Lasiokaurin | CAS#28957-08-6 | diterpenoid

MedKoo Cat#: 558142 | Name: Lasiokaurin

Description:

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

Lasiokaurin is a Kaurene-type diterpenoid from Isodon species.

Chemical Structure

Lasiokaurin

CAS#28957-08-6

Theoretical Analysis

MedKoo Cat#: 558142

Name: Lasiokaurin

CAS#: 28957-08-6

Chemical Formula: C22H30O7

Exact Mass: 406.2000

Molecular Weight: 406.47

Elemental Analysis: C, 65.01; H, 7.44; O, 27.55

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

IUPAC/Chemical Name

Kaur-16-en-15-one, 1-(acetyloxy)-7,20-epoxy-6,7,14-trihydroxy-, (1alpha,6beta,7alpha,14R)-

InChi Key

DJQLJZNVICMJRV-VPKUEDJQSA-N

InChi Code

InChI=1S/C22H30O7/c1-10-12-5-6-13-20-9-28-22(27,21(13,16(10)24)17(12)25)18(26)15(20)19(3,4)8-7-14(20)29-11(2)23/h12-15,17-18,25-27H,1,5-9H2,2-4H3/t12-,13-,14-,15+,17+,18-,20+,21-,22-/m0/s1

SMILES Code

C=C([C@H](CC1)[C@H]2O)C([C@@]32[C@]4(O)[C@@H](O)[C@]5([H])C(C)(C)CC[C@H](OC(C)=O)[C@@]5(CO4)[C@@]31[H])=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 406.47 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: Chen ZY. [Antineoplastic action of lasiokaurin and rabdosin C]. Zhong Yao Tong Bao. 1985 Aug;10(8):38-40. Chinese. PubMed PMID: 2937573. 2: Zhao W, Wang WG, Li XN, Du X, Zhan R, Zou J, Li Y, Zhang HB, He F, Pu JX, Sun HD. Neoadenoloside A, a highly functionalized diterpene C-glycoside, from Isodon adenolomus. Chem Commun (Camb). 2012 Aug 11;48(62):7723-5. doi: 10.1039/c2cc33656a. Epub 2012 Jun 28. PubMed PMID: 22743545. 3: Ding L, Zhou Q, Wang L, Wang W, Zhang S, Liu B. Comparison of cytotoxicity and DNA damage potential induced by ent-kaurene diterpenoids from Isodon plant. Nat Prod Res. 2011 Sep;25(15):1402-11. doi: 10.1080/14786410802267734. Epub 2011 Jul 8. PubMed PMID: 19606380. 4: Zhang HB, Pu JX, Wang YY, He F, Zhao Y, Li XN, Luo X, Xiao WL, Li Y, Sun HD. Four new ent-kauranoids from Isodon rubescens var. lushanensis and data reassignment of dayecrystal B. Chem Pharm Bull (Tokyo). 2010 Jan;58(1):56-60. PubMed PMID: 20045967. 5: Fujita E, Nagao Y, Node M, Kaneko K, Nakazawa S, Kuroda H. Antitumor activity of the Isodon diterpenoids: structural requirements for the activity. Experientia. 1976 Feb 15;32(2):203-6. PubMed PMID: 1269612. 6: Du Y, Liu P, Zhu H, Shi X, Zhao C, Wang N, Zhang L. A sensitive analysis method for 7 diterpenoids in rat plasma by liquid chromatography-electrospray ionization mass spectrometry and its application to pharmacokinetic study of Isodon serra extract. J Chromatogr A. 2011 Oct 28;1218(43):7771-80. doi: 10.1016/j.chroma.2011.08.033. Epub 2011 Aug 17. PubMed PMID: 21930275. 7: Abbaskhan A, Choudhary MI, Tsuda Y, Parvez M, Atta-ur-Rahman, Shaheen F, Parween Z, Tareen RB, Zaidi MA. A new diepoxy-ent-kauranoid, rugosinin, from Isodon rugosus. Planta Med. 2003 Jan;69(1):94-6. Erratum in: Planta Med. 2003 Apr;69(4):384. PubMed PMID: 12567293. 8: Xu S, Pei L, Li D, Yao H, Cai H, Yao H, Wu X, Xu J. Synthesis and antimycobacterial evaluation of natural oridonin and its enmein-type derivatives. Fitoterapia. 2014 Dec;99:300-6. doi: 10.1016/j.fitote.2014.10.005. Epub 2014 Oct 12. PubMed PMID: 25316557. 9: Gao YH, Wan ZX, Lai XW, Zhu Y, Li GY, Wu SH. [Chemical constituents of Rabdosia nervosa (Hemsl) C.Y. Wu et H. W. Li]. Zhongguo Zhong Yao Za Zhi. 1994 May;19(5):295-6, 320. Chinese. PubMed PMID: 7945871. 10: Li DH, Hu P, Xu ST, Fang CY, Tang S, Wang XY, Sun XY, Li H, Xu Y, Gu XK, Xu JY. Lasiokaurin derivatives: synthesis, antimicrobial and antitumor biological evaluation, and apoptosis-inducing effects. Arch Pharm Res. 2017 Jul;40(7):796-806. doi: 10.1007/s12272-016-0867-9. Epub 2017 Jan 21. PubMed PMID: 28110416. 11: Han QB, Li RT, Li ML, Mou YK, Tian QE, Li SW, Sun HD. Ent-kauranoids from Isodon rubescens var. taihangensis. J Asian Nat Prod Res. 2005 Feb;7(1):31-6. PubMed PMID: 15621599. 12: Bai SP, Wei QY, Jin XL, Wu QX, Yang L. Two novel ent-kauranoid diterpenoids from Isodon japonica leaves. Planta Med. 2005 Aug;71(8):764-9. PubMed PMID: 16142643. 13: Hong SS, Lee SA, Han XH, Hwang JS, Lee C, Lee D, Hong JT, Kim Y, Lee H, Hwang BY. ent-Kaurane diterpenoids from Isodon japonicus. J Nat Prod. 2008 Jun;71(6):1055-8. doi: 10.1021/np0705965. Epub 2008 May 21. PubMed PMID: 18491868. 14: Dai LP, Zhang LX, Liu YL, Wu H, Liu RX, Zhao M, Tian SS, Jiang X, Chen SQ. Isolation and purification of diterpenoids from the aerial parts of Isodon excisoides target-guided by UPLC-LTQ-Orbitrap-MS. Nat Prod Res. 2018 Jan 10:1-7. doi: 10.1080/14786419.2017.1419225. [Epub ahead of print] PubMed PMID: 29320879.