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MedKoo Cat#: 598317 | Name: Melianodiol

Description:

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

Melianodiol is a potential biopesticide against Aedes aegypti.

Chemical Structure

Melianodiol
Melianodiol
CAS#32764-64-0

Theoretical Analysis

MedKoo Cat#: 598317

Name: Melianodiol

CAS#: 32764-64-0

Chemical Formula: C30H48O5

Exact Mass: 488.3502

Molecular Weight: 488.70

Elemental Analysis: C, 73.73; H, 9.90; O, 16.37

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
Melianodiol;
IUPAC/Chemical Name
(5R,9R,10R,13S,14S,17S)-17-((2R,3S,5R)-5-((S)-1,2-dihydroxy-2-methylpropyl)-2-hydroxytetrahydrofuran-3-yl)-4,4,10,13,14-pentamethyl-1,2,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
InChi Key
AOVNJUKMQOLLCG-STEPOWRLSA-N
InChi Code
InChI=1S/C30H48O5/c1-26(2)22-9-8-20-19(28(22,5)13-12-23(26)31)11-15-29(6)18(10-14-30(20,29)7)17-16-21(35-25(17)33)24(32)27(3,4)34/h8,17-19,21-22,24-25,32-34H,9-16H2,1-7H3/t17-,18-,19-,21+,22-,24-,25+,28+,29-,30+/m0/s1
SMILES Code
CC1(C)C(CC[C@]2(C)[C@@]3([H])CC[C@@]4(C)[C@H]([C@@H]([C@H](O)O5)C[C@@H]5[C@H](O)C(C)(O)C)CC[C@@](C)4C3=CC[C@@]12[H])=O
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 488.70 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: Sarmento UC, Miguita CH, Almeida LH, Gaban CR, Silva LM, Souza AS, Garcez WS, Garcez FR. Larvicidal efficacies of plants from Midwestern Brazil: melianodiol from Guarea kunthiana as a potential biopesticide against Aedes aegypti. Mem Inst Oswaldo Cruz. 2016 Jun 20;0:0. doi: 10.1590/0074-02760160134. PubMed PMID: 27333366; PubMed Central PMCID: PMC4957500. 2: Biavatti MW, Vieira PC, da Silva MFG, Fernandes JB, Albuquerque S, Magalhães CM, Pagnocca FC. Chemistry and bioactivity of Raulinoa echinata Cowan, an endemic Brazilian Rutaceae species. Phytomedicine. 2001 Mar;8(2):121-4. PubMed PMID: 11315754. 3: Hisham A, Jayakumar G, Bai A, Fujimoto Y. Beddomeilactone: a new triterpene from Dysoxylum beddomei. Nat Prod Res. 2004 Aug;18(4):329-34. PubMed PMID: 15214485. 4: Kurimoto S, Takaishi Y, Ahmed FA, Kashiwada Y. Triterpenoids from the fruits of Azadirachta indica (Meliaceae). Fitoterapia. 2014 Jan;92:200-5. doi: 10.1016/j.fitote.2013.11.004. Epub 2013 Nov 14. PubMed PMID: 24239747. 5: Puripattanavong J, Weber S, Brecht V, Frahm AW. Phytochemical investigation of Aglaia andamanica. Planta Med. 2000 Dec;66(8):740-5. PubMed PMID: 11199132. 6: Ratsimamanga AR, Nigeon-Dureuil M. [Physiological and pharmacodynamic properties of a new tetracyclic triterpene, melianodiol, isolated from Samadera madagascariensis]. C R Acad Sci Hebd Seances Acad Sci D. 1972 Aug 16;275(7):843-6. French. PubMed PMID: 4629187. 7: Biavatti MW, Vieira PC, Da Silva MF, Fernandes JB, Albuquerque S. Triterpenoid constituents of Raulinoa echinata. J Nat Prod. 2002 Apr;65(4):562-5. PubMed PMID: 11975501. 8: Miguita CH, Barbosa Cda S, Hamerski L, Sarmento UC, Nascimento JN, Garcez WS, Garcez FR. 3β-O-tigloylmelianol from Guarea kunthiana: a new potential agent to control Rhipicephalus (Boophilus) microplus, a cattle tick of veterinary significance. Molecules. 2014 Dec 23;20(1):111-26. doi: 10.3390/molecules20010111. PubMed PMID: 25546624. 9: Rivero-Cruz JF, Lezutekong R, Lobo-Echeverri T, Ito A, Mi Q, Chai HB, Soejarto DD, Cordell GA, Pezzuto JM, Swanson SM, Morelli I, Kinghorn AD. Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in Southern Florida. Phytother Res. 2005 Feb;19(2):136-40. PubMed PMID: 15852485.