MedKoo Cat#: 592336 | Name: Ajugarin I

Description:

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

Ajugarin I is a clerodane diterpene; the major component of the shrub Ajuga remota.

Chemical Structure

Ajugarin I
Ajugarin I
CAS#62640-05-5

Theoretical Analysis

MedKoo Cat#: 592336

Name: Ajugarin I

CAS#: 62640-05-5

Chemical Formula: C24H34O7

Exact Mass: 434.3050

Molecular Weight: 434.53

Elemental Analysis: C, 66.34; H, 7.89; O, 25.77

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 #
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Synonym
Ajugarin I
IUPAC/Chemical Name
2(5H)-Furanone, 4-(2-(8-(acetyloxy)-8a-((acetyloxy)methyl)octahydro-5,6-dimethylspiro(naphthalene-1(2H),2'-oxiran)-5-yl)ethyl)-, (1R-(1alpha,4abeta,5beta,6alpha,8alpha,8aalpha))-
InChi Key
RNYBNBANBCQZON-PGQNDPHJSA-N
InChi Code
InChI=1S/C24H34O7/c1-15-10-20(31-17(3)26)24(14-29-16(2)25)19(6-5-8-23(24)13-30-23)22(15,4)9-7-18-11-21(27)28-12-18/h11,15,19-20H,5-10,12-14H2,1-4H3/t15-,19-,20+,22+,23+,24+/m1/s1
SMILES Code
O=C1OCC(CC[C@]2(C)[C@@]3([H])CCC[C@@]4(OC4)[C@]3(COC(C)=O)[C@@H](OC(C)=O)C[C@H]2C)=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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 434.53 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
1: Castro A, Coll J, Pant AK, Pakrash O. neo-Clerodane Diterpenoids from Ajuga macrosperma var. breviflora. Nat Prod Commun. 2015 Jun;10(6):857-60. PubMed PMID: 26197499. 2: Cocquyt K, Cos P, Herdewijn P, Maes L, Van den Steen PE, Laekeman G. Ajuga remota Benth.: from ethnopharmacology to phytomedical perspective in the treatment of malaria. Phytomedicine. 2011 Nov 15;18(14):1229-37. doi: 10.1016/j.phymed.2011.08.063. Epub 2011 Oct 19. Review. PubMed PMID: 22015320. 3: Gautam R, Jachak SM, Saklani A. Anti-inflammatory effect of Ajuga bracteosa Wall Ex Benth. mediated through cyclooxygenase (COX) inhibition. J Ethnopharmacol. 2011 Jan 27;133(2):928-30. doi: 10.1016/j.jep.2010.11.003. Epub 2010 Nov 10. PubMed PMID: 21073945. 4: Singh N, Mahmood U, Kaul VK, Jirovetz L. A new phthalic acid ester from Ajuga bracteosa. Nat Prod Res. 2006 May 20;20(6):593-7. PubMed PMID: 16835093. 5: Manguro LO, Wagai SO, Lemmen P. Flavonol and iridoid glycosides of Ajuga remota aerial parts. Phytochemistry. 2006 Apr;67(8):830-7. Epub 2006 Mar 9. PubMed PMID: 16524603. 6: Coll J. NMR shift data of neo-clerodane diterpenes from the genus Ajuga. Phytochem Anal. 2002 Nov-Dec;13(6):372-80. PubMed PMID: 12494759. 7: Kuria KA, Chepkwony H, Govaerts C, Roets E, Busson R, De Witte P, Zupko I, Hoornaert G, Quirynen L, Maes L, Janssens L, Hoogmartens J, Laekeman G. The antiplasmodial activity of isolates from Ajuga remota. J Nat Prod. 2002 May;65(5):789-93. PubMed PMID: 12027771. 8: Carbonell P, Coll J. Ajugatansins, neo-clerodane diterpenes from Ajuga reptans. Phytochem Anal. 2001 Jan-Feb;12(1):73-8. PubMed PMID: 11704966. 9: Caballero C, Castañera P, Ortego F, Fontana G, Pierro P, Savona G, Rodríguez B. Effects of ajugarins and related neoclerodane diterpenoids on feeding behaviour of Leptinotarsa decemlineata and Spodoptera exigua larvae. Phytochemistry. 2001 Sep;58(2):249-56. PubMed PMID: 11551547. 10: Cantrell CL, Rajab MS, Franzblau SG, Fronczek FR, Fischer NH. Antimycobacterial ergosterol-5,8-endoperoxide from Ajuga remota. Planta Med. 1999 Dec;65(8):732-4. PubMed PMID: 10630115. 11: Odek-Ogunde M, Rajab MS. Antihypertensive effect of the clerodane diterpene ajugarin I on experimentally hypertensive rats. East Afr Med J. 1994 Sep;71(9):587-90. PubMed PMID: 7875092.