Laserpitin

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

MedKoo CAT#: 598409

CAS#: 7067-12-1

Description: Laserpitin is a coumarin compound from Angelica keiskei.


Chemical Structure

img
Laserpitin
CAS# 7067-12-1

Theoretical Analysis

MedKoo Cat#: 598409
Name: Laserpitin
CAS#: 7067-12-1
Chemical Formula: C25H38O7
Exact Mass: 450.26
Molecular Weight: 450.570
Elemental Analysis: C, 66.64; H, 8.50; O, 24.86

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.

Request quote for custom synthesis

Synonym: Laserpitin; NSC-109434; NSC 109434; NSC109434;

IUPAC/Chemical Name: (1S,3aR,4R,6S,8R)-1,6-dihydroxy-1-isopropyl-3a,6-dimethyl-5-oxodecahydroazulene-4,8-diyl (2E,2'E)-bis(2-methylbut-2-enoate)

InChi Key: LYTPVRMVQVQYGM-JQESTGSSSA-N

InChi Code: InChI=1S/C25H38O7/c1-9-15(5)21(27)31-17-13-24(8,29)19(26)20(32-22(28)16(6)10-2)23(7)11-12-25(30,14(3)4)18(17)23/h9-10,14,17-18,20,29-30H,11-13H2,1-8H3/b15-9+,16-10+/t17-,18?,20+,23-,24+,25+/m1/s1

SMILES Code: O=C1[C@H](OC(/C(C)=C/C)=O)[C@]2(C)CC[C@@](C(C)C)(O)C2[C@H](OC(/C(C)=C/C)=O)C[C@@]1(O)C

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 450.57 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Ogawa H, Nakamura R, Baba K. Beneficial effect of laserpitin, a coumarin compound from Angelica keiskei, on lipid metabolism in stroke-prone spontaneously hypertensive rats. Clin Exp Pharmacol Physiol. 2005 Dec;32(12):1104-9. PubMed PMID: 16445577.

2: Shehzad O, Khan S, Ha IJ, Park Y, Tosun A, Kim YS. Application of stepwise gradients in counter-current chromatography: a rapid and economical strategy for the one-step separation of eight coumarins from Seseli resinosum. J Chromatogr A. 2013 Oct 4;1310:66-73. doi: 10.1016/j.chroma.2013.08.033. Epub 2013 Aug 16. PubMed PMID: 23992840.

3: Mohammadi M, Yousefi M, Habibi Z, Shafiee A. Two new coumarins from the chloroform extract of Angelica urumiensis from Iran. Chem Pharm Bull (Tokyo). 2010 Apr;58(4):546-8. PubMed PMID: 20410639.

4: Tosun A, Akkol EK, Yeşilada E. Anti-inflammatory and antinociceptive activity of coumarins from Seseli gummiferum subsp. corymbosum (Apiaceae). Z Naturforsch C. 2009 Jan-Feb;64(1-2):56-62. PubMed PMID: 19323267.

5: Popović V, Goeman J, Thommis J, Heyerick A, Caroen J, Van der Eycken J, De Bosscher K. Daucane esters from laserwort (Laserpitium latifolium L.) inhibit cytokine and chemokine production in human lung epithelial cells. Phytomedicine. 2017 Mar 15;26:28-36. doi: 10.1016/j.phymed.2017.01.001. Epub 2017 Jan 5. PubMed PMID: 28257662.

6: Popović V, Goeman JL, Bougarne N, Eyckerman S, Heyerick A, De Bosscher K, Van der Eycken J. Involvement of the Glucocorticoid Receptor in Pro-inflammatory Transcription Factor Inhibition by Daucane Esters from Laserpitium zernyi. J Nat Prod. 2017 May 26;80(5):1505-1513. doi: 10.1021/acs.jnatprod.7b00012. Epub 2017 May 10. PubMed PMID: 28489375.