-464).  [PMID:25939920]
23. Yusuke Yamamoto,Masaharu Fujita,Sayaka Wanibuchi,Ayako Sato,Miyuki Akimoto,Yasuhiro Katsuoka,Atsushi Ono,Toshihiko Kasahara.  (2019-09-03)  Applicability of amino acid derivative reactivity assay for prediction of skin sensitization by combining multiple alternative methods to evaluate key events..  The Journal of toxicological sciences,  44  ((9)):  (585-600).  [PMID:31474740]
24. A Mehling,E Adriaens,S Casati,B Hubesch,A Irizar,M Klaric,S Letasiova,I Manou,B P Müller,E Roggen,E van Vliet,D Basketter.  (2019-09-09)  In vitro RHE skin sensitisation assays: Applicability to challenging substances..  Regulatory toxicology and pharmacology : RTP,  108  ():  (104473-104473).  [PMID:31494190]
25. Yuki Ito,Takashi Ito,Keisuke Yamashiro,Fumi Mineshiba,Kimito Hirai,Kazuhiro Omori,Tadashi Yamamoto,Shogo Takashiba.  (2019-09-15)  Antimicrobial and antibiofilm effects of abietic acid on cariogenic Streptococcus mutans..  Odontology,  108  ((1)):  (57-65).  [PMID:31520265]
26. João P A Reis,Sandra A C Figueiredo,Maria Lígia Sousa,Pedro N Leão.  (2020-03-21)  BrtB is an O-alkylating enzyme that generates fatty acid-bartoloside esters..  Nature communications,  11  ((1)):  (1458-1458).  [PMID:32193394]
27. Melissa H Mageroy,Samuel W Wilkinson,Torstein Tengs,Hugh Cross,Marit Almvik,Pierre Pétriacq,Adam Vivian-Smith,Tao Zhao,Carl Gunnar Fossdal,Paal Krokene.  (2020-04-24)  Molecular underpinnings of methyl jasmonate-induced resistance in Norway spruce..  Plant, cell & environment,  43  ((8)):  (1827-1843).  [PMID:32323322]
28. Xosé López-Goldar,Lina Lundborg,Anna Karin Borg-Karlson,Rafael Zas,Luis Sampedro.  (2020-05-02)  Resin acids as inducible chemical defences of pine seedlings against chewing insects..  PloS one,  15  ((5)):  (e0232692-e0232692).  [PMID:32357193]
29. Zhishen Xie,Gai Gao,Hui Wang,Erwen Li,Yong Yuan,Jiangyan Xu,Zhenqiang Zhang,Pan Wang,Yu Fu,Huahui Zeng,Junying Song,Christian Hölscher,Hui Chen.  (2020-05-16)  Dehydroabietic acid alleviates high fat diet-induced insulin resistance and hepatic steatosis through dual activation of PPAR-γ and PPAR-α..  Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie,  127  ():  (110155-110155).  [PMID:32413669]
30. Sreejon Das,Martha Dagnew,Madhumita B Ray.  (2020-11-14)  Anaerobic digestibility of resin acids in primary sludge: Effect of ozone pretreatment..  Chemosphere,  262  ():  (128316-128316).  [PMID:33182136]
31. A A Fisher.  (1981-05-01)  Allergic contact dermatitis in a violinist. The role of abietic acid--a sensitizer in rosin (colophony)--as the causative agent..  Cutis,  27  ((5)):  (466-466).  [PMID:7016461]
32. Kåre Eriksson,Katja Hagström,Sara Axelsson,Leena Nylander-French.  (2008-04-09)  Tape-stripping as a method for measuring dermal exposure to resin acids during wood pellet production..  Journal of environmental monitoring : JEM,  10  ((3)):  (345-352).  [PMID:18392277]
33. Roberto E Di Paolo,Barbara Gigante,Maria A Esteves,Natércia Pires,Célia Santos,Maria H Lameiro,João Seixas de Melo,Hugh D Burrows,António L Maçanita.  (2008-10-03)  Picosecond structural relaxation of abietic acid based amine end capped para-phenylenevinylene trimers in solution..  Chemphyschem : a European journal of chemical physics and physical chemistry,  ((15)):  (2214-2220).  [PMID:18830995]
34. S P Bhatia,C S Letizia,A M Api.  (2008-10-11)  Fragrance material review on abietyl acetate..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  46 Suppl 12  ():  (S28-S29).  [PMID:18845214]
35. K Ohmori,Y Kawamura.  (2009-08-15)  Cell transformation activities of abietic acid and dehydroabietic acid: safety assessment of possible contaminants in paper and paperboard for food contact use..  Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment,  26  ((4)):  (568-573).  [PMID:19680931]
36. Sabrina Bleif,Frank Hannemann,Michael Lisurek,Jens Peter von Kries,Josef Zapp,Matthias Dietzen,Iris Antes,Rita Bernhardt.  (2011-01-29)  Identification of CYP106A2 as a regioselective allylic bacterial diterpene hydroxylase..  Chembiochem : a European journal of chemical biology,  12  ((4)):  (576-582).  [PMID:21271628]
37. Yi He,Yumei Zhang,Jing Lu,Ruichao Lin.  (2012-04-10)  Isolation and structural elucidation of abietic acid as the main adulterant in an herbal drug for the treatment of psoriasis..  Journal of pharmaceutical and biomedical analysis,  66  ():  (345-348).  [PMID:22482903]
38. Patrick Frank,Francesco Caruso,Eugenio Caponetti.  (2012-05-02)  Ancient wood of the Acqualadrone rostrum: materials history through gas chromatography/mass spectrometry and sulfur X-ray absorption spectroscopy..  Analytical chemistry,  84  ((10)):  (4419-4428).  [PMID:22545724]
39. Mohd Ishtikhar,Mohd Sajid Ali,Ayman M Atta,Hammad Al-Lohedan,Gamal Badr,Rizwan Hasan Khan.  (2015-11-10)  Temperature dependent rapid annealing effect induces amorphous aggregation of human serum albumin..  International journal of biological macromolecules,  82  ():  (844-855).  [PMID:26552019]
40. Li-Li Pan,Lin Frank Song,Yipu Miao,Yue Yang,Kenneth M Merz.  (2017-06-02)  Mechanism of Formation of the Nonstandard Product in the Prenyltransferase Reaction of the G115T Mutant of FtmPT1: A Case of Reaction Dynamics Calling the Shots?.  Biochemistry,  56  ((24)):  (2995-3007).  [PMID:28570807]
41. Valentina Cuzzucoli Crucitti,Luisa Maria Migneco,Antonella Piozzi,Vincenzo Taresco,Martin Garnett,Richard H Argent,Iolanda Francolini.  (2018-01-26)  Intermolecular interaction and solid state characterization of abietic acid/chitosan solid dispersions possessing antimicrobial and antioxidant properties..  European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V,  125  ():  (114-123).  [PMID:29366926]
42. Sining Kang,Jun Zhang,Ye Yuan.  (2018-09-02)  Abietic acid attenuates IL-1β-induced inflammation in human osteoarthritis chondrocytes..  International immunopharmacology,  64  ():  (110-115).  [PMID:30172103]
43. Byeol-I Han,Jung-Sun Yi,Souk Jin Seo,Tae Sung Kim,Ilyoung Ahn,Kyungyuk Ko,Joo Hwan Kim,SeungJin Bae,Jong Kwon Lee.  (2019-06-04)  Evaluation of skin sensitization potential of chemicals by local lymph node assay using 5-bromo-2-deoxyuridine with flow cytometry..  Regulatory toxicology and pharmacology : RTP,  107  ():  (104401-104401).  [PMID:31158384]

计算器