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MedKoo Cat#: 599205 | Name: Lophenol

Description:

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

Lophenol has potent inhibitory activity against human cancer cell lines such as liver cancer, nasopharyngeal and colon cancer cells.

Chemical Structure

Lophenol
Lophenol
CAS#481-25-4

Theoretical Analysis

MedKoo Cat#: 599205

Name: Lophenol

CAS#: 481-25-4

Chemical Formula: C28H48O

Exact Mass: 400.3705

Molecular Weight: 400.69

Elemental Analysis: C, 83.93; H, 12.08; O, 3.99

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
Lophenol; Methost-7-enol; Methostenol;
IUPAC/Chemical Name
(3S,4S,5S,9R,10S,13R,14R,17R)-4,10,13-trimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChi Key
LMYZQUNLYGJIHI-SPONXPENSA-N
InChi Code
InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h10,18-20,22-26,29H,7-9,11-17H2,1-6H3/t19-,20+,22-,23+,24+,25+,26+,27-,28+/m1/s1
SMILES Code
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])C3=CC[C@@]4([H])[C@H](C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 400.69 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
1: Conreur C, Leboeuf M, Cavé A, Goutarel R. [Steroidal alkaloids 98. Chemical constitution of the seeds of Holarrhena floribunda (G. Don) Dur. and Schiz: cycloartenol, nor-31 lanosterol, dehydro-24 lophenol, desmosterol and steroidal alkaloids: conessine, isoconessimine, conamine and conarrhimine]. Ann Pharm Fr. 1970 Nov;28(11):649-60. French. PubMed PMID: 5500094. 2: Bouvier-Navé P, Husselstein T, Benveniste P. Two families of sterol methyltransferases are involved in the first and the second methylation steps of plant sterol biosynthesis. Eur J Biochem. 1998 Aug 15;256(1):88-96. PubMed PMID: 9746350. 3: Merris M, Wang T, Soteropoulos P, Lenard J. Differential gene expression of Caenorhabditis elegans grown on unmethylated sterols or 4alpha-methylsterols. J Lipid Res. 2007 May;48(5):1159-66. Epub 2007 Feb 4. PubMed PMID: 17277379. 4: Bouvier-Navé P, Husselstein T, Desprez T, Benveniste P. Identification of cDNAs encoding sterol methyl-transferases involved in the second methylation step of plant sterol biosynthesis. Eur J Biochem. 1997 Jun 1;246(2):518-29. PubMed PMID: 9208946. 5: Tanaka M, Misawa E, Yamauchi K, Abe F, Ishizaki C. Effects of plant sterols derived from Aloe vera gel on human dermal fibroblasts in vitro and on skin condition in Japanese women. Clin Cosmet Investig Dermatol. 2015 Feb 20;8:95-104. doi: 10.2147/CCID.S75441. eCollection 2015. PubMed PMID: 25759593; PubMed Central PMCID: PMC4345938. 6: Jeong TM, Itoh T, Tamura T, Matsumoto T. Analysis of methylsterol fractions from twenty vegetable oils. Lipids. 1975 Oct;10(10):634-40. PubMed PMID: 1186450. 7: Tanaka M, Misawa E, Ito Y, Habara N, Nomaguchi K, Yamada M, Toida T, Hayasawa H, Takase M, Inagaki M, Higuchi R. Identification of five phytosterols from Aloe vera gel as anti-diabetic compounds. Biol Pharm Bull. 2006 Jul;29(7):1418-22. PubMed PMID: 16819181. 8: Matyash V, Entchev EV, Mende F, Wilsch-Bräuninger M, Thiele C, Schmidt AW, Knölker HJ, Ward S, Kurzchalia TV. Sterol-derived hormone(s) controls entry into diapause in Caenorhabditis elegans by consecutive activation of DAF-12 and DAF-16. PLoS Biol. 2004 Oct;2(10):e280. Epub 2004 Sep 21. PubMed PMID: 15383841; PubMed Central PMCID: PMC517820. 9: Wei H, Wen D, Liu X, Tang R. [Constituents in petroleum ether and ethyl acetate extract fractions of Dracaena cochinensis (Lour.) S.C. Chen]. Zhongguo Zhong Yao Za Zhi. 1998 Oct;23(10):616-8, 640. Chinese. PubMed PMID: 11599361. 10: Eichenberger W, Urban B. Sterols in seeds and leaves of oats (Avena sativa L.). Plant Cell Rep. 1984 Dec;3(6):226-9. doi: 10.1007/BF00269298. PubMed PMID: 24253572. 11: Schaller H, Bouvier-Navé P, Benveniste P. Overexpression of an Arabidopsis cDNA encoding a sterol-C24(1)-methyltransferase in tobacco modifies the ratio of 24-methyl cholesterol to sitosterol and is associated with growth reduction. Plant Physiol. 1998 Oct;118(2):461-9. PubMed PMID: 9765531; PubMed Central PMCID: PMC34821. 12: Misawa E, Tanaka M, Nomaguchi K, Nabeshima K, Yamada M, Toida T, Iwatsuki K. Oral ingestion of aloe vera phytosterols alters hepatic gene expression profiles and ameliorates obesity-associated metabolic disorders in zucker diabetic fatty rats. J Agric Food Chem. 2012 Mar 21;60(11):2799-806. doi: 10.1021/jf204465j. Epub 2012 Mar 7. PubMed PMID: 22352711. 13: Chitwood DJ, Lusby WR, Lozano R, Thompson MJ, Svoboda JA. Novel nuclear methylation of sterols by the nematode Caenorhabditis elegans. Steroids. 1983 Sep;42(3):311-9. PubMed PMID: 6673193. 14: Ogawa A, Bento G, Bartelmes G, Dieterich C, Sommer RJ. Pristionchus pacificus daf-16 is essential for dauer formation but dispensable for mouth form dimorphism. Development. 2011 Apr;138(7):1281-4. doi: 10.1242/dev.058909. Epub 2011 Feb 24. PubMed PMID: 21350011. 15: Neelakandan AK, Song Z, Wang J, Richards MH, Wu X, Valliyodan B, Nguyen HT, Nes WD. Cloning, functional expression and phylogenetic analysis of plant sterol 24C-methyltransferases involved in sitosterol biosynthesis. Phytochemistry. 2009 Dec;70(17-18):1982-98. doi: 10.1016/j.phytochem.2009.09.003. Epub 2009 Oct 8. PubMed PMID: 19818974. 16: Evans RW. Aggregates of saturated phospholipids at the air-water interface. Chem Phys Lipids. 1995 Nov 17;78(2):163-75. PubMed PMID: 8565114. 17: Zheng QA, Zhang YJ, Yang CR. A new meta-homoisoflavane from the fresh stems of dracaena cochinchinensis. J Asian Nat Prod Res. 2006 Sep;8(6):571-7. PubMed PMID: 16931435. 18: Pilorget L, Buckner J, Lundgren JG. Sterol limitation in a pollen-fed omnivorous lady beetle (Coleoptera: Coccinellidae). J Insect Physiol. 2010 Jan;56(1):81-7. doi: 10.1016/j.jinsphys.2009.09.006. PubMed PMID: 19772860. 19: Nomaguchi K, Tanaka M, Misawa E, Yamada M, Toida T, Iwatsuki K, Goto T, Kawada T. Aloe vera phytosterols act as ligands for PPAR and improve the expression levels of PPAR target genes in the livers of mice with diet-induced obesity. Obes Res Clin Pract. 2011 Jul-Sep;5(3):e190–e201. doi: 10.1016/j.orcp.2011.01.002. PubMed PMID: 24331101. 20: Willuhn G, May S, Merfort I. [Triterpenes and steroids in seeds of Solanum dulcamara]. Planta Med. 1982 Oct;46(2):99-104. German. PubMed PMID: 17396951.

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