Farnesiferol C | CAS#512-17-4 | apoptosis inducer

MedKoo Cat#: 561400 | Name: Farnesiferol C

Description:

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

Farnesiferol C induces apoptosis via regulation of L11 and c-Myc. Farnesiferol C has combinational potential with anticancer drugs in non-small-cell lung cancers.

Chemical Structure

Farnesiferol C

CAS#512-17-4

Theoretical Analysis

MedKoo Cat#: 561400

Name: Farnesiferol C

CAS#: 512-17-4

Chemical Formula: C24H30O4

Exact Mass: 382.2144

Molecular Weight: 382.50

Elemental Analysis: C, 75.36; H, 7.91; O, 16.73

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

Farnesiferol C; Farnesiferol-C;

IUPAC/Chemical Name

7-[(E)-3-Methyl-5-[(1R,3R,4S)-2,2,4-trimethyl-7-oxabicyclo[2.2.1]heptan-3-yl]pent-2-enoxy]chromen-2-one

InChi Key

OCHZHKVSLMBEJP-QYQYHAIPSA-N

InChi Code

InChI=1S/C24H30O4/c1-16(5-9-20-23(2,3)21-11-13-24(20,4)28-21)12-14-26-18-8-6-17-7-10-22(25)27-19(17)15-18/h6-8,10,12,15,20-21H,5,9,11,13-14H2,1-4H3/b16-12+/t20-,21-,24+/m1/s1

SMILES Code

O=C1C=CC2=C(O1)C=C(OC/C=C(C)/CC[C@@H]3C(C)(C)[C@@]4([H])CC[C@]3(C)O4)C=C2

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 382.50 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.

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: Aldaghi L, Rad A, Arab A, Kasaian J, Iranshahi M, Sadr AS, Soltani F. In Silico and In Vitro Evaluation of Cytotoxic Activities of Farnesiferol C and Microlobin on MCF-7, HeLa and KYSE Cell Lines. Drug Res (Stuttg). 2016 Oct;66(10):532-538. Epub 2016 Jul 27. PubMed PMID: 27463028. 2: Jung JH, Kim MJ, Lee H, Lee J, Kim J, Lee HJ, Shin EA, Kim YH, Kim B, Shim BS, Kim SH. Farnesiferol c induces apoptosis via regulation of L11 and c-Myc with combinational potential with anticancer drugs in non-small-cell lung cancers. Sci Rep. 2016 May 27;6:26844. doi: 10.1038/srep26844. PubMed PMID: 27231235; PubMed Central PMCID: PMC4882547. 3: Kasaian J, Mosaffa F, Behravan J, Masullo M, Piacente S, Iranshahi M. Modulation of Multidrug Resistance Protein 2 Efflux in the Cisplatin Resistance Human Ovarian Carcinoma Cells A2780/RCIS by Sesquiterpene Coumarins. Phytother Res. 2016 Jan;30(1):84-9. doi: 10.1002/ptr.5504. Epub 2015 Oct 27. PubMed PMID: 26503061. 4: Aas Z, Babaei E, Hosseinpour Feizi MA, Dehghan G. Anti-proliferative and Apoptotic Effects of Dendrosomal Farnesiferol C on Gastric Cancer Cells. Asian Pac J Cancer Prev. 2015;16(13):5325-9. PubMed PMID: 26225673. 5: Kasaian J, Mosaffa F, Behravan J, Masullo M, Piacente S, Ghandadi M, Iranshahi M. Reversal of P-glycoprotein-mediated multidrug resistance in MCF-7/Adr cancer cells by sesquiterpene coumarins. Fitoterapia. 2015 Jun;103:149-54. doi: 10.1016/j.fitote.2015.03.025. Epub 2015 Apr 3. PubMed PMID: 25843566. 6: Dastan D, Salehi P, Reza Gohari A, Ebrahimi SN, Aliahmadi A, Hamburger M. Bioactive sesquiterpene coumarins from Ferula pseudalliacea. Planta Med. 2014 Aug;80(13):1118-23. doi: 10.1055/s-0034-1382996. Epub 2014 Aug 19. PubMed PMID: 25137575. 7: Cha MR, Choi YH, Choi CW, Kim YS, Kim YK, Ryu SY, Kim YH, Choi SU. Galbanic acid, a cytotoxic sesquiterpene from the gum resin of Ferula asafoetida, blocks protein farnesyltransferase. Planta Med. 2011 Jan;77(1):52-4. doi: 10.1055/s-0030-1250049. Epub 2010 Jun 17. PubMed PMID: 20560115. 8: Lee JH, Choi S, Lee Y, Lee HJ, Kim KH, Ahn KS, Bae H, Lee HJ, Lee EO, Ahn KS, Ryu SY, Lü J, Kim SH. Herbal compound farnesiferol C exerts antiangiogenic and antitumor activity and targets multiple aspects of VEGFR1 (Flt1) or VEGFR2 (Flk1) signaling cascades. Mol Cancer Ther. 2010 Feb;9(2):389-99. doi: 10.1158/1535-7163.MCT-09-0775. Epub 2010 Jan 26. PubMed PMID: 20103598. 9: Ghosh A, Banerji A, Mandal S, Banerji J. A new sesquiterpenoid coumarin from Ferula assafoetida. Nat Prod Commun. 2009 Aug;4(8):1023-4. PubMed PMID: 19768976. 10: Yang JR, Jing S, Li ZH, Qin HL. [Chemical constituents from roots of Ferula sinkiangensis]. Zhongguo Zhong Yao Za Zhi. 2007 Nov;32(22):2382-4. Chinese. PubMed PMID: 18257264. 11: Rollinger JM, Steindl TM, Schuster D, Kirchmair J, Anrain K, Ellmerer EP, Langer T, Stuppner H, Wutzler P, Schmidtke M. Structure-based virtual screening for the discovery of natural inhibitors for human rhinovirus coat protein. J Med Chem. 2008 Feb 28;51(4):842-51. doi: 10.1021/jm701494b. Epub 2008 Feb 5. PubMed PMID: 18247552. 12: Iranshahi M, Arfa P, Ramezani M, Jaafari MR, Sadeghian H, Bassarello C, Piacente S, Pizza C. Sesquiterpene coumarins from Ferula szowitsiana and in vitro antileishmanial activity of 7-prenyloxycoumarins against promastigotes. Phytochemistry. 2007 Feb;68(4):554-61. Epub 2006 Dec 29. PubMed PMID: 17196626.