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词条 Pristane
释义

  1. References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477172090| ImageFile = Pristane.png| ImageFile_Ref = {{chemboximage|correct|??}}| ImageName = Skeletal formula of pristane| IUPACName = 2,6,10,14-Tetramethylpentadecane[1]
|Section1={{Chembox Identifiers
| CASNo = 1921-70-6
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 15979
| ChemSpiderID = 15182
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID1 = 24531975
| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID1_Comment = 6R,10R
| ChemSpiderID2 = 21428537
| ChemSpiderID2_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID2_Comment = 6R,10S
| ChemSpiderID3 = 24531981
| ChemSpiderID3_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID3_Comment = 6S,10S
| EINECS = 217-650-8
| MeSHName = pristane
| ChEBI = 53181
| ChEBI_Ref = {{ebicite|correct|EBI}}
| RTECS = RZ1880000
| Beilstein = 1720538
| SMILES = CC(C)CCCC(C)CCCC(C)CCCC(C)C
| StdInChI = 1S/C19H40/c1-16(2)10-7-12-18(5)14-9-15-19(6)13-8-11-17(3)4/h16-19H,7-15H2,1-6H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XOJVVFBFDXDTEG-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=19 | H=40
| Appearance = Colorless liquid
| Odor = Odorless
| Density = 783 mg mL−1
| MeltingPtK = 173.2
| BoilingPtC = 296
| RefractIndex = 1.438
}}
|Section3={{Chembox Thermochemistry
| HeatCapacity = 569.76 J K−1 mol−1
}}
|Section4={{Chembox Hazards
| GHSPictograms = {{GHS exclamation mark}}
| GHSSignalWord = WARNING
| HPhrases = {{H-phrases|315}}
| FlashPt = >110 °C
}}
|Section5={{Chembox Related
| OtherFunction_label = alkanes
| OtherFunction = {{Unbulleted list|Isocetane|Phytane}}
}}
}}Pristane is a natural saturated terpenoid alkane obtained primarily from shark liver oil, from which its name is derived (Latin pristis, "shark"). It is also found in the stomach oil of birds in the order Procellariiformes and in mineral oil and some foods.[2]

It is a transparent oily liquid that is immiscible with water, but soluble in diethyl ether, benzene, chloroform and carbon tetrachloride.

Pristane is known to induce autoimmune diseases in rodents. It is used in research to understand the pathogenesis of rheumatoid arthritis and lupus.[3][4][5]

It is used as a lubricant, a transformer oil, an immunologic adjuvant, and an anti-corrosion agent, biological marker, plasmocytomas inducer and in production of monoclonal antibodies.

Biosynthetically, pristane is derived from phytol and is used as a biomarker in petroleum studies.[6] Tocopherols represent an alternate sedimentary source of pristane in sediments and petroleum.[7]

Toxicity of pristane alleviated by aconitine.[8]

References

1. ^{{Cite web|title=pristane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=15979&loc=ec_rcs#x291|work=PubChem Compound|publisher=National Center for Biotechnology Information|location=USA|date=26 March 2005|at=Identification and Related Records}}
2. ^{{cite journal |doi=10.1016/0889-1575(89)90058-6 |title=A survey of the amount of pristane in common fruits and vegetables |journal=Journal of Food Composition and Analysis |volume=2 |issue=1 |pages=22–7 |year=1989 |last1=Chung |first1=J.-G |last2=Garrett |first2=L.R |last3=Byers |first3=P.E |last4=Cuchens |first4=M.A }}
3. ^{{cite journal |doi=10.1038/222994a0 |pmid=5789334 |title=Induction of Plasma Cell Tumours in BALB/c Mice with 2,6,10,14-Tetramethylpentadecane (Pristane) |journal=Nature |volume=222 |issue=5197 |pages=994–5 |year=1969 |last1=Anderson |first1=Paul N |last2=Potter |first2=Michael |bibcode=1969Natur.222..994A }}
4. ^{{cite journal |doi=10.1097/SAP.0b013e31816d8316 |pmid=18948786 |title=Surreptitious Injection of Mineral Oil |journal=Annals of Plastic Surgery |volume=61 |issue=5 |pages=555–8 |year=2008 |last1=Hazani |first1=Ron |last2=Engineer |first2=Nitin }}
5. ^{{cite book |doi=10.1016/B978-1-4377-1893-5.00017-0 |chapter=Animal Models of SLE |title=Dubois' Lupus Erythematosus and Related Syndromes |pages=190–236 |year=2013 |last1=Hahn |first1=Bevra Hannahs |last2=Kono |first2=Dwight |isbn=978-1-4377-1893-5 }}
6. ^{{cite journal |doi=10.1016/S0146-6380(02)00056-6 |title=Early developments in petroleum geochemistry |journal=Organic Geochemistry |volume=33 |issue=9 |pages=1025–52 |year=2002 |last1=Hunt |first1=John M |last2=Philp |first2=R.Paul |last3=Kvenvolden |first3=Keith A }}
7. ^{{cite journal |doi=10.1038/312440a0 |title=Tocopherols as likely precursors of pristane in ancient sediments and crude oils |journal=Nature |volume=312 |issue=5993 |pages=440–2 |year=1984 |last1=Goossens |first1=H |last2=De Leeuw |first2=J. W |last3=Schenck |first3=P. A |last4=Brassell |first4=S. C |bibcode=1984Natur.312..440G }}
8. ^{{cite journal |doi=10.1016/j.jphs.2017.01.007 |pmid=28302448 |title=Aconitine: A potential novel treatment for systemic lupus erythematosus |journal=Journal of Pharmacological Sciences |volume=133 |issue=3 |pages=115–121 |year=2017 |last1=Li |first1=Xiaodong |last2=Gu |first2=Liwei |last3=Yang |first3=Lan |last4=Zhang |first4=Dong |last5=Shen |first5=Jianying }}

2 : Alkanes|Diterpenes

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