Chaparrin

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

MedKoo CAT#: 412798

CAS#: 4616-50-6

Description: Chaparrin is isolated from Castela texana.

Chemical Structure

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Chaparrin
CAS# 4616-50-6
Instruction

Theoretical Analysis

MedKoo Cat#: 412798
Name: Chaparrin
CAS#: 4616-50-6
Chemical Formula: C20H28O7
Exact Mass: 380.18
Molecular Weight: 380.440
Elemental Analysis: C, 63.14; H, 7.42; O, 29.44

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Chaparrin; NSC 79404; NSC 79404; NSC 79404

IUPAC/Chemical Name: Picras-3-en-16-one, 11,20-epoxy-1,2,11,12-tetrahydroxy-, (1beta,2alpha,11beta,12alpha)-

InChi Key: SYRCAVSNPCUQCQ-ZKNGBWAJSA-N

InChi Code: InChI=1S/C20H28O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,9-13,15-17,21,23-25H,5-7H2,1-3H3/t9-,10+,11+,12+,13-,15-,16-,17-,18-,19-,20+/m1/s1

SMILES Code: CC([C@](C[C@@](O1)2[H])3[H])=C[C@H](O)[C@@H](O)[C@]3(C)[C@]4([H])[C@]2(CO[C@@]4(O)[C@H](O)[C@@H]5C)[C@@]5([H])CC1=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: >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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 380.44 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Calzado-Flores C, Segura-Luna JJ. In vitro cytotoxicity of chaparrin from Castela texana. Proc West Pharmacol Soc. 1995;38:49-50. PMID: 7480018.

2: Ekong RM, Kirby GC, Patel G, Phillipson JD, Warhurst DC. Comparison of the in vitro activities of quassinoids with activity against Plasmodium falciparum, anisomycin and some other inhibitors of eukaryotic protein synthesis. Biochem Pharmacol. 1990 Jul 15;40(2):297-301. doi: 10.1016/0006-2952(90)90691-d. PMID: 2198027.

3: Kirby GC, O'Neill MJ, Phillipson JD, Warhurst DC. In vitro studies on the mode of action of quassinoids with activity against chloroquine-resistant Plasmodium falciparum. Biochem Pharmacol. 1989 Dec 15;38(24):4367-74. doi: 10.1016/0006-2952(89)90644-8. PMID: 2690830.

4: Ozeki A, Hitotsuyanagi Y, Hashimoto E, Itokawa H, Takeya K, de Mello Alves S. Cytotoxic quassinoids from Simaba cedron. J Nat Prod. 1998 Jun 26;61(6):776-80. doi: 10.1021/np980023f. PMID: 9644063.

5: Dou J, McChesney JD, Sindelar RD, Goins DK, Walker LA. A new quassinoid from Castela texana. J Nat Prod. 1996 Jan;59(1):73-6. doi: 10.1021/np960013j. PMID: 8984156.

6: Calzado-Flores C, Segura-Luna JJ, Guajardo-Touche EM. Effects of chaparrin, nordihydroguaiaretic acid and their structural analogues on Entamoeba histolytica cultures. Proc West Pharmacol Soc. 1995;38:105-6. PMID: 7479999.

7: Zhang M, Chaudhuri SK, Kubo I. Quantification of insect growth and its use in screening of naturally occurring insect control agents. J Chem Ecol. 1993 Jun;19(6):1109-18. doi: 10.1007/BF00987372. PMID: 24249129.

8: Calzado-Flores C, Guajardo-Touche EM, Carranza-Rosales MP, Segura-Luna JJ. In vitro anti-trichomonic activity of Castela texana. Proc West Pharmacol Soc. 1998;41:173-4. PMID: 9836284.

9: Calzado-Flores CC, Segura-Luna JJ, Domínguez XA, García-González S. Castela texana: cernimiento de su actividad antiamibiana [Castela texana: screening for its anti-amoebic activity]. Arch Invest Med (Mex). 1986;17 Suppl 1:127-34. Spanish. PMID: 2884948.