15866-90-7,MFCD09970644
Catalog No.:AA00ANPT

15866-90-7 | Incyclinide

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Purity
Availability
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Quantity
  
1mg
≥98%
in stock  
$89.00   $62.00
- +
5mg
≥98%
in stock  
$278.00   $194.00
- +
10mg
≥98%
in stock  
$428.00   $299.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00ANPT
Chemical Name:
Incyclinide
CAS Number:
15866-90-7
Molecular Formula:
C19H17NO7
Molecular Weight:
371.3408
MDL Number:
MFCD09970644
SMILES:
NC(=O)C1=C(O)C[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)Cc2c(C1=O)c(O)ccc2)O
Properties
Computed Properties
 
Complexity:
813  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1  

Literature

Title: Chemically modified tetracycline 3 prevents acute respiratory distress syndrome in a porcine model of sepsis + ischemia/reperfusion-induced lung injury.

Journal: Shock (Augusta, Ga.) 20120401

Title: Chemically modified tetracycline-3 (CMT-3): a novel inhibitor of the serine proteinase, elastase.

Journal: Pharmacological research 20111201

Title: Jack of all trades: pleiotropy and the application of chemically modified tetracycline-3 in sepsis and the acute respiratory distress syndrome (ARDS).

Journal: Pharmacological research 20111201

Title: Non-antibacterial tetracyclines modulate mediators of periodontitis and atherosclerotic cardiovascular disease: a mechanistic link between local and systemic inflammation.

Journal: Pharmacological research 20111201

Title: Phase I and pharmacokinetic study of COL-3 in patients with recurrent high-grade gliomas.

Journal: Journal of neuro-oncology 20111101

Title: A tetracycline analog improves acute respiratory distress syndrome survival in an ovine model.

Journal: The Annals of thoracic surgery 20100801

Title: Matrix metalloproteinase inhibitors reduce collagen gel contraction and alpha-smooth muscle actin expression by periodontal ligament cells.

Journal: Journal of periodontal research 20090401

Title: Tetracyclines and chemically modified tetracycline-3 (CMT-3) modulate cytokine secretion by lipopolysaccharide-stimulated whole blood.

Journal: Inflammation 20090401

Title: Human laminin-332 degradation by Candida proteinases.

Journal: Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20080701

Title: A phase II and pharmacological study of the matrix metalloproteinase inhibitor (MMPI) COL-3 in patients with advanced soft tissue sarcomas.

Journal: Investigational new drugs 20070801

Title: Chemically modified tetracycline (COL-3) improves survival if given 12 but not 24 hours after cecal ligation and puncture.

Journal: Shock (Augusta, Ga.) 20061201

Title: Differentiated thyroid cancer cell invasion is regulated through epidermal growth factor receptor-dependent activation of matrix metalloproteinase (MMP)-2/gelatinase A.

Journal: Endocrine-related cancer 20061201

Title: The immunoglobulin A1 proteinase from Streptococcus pneumoniae is inhibited by tetracycline compounds.

Journal: FEMS immunology and medical microbiology 20061101

Title: In vitro inhibition of matrix metalloproteinase activity in tracheal epithelial lining fluid from horses with recurrent airway obstruction.

Journal: American journal of veterinary research 20060701

Title: Tetracycline analogues (doxycycline and COL-3) induce caspase-dependent and -independent apoptosis in human colon cancer cells.

Journal: International journal of cancer 20060301

Title: Rob Ashley of AmpliMed discusses the discovery and development of Imexon. Interview by Steve Carney.

Journal: Drug discovery today 20051015

Title: Chemically modified tetracyclines induce apoptosis in cultured mast cells.

Journal: International immunopharmacology 20051001

Title: Chemically modified tetracycline prevents the development of septic shock and acute respiratory distress syndrome in a clinically applicable porcine model.

Journal: Shock (Augusta, Ga.) 20051001

Title: [Role of extracellular matrix degradation enzyme for glioma invasion].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20050901

Title: Effect of chemically modified tetracycline on transforming growth factor-beta1 and caspase-3 activation in liver of septic rats.

Journal: Critical care medicine 20050701

Title: Tetracycline: from antibiotic to antisepsis.

Journal: Critical care medicine 20050701

Title: Chemically modified tetracycline (CMT)-3 inhibits histamine release and cytokine production in mast cells: possible involvement of protein kinase C.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20050701

Title: Cyclooxygenase-2 inhibitor celecoxib augments chemotherapeutic drug-induced apoptosis by enhancing activation of caspase-3 and -9 in prostate cancer cells.

Journal: International journal of cancer 20050620

Title: A sensitive method for determination of COL-3, a chemically modified tetracycline, in human plasma using high-performance liquid chromatography and ultraviolet detection.

Journal: Journal of pharmaceutical and biomedical analysis 20050401

Title: Significant intestinal excretion, one source of variability in pharmacokinetics of COL-3, a chemically modified tetracycline.

Journal: Pharmaceutical research 20050301

Title: Role of chemically modified tetracycline on TNF-alpha and mitogen-activated protein kinases in sepsis.

Journal: Shock (Augusta, Ga.) 20041101

Title: A phase I and pharmacokinetic study of Col-3 (Metastat), an oral tetracycline derivative with potent matrix metalloproteinase and antitumor properties.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20041001

Title: Transactivator mutants with altered effector specificity allow selective regulation of two genes by tetracycline variants.

Journal: Gene 20040428

Title: Levels and molecular forms of MMP-7 (matrilysin-1) and MMP-8 (collagenase-2) in diseased human peri-implant sulcular fluid.

Journal: Journal of periodontal research 20031201

Title: A nonantibiotic chemically modified tetracycline (CMT-3) inhibits intimal thickening.

Journal: The American journal of pathology 20031001

Title: Factors involved in the pharmacokinetics of COL-3, a matrix metalloproteinase inhibitor, in patients with refractory metastatic cancer: clinical and experimental studies.

Journal: Journal of clinical pharmacology 20031001

Title: Inhibition of matrix metalloproteinases by chemically modified tetracyclines in sepsis.

Journal: Shock (Augusta, Ga.) 20030901

Title: Quantification of 6-deoxy-6-demethyl-4-dedimethylaminotetracycline (COL-3) in human plasma using liquid chromatography coupled with electrospray ionization tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030825

Title: Metalloproteinase inhibition reduces lung injury and improves survival after cecal ligation and puncture in rats.

Journal: The Journal of surgical research 20030515

Title: Cleaning up the environment.

Journal: Drug discovery today 20030201

Title: Targeting the tumor microenvironment with chemically modified tetracyclines: inhibition of laminin 5 gamma2 chain promigratory fragments and vasculogenic mimicry.

Journal: Molecular cancer therapeutics 20021101

Title: A chemically modified tetracycline (CMT-3) is a new antifungal agent.

Journal: Antimicrobial agents and chemotherapy 20020501

Title: Inhibition of cell proliferation, invasion, tumor growth and metastasis by an oral non-antimicrobial tetracycline analog (COL-3) in a metastatic prostate cancer model.

Journal: International journal of cancer 20020310

Title: Matrix metalloproteinase inhibitor COL-3 in the treatment of AIDS-related Kaposi's sarcoma: a phase I AIDS malignancy consortium study.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20020101

Title: Inhibition of proteolytic, serpinolytic, and progelatinase-b activation activities of periodontopathogens by doxycycline and the non-antimicrobial chemically modified tetracycline derivatives.

Journal: Journal of periodontology 20020101

Title: Metalloproteinase inhibition prevents acute respiratory distress syndrome.

Journal: The Journal of surgical research 20010801

Title: Reversible sideroblastic anemia associated with the tetracycline analogue COL-3.

Journal: American journal of hematology 20010501

Title: Drug-induced lupus associated with COL-3: report of 3 cases.

Journal: Archives of dermatology 20010401

Title: Development of matrix metalloproteinase inhibitors in cancer therapy.

Journal: Journal of the National Cancer Institute 20010207

Title: Biodistribution of radiolabeled [(3)H] CMT-3 in rats.

Journal: Current medicinal chemistry 20010201

Title: CMT-3, a non-antimicrobial tetracycline (TC), inhibits MT1-MMP activity: relevance to cancer.

Journal: Current medicinal chemistry 20010201

Title: Cytotoxic activity and inhibition of tumor cell invasion by derivatives of a chemically modified tetracycline CMT-3 (COL-3).

Journal: Current medicinal chemistry 20010201

Title: Excessive matrix metalloproteinase activity in diabetes: inhibition by tetracycline analogues with zinc reactivity.

Journal: Current medicinal chemistry 20010201

Title: Lee HM, et al. CMT-3, a non-antimicrobial tetracycline (TC), inhibits MT1-MMPactivity: relevance to cancer. Curr Med Chem. 2001 Feb;8(3):257-60.

Title: Liu Y, A chemically modified tetracycline (CMT-3) is a new antifungal agent. Antimicrob Agents Chemother. 2002 May;46(5):1447-54.

Title: Bildt MM, et al. CMT-3 inhibits orthodontic tooth displacement in the rat. Arch Oral Biol. 2007 Jun;52(6):571-8.

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SDS
Tags:15866-90-7 Molecular Formula|15866-90-7 MDL|15866-90-7 SMILES|15866-90-7 Incyclinide
Catalog No.: AA00ANPT
15866-90-7,MFCD09970644
15866-90-7 | Incyclinide
Pack Size: 1mg
Purity: ≥98%
in stock
$89.00 $62.00
Pack Size: 5mg
Purity: ≥98%
in stock
$278.00 $194.00
Pack Size: 10mg
Purity: ≥98%
in stock
$428.00 $299.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00ANPT
Chemical Name: Incyclinide
CAS Number: 15866-90-7
Molecular Formula: C19H17NO7
Molecular Weight: 371.3408
MDL Number: MFCD09970644
SMILES: NC(=O)C1=C(O)C[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)Cc2c(C1=O)c(O)ccc2)O
Properties
Complexity: 813  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 3  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 27  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 5  
Isotope Atom Count: 0  
Rotatable Bond Count: 1  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1  
Literature fold

Title: Chemically modified tetracycline 3 prevents acute respiratory distress syndrome in a porcine model of sepsis + ischemia/reperfusion-induced lung injury.

Journal: Shock (Augusta, Ga.)20120401

Title: Chemically modified tetracycline-3 (CMT-3): a novel inhibitor of the serine proteinase, elastase.

Journal: Pharmacological research20111201

Title: Jack of all trades: pleiotropy and the application of chemically modified tetracycline-3 in sepsis and the acute respiratory distress syndrome (ARDS).

Journal: Pharmacological research20111201

Title: Non-antibacterial tetracyclines modulate mediators of periodontitis and atherosclerotic cardiovascular disease: a mechanistic link between local and systemic inflammation.

Journal: Pharmacological research20111201

Title: Phase I and pharmacokinetic study of COL-3 in patients with recurrent high-grade gliomas.

Journal: Journal of neuro-oncology20111101

Title: A tetracycline analog improves acute respiratory distress syndrome survival in an ovine model.

Journal: The Annals of thoracic surgery20100801

Title: Matrix metalloproteinase inhibitors reduce collagen gel contraction and alpha-smooth muscle actin expression by periodontal ligament cells.

Journal: Journal of periodontal research20090401

Title: Tetracyclines and chemically modified tetracycline-3 (CMT-3) modulate cytokine secretion by lipopolysaccharide-stimulated whole blood.

Journal: Inflammation20090401

Title: Human laminin-332 degradation by Candida proteinases.

Journal: Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology20080701

Title: A phase II and pharmacological study of the matrix metalloproteinase inhibitor (MMPI) COL-3 in patients with advanced soft tissue sarcomas.

Journal: Investigational new drugs20070801

Title: Chemically modified tetracycline (COL-3) improves survival if given 12 but not 24 hours after cecal ligation and puncture.

Journal: Shock (Augusta, Ga.)20061201

Title: Differentiated thyroid cancer cell invasion is regulated through epidermal growth factor receptor-dependent activation of matrix metalloproteinase (MMP)-2/gelatinase A.

Journal: Endocrine-related cancer20061201

Title: The immunoglobulin A1 proteinase from Streptococcus pneumoniae is inhibited by tetracycline compounds.

Journal: FEMS immunology and medical microbiology20061101

Title: In vitro inhibition of matrix metalloproteinase activity in tracheal epithelial lining fluid from horses with recurrent airway obstruction.

Journal: American journal of veterinary research20060701

Title: Tetracycline analogues (doxycycline and COL-3) induce caspase-dependent and -independent apoptosis in human colon cancer cells.

Journal: International journal of cancer20060301

Title: Rob Ashley of AmpliMed discusses the discovery and development of Imexon. Interview by Steve Carney.

Journal: Drug discovery today20051015

Title: Chemically modified tetracyclines induce apoptosis in cultured mast cells.

Journal: International immunopharmacology20051001

Title: Chemically modified tetracycline prevents the development of septic shock and acute respiratory distress syndrome in a clinically applicable porcine model.

Journal: Shock (Augusta, Ga.)20051001

Title: [Role of extracellular matrix degradation enzyme for glioma invasion].

Journal: Nihon rinsho. Japanese journal of clinical medicine20050901

Title: Effect of chemically modified tetracycline on transforming growth factor-beta1 and caspase-3 activation in liver of septic rats.

Journal: Critical care medicine20050701

Title: Tetracycline: from antibiotic to antisepsis.

Journal: Critical care medicine20050701

Title: Chemically modified tetracycline (CMT)-3 inhibits histamine release and cytokine production in mast cells: possible involvement of protein kinase C.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.]20050701

Title: Cyclooxygenase-2 inhibitor celecoxib augments chemotherapeutic drug-induced apoptosis by enhancing activation of caspase-3 and -9 in prostate cancer cells.

Journal: International journal of cancer20050620

Title: A sensitive method for determination of COL-3, a chemically modified tetracycline, in human plasma using high-performance liquid chromatography and ultraviolet detection.

Journal: Journal of pharmaceutical and biomedical analysis20050401

Title: Significant intestinal excretion, one source of variability in pharmacokinetics of COL-3, a chemically modified tetracycline.

Journal: Pharmaceutical research20050301

Title: Role of chemically modified tetracycline on TNF-alpha and mitogen-activated protein kinases in sepsis.

Journal: Shock (Augusta, Ga.)20041101

Title: A phase I and pharmacokinetic study of Col-3 (Metastat), an oral tetracycline derivative with potent matrix metalloproteinase and antitumor properties.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research20041001

Title: Transactivator mutants with altered effector specificity allow selective regulation of two genes by tetracycline variants.

Journal: Gene20040428

Title: Levels and molecular forms of MMP-7 (matrilysin-1) and MMP-8 (collagenase-2) in diseased human peri-implant sulcular fluid.

Journal: Journal of periodontal research20031201

Title: A nonantibiotic chemically modified tetracycline (CMT-3) inhibits intimal thickening.

Journal: The American journal of pathology20031001

Title: Factors involved in the pharmacokinetics of COL-3, a matrix metalloproteinase inhibitor, in patients with refractory metastatic cancer: clinical and experimental studies.

Journal: Journal of clinical pharmacology20031001

Title: Inhibition of matrix metalloproteinases by chemically modified tetracyclines in sepsis.

Journal: Shock (Augusta, Ga.)20030901

Title: Quantification of 6-deoxy-6-demethyl-4-dedimethylaminotetracycline (COL-3) in human plasma using liquid chromatography coupled with electrospray ionization tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20030825

Title: Metalloproteinase inhibition reduces lung injury and improves survival after cecal ligation and puncture in rats.

Journal: The Journal of surgical research20030515

Title: Cleaning up the environment.

Journal: Drug discovery today20030201

Title: Targeting the tumor microenvironment with chemically modified tetracyclines: inhibition of laminin 5 gamma2 chain promigratory fragments and vasculogenic mimicry.

Journal: Molecular cancer therapeutics20021101

Title: A chemically modified tetracycline (CMT-3) is a new antifungal agent.

Journal: Antimicrobial agents and chemotherapy20020501

Title: Inhibition of cell proliferation, invasion, tumor growth and metastasis by an oral non-antimicrobial tetracycline analog (COL-3) in a metastatic prostate cancer model.

Journal: International journal of cancer20020310

Title: Matrix metalloproteinase inhibitor COL-3 in the treatment of AIDS-related Kaposi's sarcoma: a phase I AIDS malignancy consortium study.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology20020101

Title: Inhibition of proteolytic, serpinolytic, and progelatinase-b activation activities of periodontopathogens by doxycycline and the non-antimicrobial chemically modified tetracycline derivatives.

Journal: Journal of periodontology20020101

Title: Metalloproteinase inhibition prevents acute respiratory distress syndrome.

Journal: The Journal of surgical research20010801

Title: Reversible sideroblastic anemia associated with the tetracycline analogue COL-3.

Journal: American journal of hematology20010501

Title: Drug-induced lupus associated with COL-3: report of 3 cases.

Journal: Archives of dermatology20010401

Title: Development of matrix metalloproteinase inhibitors in cancer therapy.

Journal: Journal of the National Cancer Institute20010207

Title: Biodistribution of radiolabeled [(3)H] CMT-3 in rats.

Journal: Current medicinal chemistry20010201

Title: CMT-3, a non-antimicrobial tetracycline (TC), inhibits MT1-MMP activity: relevance to cancer.

Journal: Current medicinal chemistry20010201

Title: Cytotoxic activity and inhibition of tumor cell invasion by derivatives of a chemically modified tetracycline CMT-3 (COL-3).

Journal: Current medicinal chemistry20010201

Title: Excessive matrix metalloproteinase activity in diabetes: inhibition by tetracycline analogues with zinc reactivity.

Journal: Current medicinal chemistry20010201

Title: Lee HM, et al. CMT-3, a non-antimicrobial tetracycline (TC), inhibits MT1-MMPactivity: relevance to cancer. Curr Med Chem. 2001 Feb;8(3):257-60.

Title: Liu Y, A chemically modified tetracycline (CMT-3) is a new antifungal agent. Antimicrob Agents Chemother. 2002 May;46(5):1447-54.

Title: Bildt MM, et al. CMT-3 inhibits orthodontic tooth displacement in the rat. Arch Oral Biol. 2007 Jun;52(6):571-8.

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