MedKoo Cat#: 412487 | Name: Cedrelone

Description:

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

Cedrelone is a limonoid isolated from Trichilia catigua (Meliaceae) which is a native Brazilian plant.

Chemical Structure

Cedrelone
CAS#1254-85-9

Theoretical Analysis

MedKoo Cat#: 412487

Name: Cedrelone

CAS#: 1254-85-9

Chemical Formula: C26H30O5

Exact Mass: 422.2093

Molecular Weight: 422.52

Elemental Analysis: C, 73.91; H, 7.16; O, 18.93

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
Cedrelone
IUPAC/Chemical Name
24-Norchola-1,5,20,22-tetraene-3,7-dione, 14,15:21,23-diepoxy-6-hydroxy-4,4,8-trimethyl-, (13alpha,14beta,15beta,17beta)-
InChi Key
OQMUOVSEPOBWMK-SGNGTFBNSA-N
InChi Code
InChI=1S/C26H30O5/c1-22(2)17(27)7-9-23(3)16-6-10-24(4)15(14-8-11-30-13-14)12-18-26(24,31-18)25(16,5)21(29)19(28)20(22)23/h7-9,11,13,15-16,18,28H,6,10,12H2,1-5H3/t15-,16-,18+,23-,24+,25+,26-/m1/s1
SMILES Code
C[C@]12[C@@H](C3=COC=C3)C[C@@]4([H])[C@]1(O4)[C@]5(C)C(C(O)=C6C(C)(C)C(C=C[C@]6(C)[C@@]5([H])CC2)=O)=O
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 422.52 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: Wu J, Niu Q, Yuan J, Xu X, Cao L. Novel compound cedrelone inhibits hepatocellular carcinoma progression via PBLD and Ras/Rap1. Exp Ther Med. 2019 Dec;18(6):4209-4220. doi: 10.3892/etm.2019.8080. Epub 2019 Oct 7. PMID: 31777531; PMCID: PMC6862430. 2: Cao Y, Zhang L, Wang Y. Antitumor activity of Cedrelone in temozolomide- resistant human glioma cells is accompanied by mitochondrial mediated apoptosis, inhibition of angiogenesis, cell cycle disruption and modulation of ERK/MAPK signalling pathway. J BUON. 2019 May-Jun;24(3):1204-1209. PMID: 31424680. 3: Becceneri AB, Fuzer AM, Popolin CP, Cazal CM, Domingues VC, Fernandes JB, Vieira PC, Cominetti MR. Acetylation of cedrelone increases its cytotoxic activity and reverts the malignant phenotype of breast cancer cells in 3D culture. Chem Biol Interact. 2020 Jan 25;316:108920. doi: 10.1016/j.cbi.2019.108920. Epub 2019 Dec 16. PMID: 31857088. 4: Fuzer AM, Filho JC, Becceneri AB, Dos Santos DA, da Silva MF, Vieira PC, Fernandes JB, Selistre-de-Araujo HS, Cazal CM, Cominetti MR. Effects of limonoid cedrelone on MDA-MB-231 breast tumor cells in vitro. Anticancer Agents Med Chem. 2013 Dec;13(10):1645-53. doi: 10.2174/18715206113139990314. PMID: 23869780. 5: Wang N, Fan Y, Yuan CM, Song J, Yao Y, Liu W, Gajendran B, Zacksenhaus E, Li Y, Liu J, Hao XJ, Ben-David Y. Selective ERK1/2 agonists isolated from Melia azedarach with potent anti-leukemic activity. BMC Cancer. 2019 Aug 2;19(1):764. doi: 10.1186/s12885-019-5914-8. PMID: 31375085; PMCID: PMC6679490. 6: Gopalakrishnan G, Pradeep Singh ND, Kasinath V, Malathi R, Rajan SS. Photooxidation of cedrelone, a tetranortriterpenoid from Toona ciliata. Photochem Photobiol. 2000 Oct;72(4):464-6. doi: 10.1562/0031-8655(2000)072<0464:pocatf>2.0.co;2. PMID: 11045715. 7: Giongo AM, Vendramim JD, Freitas SD, Silva MF. Toxicity of Secondary Metabolites from Meliaceae Against Spodoptera frugiperda (J. E. Smith) (Lepidoptera: Noctuidae). Neotrop Entomol. 2016 Dec;45(6):725-733. doi: 10.1007/s13744-016-0418-6. Epub 2016 Jul 5. PMID: 27379760. 8: Wang GC, Yu JH, Shen Y, Leng Y, Zhang H, Yue JM. Limonoids and Triterpenoids as 11β-HSD1 Inhibitors from Walsura robusta. J Nat Prod. 2016 Apr 22;79(4):899-906. doi: 10.1021/acs.jnatprod.5b00952. Epub 2016 Mar 3. PMID: 26936592. 9: Jin Z, Ma J, Zhu G, Zhang H. Discovery of Novel Anti-cryptosporidial Activities From Natural Products by in vitro High-Throughput Phenotypic Screening. Front Microbiol. 2019 Aug 29;10:1999. doi: 10.3389/fmicb.2019.01999. PMID: 31551955; PMCID: PMC6736568. 10: Govindachari TR, Suresh G, Gopalakrishnan G, Masilamani S, Banumathi B. Antifungal activity of some tetranortriterpenoids. Fitoterapia. 2000 Jun;71(3):317-20. doi: 10.1016/s0367-326x(99)00155-0. PMID: 10844171.