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MedKoo Cat#: 413014 | Name: Nemadectin
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Description:

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

Nemadectin is a macrocyclic lactone antibiotic that demonstrates endectocidal and nematocidal activity. Differing only by the unsaturated side-chain extending from the 6,6-spiroketal core, this antibiotic is structurally similar to milbemycins and avermectins. Nemadectin has been used as starting material for the production of the veterinary anthelmintic, moxidectin, and its derivatives have been explored for their potential antiparasitic use.

Chemical Structure

Nemadectin
Nemadectin
CAS#102130-84-7

Theoretical Analysis

MedKoo Cat#: 413014

Name: Nemadectin

CAS#: 102130-84-7

Chemical Formula: C36H52O8

Exact Mass: 612.3662

Molecular Weight: 612.80

Elemental Analysis: C, 70.56; H, 8.55; O, 20.89

Price and Availability

Size Price Availability Quantity
5mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
Nemadectin; CL287,088; CL-287,088; CL 287,088
IUPAC/Chemical Name
Milbemycin B, 5-O-demethyl-28-deoxy-25-(1,3-dimethyl-1-butenyl)-6,28-epoxy-23-hydroxy-, (6R,23S,25S(E))-
InChi Key
YNFMRVVYUVPIAN-AQUURSMBSA-N
InChi Code
InChI=1S/C36H52O8/c1-20(2)13-24(6)32-25(7)30(37)18-35(44-32)17-28-16-27(43-35)12-11-22(4)14-21(3)9-8-10-26-19-41-33-31(38)23(5)15-29(34(39)42-28)36(26,33)40/h8-11,13,15,20-21,25,27-33,37-38,40H,12,14,16-19H2,1-7H3/b9-8+,22-11+,24-13+,26-10+/t21-,25-,27+,28-,29-,30-,31+,32+,33+,35-,36+/m0/s1
SMILES Code
CC(/C=C([C@H]1O[C@]2(C[C@@H]([C@@H]1C)O)C[C@@H]3C[C@H](O2)C/C=C(C[C@H](/C=C/C=C4CO[C@@H]5[C@@H](C(C)=C[C@H]([C@]\45O)C(O3)=O)O)C)\C)\C)C
Appearance
Solid powder
Purity
>95% (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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Nemadectin (CL-287088), an orally active broad-spectrum endectocide, is highly efficacious against natural infections of all the major canine gastrointestinal helminthes.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 612.80 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
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Li C, He H, Wang J, Liu H, Wang H, Zhu Y, Wang X, Zhang Y, Xiang W. Characterization of a LAL-type regulator NemR in nemadectin biosynthesis and its application for increasing nemadectin production in Streptomyces cyaneogriseus. Sci China Life Sci. 2019 Mar;62(3):394-405. doi: 10.1007/s11427-018-9442-9. Epub 2019 Jan 15. PMID: 30689104. 2: Song X, Zhang Y, Xue J, Li C, Wang Z, Wang Y. Enhancing nemadectin production by Streptomyces cyaneogriseus ssp. noncyanogenus through quantitative evaluation and optimization of dissolved oxygen and shear force. Bioresour Technol. 2018 May;255:180-188. doi: 10.1016/j.biortech.2017.09.033. Epub 2017 Sep 7. PMID: 29414165. 3: Yang LY, Wang JD, Zhang J, Xue CY, Zhang H, Wang XJ, Xiang WS. New nemadectin congeners with acaricidal and nematocidal activity from Streptomyces microflavus neau3 Y-3. Bioorg Med Chem Lett. 2013 Oct 15;23(20):5710-3. doi: 10.1016/j.bmcl.2013.08.002. Epub 2013 Aug 11. PMID: 23992860. 4: Xiang WS, Wang JD, Wang M, Wang XJ. New nemadectin congener from Streptomyces microflavus neau3: fermentation, isolation, structure elucidation and biological activities. J Antibiot (Tokyo). 2010 Apr;63(4):171-5. doi: 10.1038/ja.2010.12. Epub 2010 Feb 26. PMID: 20186170. 5: Liu H, Zhang Y, Li S, Wang J, Wang X, Xiang W. Elucidation of the Activation Pathways of ScyA1/ScyR1, an Aco/ArpA-Like System That Regulates the Expression of Nemadectin and Other Secondary Metabolic Biosynthetic Genes. Front Bioeng Biotechnol. 2020 Nov 3;8:589730. doi: 10.3389/fbioe.2020.589730. PMID: 33224938; PMCID: PMC7670052. 6: Wang H, Li C, Zhang B, He H, Jin P, Wang J, Zhang J, Wang X, Xiang W. Complete genome sequence of Streptomyces cyaneogriseus ssp. noncyanogenus, the thermotolerant producer of commercial antibiotics nemadectin. J Biotechnol. 2015 Jun 20;204:1-2. doi: 10.1016/j.jbiotec.2015.03.012. Epub 2015 Apr 1. PMID: 25842156. 7: Gao A, Wang X, Xiang W, Liang H, Gao J, Yan Y. Reversal of P-glycoprotein- mediated multidrug resistance in vitro by doramectin and nemadectin. J Pharm Pharmacol. 2010 Mar;62(3):393-9. doi: 10.1211/jpp.62.03.0016. PMID: 20487225. 8: Doscher ME, Wood IB, Pankavich JA, Ricks CA. Efficacy of nemadectin, a new broad-spectrum endectocide, against natural infections of canine gastrointestinal helminths. Vet Parasitol. 1989 Dec;34(3):255-9. doi: 10.1016/0304-4017(89)90055-1. PMID: 2617829. 9: Jin P, Li S, Zhang Y, Chu L, He H, Dong Z, Xiang W. Mining and fine-tuning sugar uptake system for titer improvement of milbemycins in Streptomyces bingchenggensis. Synth Syst Biotechnol. 2020 Jul 14;5(3):214-221. doi: 10.1016/j.synbio.2020.07.001. PMID: 32695892; PMCID: PMC7360889. 10: Garcia-Bustos JF, Sleebs BE, Gasser RB. An appraisal of natural products active against parasitic nematodes of animals. Parasit Vectors. 2019 Jun 17;12(1):306. doi: 10.1186/s13071-019-3537-1. PMID: 31208455; PMCID: PMC6580475.