MedKoo Cat#: 559039 | Name: Lavanducyanin

Description:

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

Lavanducyanin is a biochemical.

Chemical Structure

Lavanducyanin
Lavanducyanin
CAS#122228-60-8

Theoretical Analysis

MedKoo Cat#: 559039

Name: Lavanducyanin

CAS#: 122228-60-8

Chemical Formula: C22H24N2O

Exact Mass: 332.1889

Molecular Weight: 332.45

Elemental Analysis: C, 79.48; H, 7.28; N, 8.43; O, 4.81

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 #
No Data
Synonym
Lavanducyanin; WS 9659A; WS-9659A; WS9659A.
IUPAC/Chemical Name
1(5H)-Phenazinone, 5-((2,4,4-trimethyl-1-cyclohexen-1-yl)methyl)-
InChi Key
AMQJGKJHNQVSQU-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H24N2O/c1-15-13-22(2,3)12-11-16(15)14-24-18-8-5-4-7-17(18)23-21-19(24)9-6-10-20(21)25/h4-10H,11-14H2,1-3H3
SMILES Code
O=C1C=CC=C2N(CC3=C(C)CC(C)(C)CC3)C4=C(N=C21)C=CC=C4
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

Preparing Stock Solutions

The following data is based on the product molecular weight 332.45 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: Asolkar RN, Singh A, Jensen PR, Aalbersberg W, Carté BK, Feussner KD, Subramani R, DiPasquale A, Rheingold AL, Fenical W. Marinocyanins, cytotoxic bromo-phenazinone meroterpenoids from a marine bacterium from the streptomycete clade MAR4. Tetrahedron. 2017 Apr 20;73(16):2234-2241. doi: 10.1016/j.tet.2017.03.003. Epub 2017 Mar 6. PubMed PMID: 28814819; PubMed Central PMCID: PMC5555602. 2: Ozaki T, Zhao P, Shinada T, Nishiyama M, Kuzuyama T. Cyclolavandulyl skeleton biosynthesis via both condensation and cyclization catalyzed by an unprecedented member of the cis-isoprenyl diphosphate synthase superfamily. J Am Chem Soc. 2014 Apr 2;136(13):4837-40. doi: 10.1021/ja500270m. Epub 2014 Mar 18. PubMed PMID: 24640943. 3: Kondratyuk TP, Park EJ, Yu R, van Breemen RB, Asolkar RN, Murphy BT, Fenical W, Pezzuto JM. Novel marine phenazines as potential cancer chemopreventive and anti-inflammatory agents. Mar Drugs. 2012 Feb;10(2):451-64. doi: 10.3390/md10020451. Epub 2012 Feb 16. PubMed PMID: 22412812; PubMed Central PMCID: PMC3297008. 4: Imai S, Noguchi T, Seto H. Studies on cell growth stimulating substances of low molecular weight. Part 2. Exfoliazone and lavanducyanin, potent growth promoting substances of rat liver cell line, RLN-8, produced by Streptomyces exfoliatus and Streptomyces aeriouvifer. J Antibiot (Tokyo). 1993 Aug;46(8):1232-8. PubMed PMID: 8407585. 5: Matsumoto M, Seto H. Stimulation of mammalian cell proliferation by lavanducyanin. J Antibiot (Tokyo). 1991 Dec;44(12):1471-3. PubMed PMID: 1778800. 6: Nakayama O, Shigematsu N, Katayama A, Takase S, Kiyoto S, Hashimoto M, Kohsaka M. WS-9659 A and B, novel testosterone 5 alpha-reductase inhibitors isolated from a Streptomyces. II. Structural elucidation of WS-9659 A and B. J Antibiot (Tokyo). 1989 Aug;42(8):1230-4. PubMed PMID: 2759905. 7: Nakayama O, Yagi M, Tanaka M, Kiyoto S, Okuhara M, Kohsaka M. WS-9659 A and B, novel testosterone 5 alpha-reductase inhibitors isolated from a Streptomyces. I. Taxonomy, fermentation, isolation, physico-chemical characteristics. J Antibiot (Tokyo). 1989 Aug;42(8):1221-9. PubMed PMID: 2759904. 8: Nakayama O, Arakawa H, Yagi M, Tanaka M, Kiyoto S, Okuhara M, Kohsaka M. WS-9659 A and B, novel testosterone 5 alpha-reductase inhibitors isolated from a Streptomyces. III. Biological characteristics and pharmacological characteristics. J Antibiot (Tokyo). 1989 Aug;42(8):1235-40. PubMed PMID: 2503481. 9: Imai S, Furihata K, Hayakawa Y, Noguchi T, Seto H. Lavanducyanin, a new antitumor substance produced by Streptomyces sp. J Antibiot (Tokyo). 1989 Jul;42(7):1196-8. PubMed PMID: 2753825.