MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 571563 | Name: Aciculatin

Description:

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

Aciculatin, a natural compound extracted from the medicinal herb Chrysopogon aciculatus, shows potent anti-cancer potency. Aciculatin treatment induces cell cycle arrest and apoptosis via inhibition of MDM2 expression, thereby inducing p53 accumulation without significant DNA damage and genome toxicity.

Chemical Structure

Aciculatin
Aciculatin
CAS#134044-97-6

Theoretical Analysis

MedKoo Cat#: 571563

Name: Aciculatin

CAS#: 134044-97-6

Chemical Formula: C22H22O8

Exact Mass: 414.1315

Molecular Weight: 414.41

Elemental Analysis: C, 63.76; H, 5.35; O, 30.89

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Aciculatin;
IUPAC/Chemical Name
4H-1-Benzopyran-4-one, 8-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-
InChi Key
RUTGHCUXABPJTJ-DJIPSUEUSA-N
InChi Code
InChI=1S/C22H22O8/c1-10-21(27)15(26)9-18(29-10)20-17(28-2)8-14(25)19-13(24)7-16(30-22(19)20)11-3-5-12(23)6-4-11/h3-8,10,15,18,21,23,25-27H,9H2,1-2H3/t10-,15+,18-,21-/m1/s1
SMILES Code
O=C1C=C(C2=CC=C(O)C=C2)OC3=C([C@H]4C[C@@H]([C@@H]([C@@H](C)O4)O)O)C(OC)=CC(O)=C13
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 414.41 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: Yao CH, Tsai CH, Lee JC. Total Synthesis of the Naturally Occurring Glycosylflavone Aciculatin. J Nat Prod. 2016 Jul 22;79(7):1719-23. doi: 10.1021/acs.jnatprod.5b01051. Epub 2016 Jun 20. PubMed PMID: 27322193. 2: Lai CY, Tsai AC, Chen MC, Chang LH, Sun HL, Chang YL, Chen CC, Teng CM, Pan SL. Aciculatin induces p53-dependent apoptosis via MDM2 depletion in human cancer cells in vitro and in vivo. PLoS One. 2012;7(8):e42192. doi: 10.1371/journal.pone.0042192. Epub 2012 Aug 13. PubMed PMID: 22912688; PubMed Central PMCID: PMC3418269. 3: Shih KS, Wang JH, Wu YW, Teng CM, Chen CC, Yang CR. Aciculatin inhibits granulocyte colony-stimulating factor production by human interleukin 1β-stimulated fibroblast-like synoviocytes. PLoS One. 2012;7(7):e42389. doi: 10.1371/journal.pone.0042389. Epub 2012 Jul 31. PubMed PMID: 22860122; PubMed Central PMCID: PMC3409160. 4: Shen CC, Cheng JJ, Lay HL, Wu SY, Ni CL, Teng CM, Chen CC. Cytotoxic apigenin derivatives from Chrysopogon aciculatis. J Nat Prod. 2012 Feb 24;75(2):198-201. doi: 10.1021/np2007796. Epub 2012 Jan 24. PubMed PMID: 22272829. 5: Hsieh IN, Chang AS, Teng CM, Chen CC, Yang CR. Aciculatin inhibits lipopolysaccharide-mediated inducible nitric oxide synthase and cyclooxygenase-2 expression via suppressing NF-κB and JNK/p38 MAPK activation pathways. J Biomed Sci. 2011 May 6;18:28. doi: 10.1186/1423-0127-18-28. PubMed PMID: 21548916; PubMed Central PMCID: PMC3113733. 6: Krause JA, Eggleston DS. Structure of 8-(2,6-dideoxy-beta-ribo-hexopyranosyl)-5-hydroxy-2-(4- hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one sesquihydrate, aciculatin. Acta Crystallogr C. 1991 Dec 15;47 ( Pt 12):2595-8. PubMed PMID: 1812914.