Lupalbigenin | CAS#76754-24-0 | antineoplastic

MedKoo Cat#: 584632 | Name: Lupalbigenin

Description:

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

Lupalbigenin has antineoplastic activity and is isolated from Derris scandens.

Chemical Structure

Lupalbigenin

CAS#76754-24-0

Theoretical Analysis

MedKoo Cat#: 584632

Name: Lupalbigenin

CAS#: 76754-24-0

Chemical Formula: C25H26O5

Exact Mass: 406.1780

Molecular Weight: 406.48

Elemental Analysis: C, 73.87; H, 6.45; O, 19.68

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

Lupalbigenin

IUPAC/Chemical Name

4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-6-(3-methyl-2-buten-1-yl)-

InChi Key

HTAZIHDXIUPDQP-UHFFFAOYSA-N

InChi Code

InChI=1S/C25H26O5/c1-14(2)5-7-17-11-16(8-10-20(17)26)19-13-30-22-12-21(27)18(9-6-15(3)4)24(28)23(22)25(19)29/h5-6,8,10-13,26-28H,7,9H2,1-4H3

SMILES Code

O=C1C(C2=CC=C(O)C(C/C=C(C)\C)=C2)=COC3=CC(O)=C(C/C=C(C)\C)C(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

>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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 406.48 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: Ausawasamrit A, Itthiwarapornkul N, Chaotham C, Sukrong S, Chanvorachote P. Lupalbigenin from Derris scandens Sensitizes Detachment-induced Cell Death in Human Lung Cancer Cells. Anticancer Res. 2015 May;35(5):2827-34. PubMed PMID: 25964563. 2: Tedasen A, Sukrong S, Sritularak B, Srisawat T, Graidist P. 5,7,4'-Trihydroxy-6,8-diprenylisoflavone and lupalbigenin, active components of Derris scandens, induce cell death on breast cancer cell lines. Biomed Pharmacother. 2016 Jul;81:235-241. doi: 10.1016/j.biopha.2016.03.044. Epub 2016 Apr 19. PubMed PMID: 27261599. 3: Máximo P, Lourenço A, Feio SS, Roseiro JC. A new prenylisoflavone from Ulex jussiaei. Z Naturforsch C. 2002 Jul-Aug;57(7-8):609-13. PubMed PMID: 12240984. 4: Tuan Anh HL, Tuan DT, Trang DT, Tai BH, Nhiem NX, Yen PH, Kiem PV, Minh CV, Duc TM, Kang HK, Kim YC, Kim YH. Prenylated isoflavones from Cudrania tricuspidata inhibit NO production in RAW 264.7 macrophages and suppress HL-60 cells proliferation. J Asian Nat Prod Res. 2017 May;19(5):510-518. doi: 10.1080/10286020.2016.1232253. Epub 2016 Sep 21. PubMed PMID: 27649772. 5: Sangmalee S, Laorpaksa A, Sritularak B, Sukrong S. Bioassay-Guided Isolation of Two Flavonoids from Derris scandens with Topoisomerase II Poison Activity. Biol Pharm Bull. 2016;39(4):631-5. doi: 10.1248/bpb.b15-00767. Epub 2016 Jan 9. PubMed PMID: 26754253. 6: Posri P, Suthiwong J, Takomthong P, Wongsa C, Chuenban C, Boonyarat C, Yenjai C. A new flavonoid from the leaves of Atalantia monophylla (L.) DC. Nat Prod Res. 2018 Mar 30:1-7. doi: 10.1080/14786419.2018.1457667. [Epub ahead of print] PubMed PMID: 29600742. 7: Chaichamnong N, Temkitthawon P, Khorana N, Pitpakdeeanan P, Taepavarapruk P, Nuengchamnong N, Siriwattanasathien Y, Suksamrarn A, Ingkaninan K. Phosphodiesterase 5 Inhibitors from Derris scandens. Planta Med. 2018 Oct;84(15):1134-1140. doi: 10.1055/a-0619-5547. Epub 2018 Apr 27. PubMed PMID: 29702722. 8: Hymavathi A, Devanand P, Suresh Babu K, Sreelatha T, Pathipati UR, Madhusudana Rao J. Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests. J Agric Food Chem. 2011 Mar 9;59(5):1653-7. doi: 10.1021/jf104411h. Epub 2011 Feb 11. PubMed PMID: 21314138. 9: Yamamoto H, Zhao P, Inoue K. Origin of two isoprenoid units in a lavandulyl moiety of sophoraflavanone G from Sophora flavescens cultured cells. Phytochemistry. 2002 Jun;60(3):263-7. PubMed PMID: 12031444.