Lappaol A

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

MedKoo CAT#: 598390

CAS#: 62333-08-8

Description: Lappaol A is a novel anticancer agent isolated from plant arctium Lappa L.


Chemical Structure

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Lappaol A
CAS# 62333-08-8

Theoretical Analysis

MedKoo Cat#: 598390
Name: Lappaol A
CAS#: 62333-08-8
Chemical Formula: C30H32O9
Exact Mass: 536.2046
Molecular Weight: 536.57
Elemental Analysis: C, 67.15; H, 6.01; O, 26.84

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: Lappaol A;

IUPAC/Chemical Name: (3R,4R)-3-(4-hydroxy-3-methoxybenzyl)-4-(((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydrobenzofuran-5-yl)methyl)dihydrofuran-2(3H)-one

InChi Key: PYLYQTVVQXPBIJ-OUZJQUPYSA-N

InChi Code: InChI=1S/C30H32O9/c1-35-25-11-16(4-6-23(25)32)9-20-19(15-38-30(20)34)8-17-10-21-22(14-31)28(39-29(21)27(12-17)37-3)18-5-7-24(33)26(13-18)36-2/h4-7,10-13,19-20,22,28,31-33H,8-9,14-15H2,1-3H3/t19-,20+,22-,28+/m0/s1

SMILES Code: COc1c(O)ccc(C[C@@H]2[C@@H](Cc3cc(OC)c(O[C@H](c4cc(OC)c(O)cc4)[C@H]5CO)c5c3)COC2=O)c1

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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 536.57 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

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1: Sun Q, Liu K, Shen X, Jin W, Jiang L, Sheikh MS, Hu Y, Huang Y. Lappaol F, a novel anticancer agent isolated from plant arctium Lappa L. Mol Cancer Ther. 2014 Jan;13(1):49-59. doi: 10.1158/1535-7163.MCT-13-0552. Epub 2013 Nov 12. PubMed PMID: 24222662.

2: Su S, Cheng X, Wink M. Natural lignans from Arctium lappa modulate P-glycoprotein efflux function in multidrug resistant cancer cells. Phytomedicine. 2015 Feb 15;22(2):301-7. doi: 10.1016/j.phymed.2014.12.009. Epub 2015 Jan 2. PubMed PMID: 25765837.

3: Tezuka Y, Yamamoto K, Awale S, Lia F, Yomoda S, Kadota S. Anti-austeric activity of phenolic constituents of seeds of Arctium lappa. Nat Prod Commun. 2013 Apr;8(4):463-6. PubMed PMID: 23738454.

4: Su S, Wink M. Natural lignans from Arctium lappa as antiaging agents in Caenorhabditis elegans. Phytochemistry. 2015 Sep;117:340-50. doi: 10.1016/j.phytochem.2015.06.021. Epub 2015 Jul 1. PubMed PMID: 26141518.

5: Bastos MM, Kijjoa A, Cardoso JM, Gutiérrez AB, Herz W. Lignans and Other Constituents of Centaurea sphaerocephala ssp. polyacantha. Planta Med. 1990 Aug;56(4):403-5. PubMed PMID: 17221437.

6: Yue Z, Zi J, Zhu C, Lin S, Yang Y, Shi J. [Constituents of Gymnadenia conopsea]. Zhongguo Zhong Yao Za Zhi. 2010 Nov;35(21):2852-61. Chinese. PubMed PMID: 21322946.

7: Park SY, Hong SS, Han XH, Hwang JS, Lee D, Ro JS, Hwang BY. Lignans from Arctium lappa and their inhibition of LPS-induced nitric oxide production. Chem Pharm Bull (Tokyo). 2007 Jan;55(1):150-2. PubMed PMID: 17202721.

8: Bruno M, Fazio C, Paternostro MP, Díaz JG, Herz W. Sesquiterpene lactones and other constituents of Centaurea napifolia. Planta Med. 1995 Aug;61(4):374-5. PubMed PMID: 7480191.

9: Yang M, Wang CM, Zhang Q, Han YF, Jia ZJ. Sesquiterpenes, lignans and other constituents from Saussurea macrota. Pharmazie. 2004 Dec;59(12):972-6. PubMed PMID: 15638090.

10: Shoeb M, MacManus SM, Kumarasamy Y, Jaspars M, Nahar L, Thoo-Lin PK, Nazemiyeh H, Sarker SD. Americanin, a bioactive dibenzylbutyrolactone lignan, from the seeds of Centaurea americana. Phytochemistry. 2006 Nov;67(21):2370-5. Epub 2006 Sep 22. PubMed PMID: 16996096.

11: Wang HY, Yang JS. [Studies on the chemical constituents of Arctium lappa L]. Yao Xue Xue Bao. 1993;28(12):911-7. Chinese. PubMed PMID: 8030415.