Cristacarpin | CAS#74515-47-2 | isoprenylated pterocarpan

MedKoo Cat#: 145644 | Name: Cristacarpin

Description:

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

Cristacarpin is a novel prenylated pterocarpan that reportedly exhibits broad anti-cancer activity by enhancing endoplasmic reticulum stress. Cristacarpin is a potential therapeutic candidate for developing ocular anti-inflammatory drugs.

Chemical Structure

Cristacarpin

CAS#74515-47-2

Theoretical Analysis

MedKoo Cat#: 145644

Name: Cristacarpin

CAS#: 74515-47-2

Chemical Formula: C21H22O5

Exact Mass: 354.1500

Molecular Weight: 354.40

Elemental Analysis: C, 71.17; H, 6.26; O, 22.57

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

Cristacarpin;

IUPAC/Chemical Name

(6aS,11aS)-9-methoxy-10-(3-methylbut-2-en-1-yl)-6H-benzofuro[3,2-c]chromene-3,6a(11aH)-diol

InChi Key

ZHPYEBFYLDGZKF-LEWJYISDSA-N

InChi Code

1S/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3/t20-,21+/m0/s1

SMILES Code

[H][C@@]12OC3=C(CC=C(C)C)C(OC)=CC=C3[C@]1(O)COC4=CC(O)=CC=C24

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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 354.40 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: Hwang SJ, Oh WK, Lee HY, Lee HJ. Preventive effects of cristacarpin on experimentally induced uveitis by targeting NF-κB. Biomed Pharmacother. 2022 Jan;145:112474. doi: 10.1016/j.biopha.2021.112474. Epub 2021 Dec 2. PMID: 34864308. 2: Chakraborty S, Rasool RU, Kumar S, Nayak D, Rah B, Katoch A, Amin H, Ali A, Goswami A. Cristacarpin promotes ER stress-mediated ROS generation leading to premature senescence by activation of p21(waf-1). Age (Dordr). 2016 Jun;38(3):62. doi: 10.1007/s11357-016-9922-1. Epub 2016 May 31. PMID: 27246693; PMCID: PMC5005927. 3: Luo RL, Li FQ, Zhuang HD, Jiang T, Wang LQ. A new C22 polyacetylene and seven isoprenylated pterocarpans from Erythrina subumbrans. J Asian Nat Prod Res. 2024 Mar;26(3):394-398. doi: 10.1080/10286020.2023.2223128. Epub 2023 Jun 21. PMID: 37342004. 4: Sadgrove NJ, Oliveira TB, Khumalo GP, Vuuren SFV, van Wyk BE. Antimicrobial Isoflavones and Derivatives from Erythrina (Fabaceae): Structure Activity Perspective (Sar & Qsar) on Experimental and Mined Values Against Staphylococcus Aureus. Antibiotics (Basel). 2020 Apr 30;9(5):223. doi: 10.3390/antibiotics9050223. PMID: 32365905; PMCID: PMC7277434. 5: Tanaka H, Hattori H, Oh-Uchi T, Sato M, Yamaguchi R, Sako M, Tateishi Y. Two new isoflavanones from Erythrina costaricensis. J Asian Nat Prod Res. 2008 Sep- Oct;10(9-10):983-7. doi: 10.1080/10286020802217598. PMID: 19003619. 6: Tanaka H, Hattori H, Oh-Uchi T, Sato M, Sako M, Tateishi Y, Rizwani GH. Three new isoflavanones from Erythrina costaricensis. Nat Prod Res. 2009;23(12):1089-94. doi: 10.1080/14786410802292286. PMID: 19662573. 7: Wätjen W, Kulawik A, Suckow-Schnitker AK, Chovolou Y, Rohrig R, Ruhl S, Kampkötter A, Addae-Kyereme J, Wright CW, Passreiter CM. Pterocarpans phaseollin and neorautenol isolated from Erythrina addisoniae induce apoptotic cell death accompanied by inhibition of ERK phosphorylation. Toxicology. 2007 Dec 5;242(1-3):71-9. doi: 10.1016/j.tox.2007.09.010. Epub 2007 Sep 15. PMID: 17964704. 8: Nuli R, Azhati J, Cai J, Kadeer A, Zhang B, Mohemaiti P. Metagenomics and Faecal Metabolomics Integrative Analysis towards the Impaired Glucose Regulation and Type 2 Diabetes in Uyghur-Related Omics. J Diabetes Res. 2019 Nov 18;2019:2893041. doi: 10.1155/2019/2893041. PMID: 31828159; PMCID: PMC6885810. 9: Dagne E, Gunatilaka AA, Kingston DG, Alemu M, Hofmann G, Johnson RK. Two bioactive pterocarpans from Erythrina burana. J Nat Prod. 1993 Oct;56(10):1831-4. doi: 10.1021/np50100a028. PMID: 8277323.