IUPAC/Chemical Name
7,9a-Methano-9aH-cyclopenta(b)heptalene-4,8,10,11,11a(1H)-pentol, 2,3-epoxydodecahydro-1,1,4,8-tetramethyl-, 11-acetate, (2R,3S,3as,4R,4ar,7R,8R,9ar,10S,11R,11aR)-
InChi Key
ASDPUXKPNOGLSZ-CRRNJOFASA-N
InChi Code
InChI=1S/C22H34O7/c1-10(23)28-17-15(24)21-8-11(19(4,25)9-21)6-7-12(21)20(5,26)14-13-16(29-13)18(2,3)22(14,17)27/h11-17,24-27H,6-9H2,1-5H3/t11-,12+,13+,14+,15-,16+,17-,19-,20-,21-,22+/m1/s1
SMILES Code
O[C@@]1(C)[C@@]2([H])[C@](C(C)(C)[C@]3([H])[C@@]2([H])O3)(O)[C@H](OC(C)=O)[C@@H](O)[C@]45C[C@](O)(C)[C@](C5)([H])CC[C@@]14[H]
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
410.51
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: Zhang HP, Wang LQ, Qin GW. Grayanane diterpenoids from the leaves of Craiobiodendron yunnanense. Bioorg Med Chem. 2005 Sep 1;13(17):5289-98. PubMed PMID: 15990321.
2: Ono H, Fukuda H, Kudo Y. Excitation by lyoniol-A of vagal afferent nerves and the reflex autonomic and somatic actions in rats. J Pharmacobiodyn. 1981 Dec;4(12):940-6. PubMed PMID: 7341750.
3: Sakakibara J, Ikai K, Yasue M. [Studies on the constituents of Lyonia ovalifolia Drude var. elliptica Hand.-Mazz. XVIII. Structure of diterpenoid, lyoniol-D and correlation of lyoniol-A(lyoniatoxin) with grayanotoxin-I]. Yakugaku Zasshi. 1974 Dec;94(12):1534-40. Japanese. PubMed PMID: 4476755.
4: Fukuda H, Kudo Y, Ono H. Excitation of rat muscle spindle afferents by lyoniol-A. Eur J Pharmacol. 1974 May;26(2):136-42. PubMed PMID: 4851955.
5: Fukuda H, Kudo Y, Ono H, Yasue M, Sakakibara J. Structure-activity relationship of lyoniol-A and related compounds in association with the excitatory effect on muscle spindle afferents. Chem Pharm Bull (Tokyo). 1974 Apr;22(4):884-8. PubMed PMID: 4418756.
6: Fukuda H, Watanabe K, Ito T. Effect of lyoniol-A on decerebrate rigidity and electroencephalogram in rats. Jpn J Pharmacol. 1972 Aug;22(4):457-65. PubMed PMID: 4118933.
7: Kato T, Sakakibara J, Yasue M. [Studies on the constituents of Lyonia ovalifolia Drude var. elliptica Hand.-Mazz. XIV. Structure of diterpenoid, lyoniol-A (lyoniatoxin). (3)]. Yakugaku Zasshi. 1971 Nov;91(11):1194-9. Japanese. PubMed PMID: 5169125.
8: Yasue M, Sakakibara J, Kato T. [Studies on the constituents of Lyonia ovalifolia Drude var. elliptica Hand-Mazz. 13. Structure of diterpenoid, lyoniol-A(lyoniatoxin). (2)]. Yakugaku Zasshi. 1971 Mar;91(3):358-62. Japanese. PubMed PMID: 5105074.
9: Yasue M, Kato T, Sakakibara J. [Studies on the constituents of Lyonia ovalifolia Drude var. elliptica Hand.-Mazz. IX. Structure of lyoniol-A(lyoniatoxin), the main component of the toxic principles. (1)]. Yakugaku Zasshi. 1970 Jul;90(7):893-8. Japanese. PubMed PMID: 4194864.
10: Fukuda H, Watanabe K, Ito T. A comparison of the effects of lyoniol-A, strychnine and pentylenetetrazol on the evoked electromyogram in young chickens. Jpn J Pharmacol. 1969 Sep;19(3):394-400. PubMed PMID: 5307472.
11: Fukuda H, Watanabe K, Ito T. [Pharmacology of Lyoniol-A, an amyostatic component from Lyonia ovalifolia var. elliptica (ericaceae). I]. Yakugaku Zasshi. 1969 Mar;89(3):382-8. Japanese. PubMed PMID: 5815799.
