Lyoniol-A

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MedKoo CAT#: 530291

CAS#: 31136-61-5

Description: Lyoniol-A is a toxic component from poisonous tree in Japan(Lyonia ovalifolia var. elliptica).


Price and Availability

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Pricing updated 2020-10-29. Prices are subject to change without notice.

Lyoniol-A is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530291
Name: Lyoniol-A
CAS#: 31136-61-5
Chemical Formula: C22H34O7
Exact Mass: 410.2305
Molecular Weight: 410.507
Elemental Analysis: C, 64.37; H, 8.35; O, 27.28


Synonym: Lyoniol-A

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]


Technical Data

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


References

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.