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

MedKoo CAT#: 584457

CAS#: 992-21-2

Description: Lymecycline is a semisynthetic antibiotic related to TETRACYCLINE.


Chemical Structure

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Lymecycline
CAS# 992-21-2

Theoretical Analysis

MedKoo Cat#: 584457
Name: Lymecycline
CAS#: 992-21-2
Chemical Formula: C29H38N4O10
Exact Mass: 602.26
Molecular Weight: 602.641
Elemental Analysis: C, 57.80; H, 6.36; N, 9.30; O, 26.55

Price and Availability

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5mg USD 465 Ready to ship
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Synonym: Lymecycline; Mucomycin; Tetralisal; Limeciclina

IUPAC/Chemical Name: N6-((4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido)methyl)lysine

InChi Key: AHEVKYYGXVEWNO-RKCBBFCZSA-N

InChi Code: InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34,36-37,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14?,15?,16-,21?,28?,29?/m0/s1

SMILES Code: N[C@@H](CCCCNCNC(C(C1=O)=C(O)C(N(C)C)C2CC3C(C)(O)C4=C(C(C3=C(O)C21O)=O)C(O)=CC=C4)=O)C(O)=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: >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:
Biological target: Lymecycline is a semisynthetic antibiotic related to TETRACYCLINE.
In vitro activity: To investigate Lymecycline's ability to reverse acquired EGFR-TKIs resistance, two Icotinib resistant cell lines were constructed. Lymecycline targeted GRB2 and inhibited the resistance of the cell cycle to EGFR-TKI, arresting disease progression and inducing apoptosis in cancer cells. Lymecycline inhibited the resistance of the cell cycle to EGFR-TKI and induced apoptosis in NSCLC by inhibiting EGFR phosphorylation and GRB2-mediated AKT/ERK/STAT3 signaling pathways. Reference: Pharmacol Res. 2020 Sep;159:105007. https://pubmed.ncbi.nlm.nih.gov/32561477/
In vivo activity: The effect of lymecycline treatment on arthritis in C3H mice produced 5 months previously by i.v. inoculation of Mycoplasma pulmonis was examined. Treatment had little effect on the severity of the clinical disease. However, there was a marked reduction the severity of the histopathological inflammatory reaction in joints from lymecycline-treated mice when compared with untreated controls. Reference: Br J Exp Pathol. 1978 Apr;59(2):204-12. https://pubmed.ncbi.nlm.nih.gov/656320/

Preparing Stock Solutions

The following data is based on the product molecular weight 602.64 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: 1. Chen Y, Wu J, Yan H, Cheng Y, Wang Y, Yang Y, Deng M, Che X, Hou K, Qu X, Zou D, Liu Y, Zhang Y, Hu X. Lymecycline reverses acquired EGFR-TKI resistance in non-small-cell lung cancer by targeting GRB2. Pharmacol Res. 2020 Sep;159:105007. doi: 10.1016/j.phrs.2020.105007. Epub 2020 Jun 17. PMID: 32561477. 2. Lauhio A, Sorsa T, Lindy O, Suomalainen K, Saari H, Golub LM, Konttinen YT. The anticollagenolytic potential of lymecycline in the long-term treatment of reactive arthritis. Arthritis Rheum. 1992 Feb;35(2):195-8. doi: 10.1002/art.1780350211. PMID: 1310409. 3. Taylor G, Taylor-Robinson D, Keystone EC. Effects of lymecycline on Mycoplasma pulmonis-induced arthritis in mice. Br J Exp Pathol. 1978 Apr;59(2):204-12. PMID: 656320; PMCID: PMC2041341.
In vitro protocol: 1. Chen Y, Wu J, Yan H, Cheng Y, Wang Y, Yang Y, Deng M, Che X, Hou K, Qu X, Zou D, Liu Y, Zhang Y, Hu X. Lymecycline reverses acquired EGFR-TKI resistance in non-small-cell lung cancer by targeting GRB2. Pharmacol Res. 2020 Sep;159:105007. doi: 10.1016/j.phrs.2020.105007. Epub 2020 Jun 17. PMID: 32561477. 2. Lauhio A, Sorsa T, Lindy O, Suomalainen K, Saari H, Golub LM, Konttinen YT. The anticollagenolytic potential of lymecycline in the long-term treatment of reactive arthritis. Arthritis Rheum. 1992 Feb;35(2):195-8. doi: 10.1002/art.1780350211. PMID: 1310409.
In vivo protocol: 1. Taylor G, Taylor-Robinson D, Keystone EC. Effects of lymecycline on Mycoplasma pulmonis-induced arthritis in mice. Br J Exp Pathol. 1978 Apr;59(2):204-12. PMID: 656320; PMCID: PMC2041341.

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