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MedKoo Cat#: 591708 | Name: Retene

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Retene, methyl isopropyl phenanthrene or 1-methyl-7-isopropyl phenanthrene, C₁₈H₁₈, is a polycyclic aromatic hydrocarbon present in the coal tar fraction, boiling above 360 °C.

Chemical Structure

Retene
Retene
CAS# 483-65-8

Theoretical Analysis

MedKoo Cat#: 591708

Name: Retene

CAS#: 483-65-8

Chemical Formula: C18H18

Exact Mass: 234.1409

Molecular Weight: 234.34

Elemental Analysis: C, 92.26; H, 7.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Retene; NSC 26317; NSC-26317; NSC26317
IUPAC/Chemical Name
7-Isopropyl-1-methylphenanthrene
InChi Key
NXLOLUFNDSBYTP-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H18/c1-12(2)14-7-10-17-15(11-14)8-9-16-13(3)5-4-6-18(16)17/h4-12H,1-3H3
SMILES Code
CC1=C2C=CC3=CC(C(C)C)=CC=C3C2=CC=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 234.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PubMed PMID: 29056377. 4: de Oliveira Alves N, Vessoni AT, Quinet A, Fortunato RS, Kajitani GS, Peixoto MS, Hacon SS, Artaxo P, Saldiva P, Menck CFM, Batistuzzo de Medeiros SR. Biomass burning in the Amazon region causes DNA damage and cell death in human lung cells. Sci Rep. 2017 Sep 7;7(1):10937. doi: 10.1038/s41598-017-11024-3. PubMed PMID: 28883446; PubMed Central PMCID: PMC5589902. 5: Chlebowski AC, La Du JK, Truong L, Massey Simonich SL, Tanguay RL. Investigating the application of a nitroreductase-expressing transgenic zebrafish line for high-throughput toxicity testing. Toxicol Rep. 2017;4:202-210. doi: 10.1016/j.toxrep.2017.04.005. Epub 2017 Apr 27. PubMed PMID: 28758069; PubMed Central PMCID: PMC5527975. 6: Sarma SN, Blais JM, Chan HM. Neurotoxicity of alkylated polycyclic aromatic compounds in human neuroblastoma cells. J Toxicol Environ Health A. 2017;80(5):285-300. doi: 10.1080/15287394.2017.1314840. Epub 2017 Jun 9. PubMed PMID: 28598261. 7: Navarro KM, Cisneros R, Noth EM, Balmes JR, Hammond SK. Occupational Exposure to Polycyclic Aromatic Hydrocarbon of Wildland Firefighters at Prescribed and Wildland Fires. Environ Sci Technol. 2017 Jun 6;51(11):6461-6469. doi: 10.1021/acs.est.7b00950. Epub 2017 May 19. PubMed PMID: 28498656. 8: Alves CA, Vicente AM, Custódio D, Cerqueira M, Nunes T, Pio C, Lucarelli F, Calzolai G, Nava S, Diapouli E, Eleftheriadis K, Querol X, Musa Bandowe BA. Polycyclic aromatic hydrocarbons and their derivatives (nitro-PAHs, oxygenated PAHs, and azaarenes) in PM(2.5) from Southern European cities. Sci Total Environ. 2017 Oct 1;595:494-504. doi: 10.1016/j.scitotenv.2017.03.256. Epub 2017 Apr 7. PubMed PMID: 28395264. 9: Vicente A, Calvo A, Fernandes AP, Nunes T, Monteiro C, Pio C, Alves C. Hydrocarbons in particulate samples from wildfire events in central Portugal in summer 2010. J Environ Sci (China). 2017 Mar;53:122-131. doi: 10.1016/j.jes.2016.02.022. Epub 2016 Jun 11. PubMed PMID: 28372736. 10: Huang M, Mesaros C, Hackfeld LC, Hodge RP, Zang T, Blair IA, Penning TM. Potential Metabolic Activation of a Representative C4-Alkylated Polycyclic Aromatic Hydrocarbon Retene (1-Methyl-7-isopropyl-phenanthrene) Associated with the Deepwater Horizon Oil Spill in Human Hepatoma (HepG2) Cells. Chem Res Toxicol. 2017 Apr 17;30(4):1093-1101. doi: 10.1021/acs.chemrestox.6b00457. Epub 2017 Mar 22. PubMed PMID: 28278373; PubMed Central PMCID: PMC5593134. 11: Lin Y, Deng W, Li S, Li J, Wang G, Zhang D, Li X. Congener profiles, distribution, sources and ecological risk of parent and alkyl-PAHs in surface sediments of Southern Yellow Sea, China. Sci Total Environ. 2017 Feb 15;580:1309-1317. doi: 10.1016/j.scitotenv.2016.12.094. Epub 2016 Dec 28. PubMed PMID: 28040223. 12: Wang J, Hang Ho SS, Huang R, Gao M, Liu S, Zhao S, Cao J, Wang G, Shen Z, Han Y. Characterization of parent and oxygenated-polycyclic aromatic hydrocarbons (PAHs) in Xi'an, China during heating period: An investigation of spatial distribution and transformation. Chemosphere. 2016 Sep;159:367-377. doi: 10.1016/j.chemosphere.2016.06.033. Epub 2016 Jun 17. PubMed PMID: 27323290. 13: Mohammed MOA, Song WW, Ma YL, Liu LY, Ma WL, Li WL, Li YF, Wang FY, Qi MY, Lv N, Wang DZ, Khan AU. Distribution patterns, infiltration and health risk assessment of PM2.5-bound PAHs in indoor and outdoor air in cold zone. Chemosphere. 2016 Jul;155:70-85. doi: 10.1016/j.chemosphere.2016.04.023. Epub 2016 Apr 22. PubMed PMID: 27108365. 14: Alharbi HA, Morandi G, Giesy JP, Wiseman SB. Effect of oil sands process-affected water on toxicity of retene to early life-stages of Japanese medaka (Oryzias latipes). Aquat Toxicol. 2016 Jul;176:1-9. doi: 10.1016/j.aquatox.2016.04.009. Epub 2016 Apr 12. PubMed PMID: 27104238. 15: Evans M, Davies M, Janzen K, Muir D, Hazewinkel R, Kirk J, de Boer D. PAH distributions in sediments in the oil sands monitoring area and western Lake Athabasca: Concentration, composition and diagnostic ratios. Environ Pollut. 2016 Jun;213:671-687. doi: 10.1016/j.envpol.2016.03.014. Epub 2016 Mar 25. PubMed PMID: 27020047. 16: Mu J, Jin F, Wang J, Wang Y, Cong Y. The effects of CYP1A inhibition on alkyl-phenanthrene metabolism and embryotoxicity in marine medaka (Oryzias melastigma). Environ Sci Pollut Res Int. 2016 Jun;23(11):11289-97. doi: 10.1007/s11356-016-6098-2. Epub 2016 Feb 29. PubMed PMID: 26924701. 17: Huang S, Huang XY, Wu SP, Hu QH, Chen XQ. [Simulation Study of the Emission of Polycyclic Aromatic Hydrocarbons and Sugar Alcohols from Biomass Burning]. Huan Jing Ke Xue. 2015 Oct;36(10):3573-81. Chinese. PubMed PMID: 26841587. 18: Huma B, Yadav S, Attri AK. Profile of particulate-bound organic compounds in ambient environment of Srinagar: a high-altitude urban location in the North-Western Himalayas. Environ Sci Pollut Res Int. 2016 Apr;23(8):7660-75. doi: 10.1007/s11356-015-5994-1. Epub 2016 Jan 8. PubMed PMID: 26743647. 19: Vehniäinen ER, Bremer K, Scott JA, Junttila S, Laiho A, Gyenesei A, Hodson PV, Oikari AO. Retene causes multifunctional transcriptomic changes in the heart of rainbow trout (Oncorhynchus mykiss) embryos. Environ Toxicol Pharmacol. 2016 Jan;41:95-102. doi: 10.1016/j.etap.2015.11.015. Epub 2015 Nov 28. PubMed PMID: 26667672. 20: Ruge Z, Muir D, Helm P, Lohmann R. Concentrations, Trends, and Air-Water Exchange of PAHs and PBDEs Derived from Passive Samplers in Lake Superior in 2011. Environ Sci Technol. 2015 Dec 1;49(23):13777-86. doi: 10.1021/acs.est.5b02611. Epub 2015 Oct 20. PubMed PMID: 26436513.

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