minocycline - Moligand™, ≥98% , CAS No.10118-90-8

CAS: 10118-90-8 Cat. No.: M611887 Molecular Weight: 457.50 EC Number: 800-277-5 PubChem CID: 54675783

GRADE & PURITY Moligand™, ≥98%

Synonyms

(4S,4aS,5aR,12aS)4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide;(4S,4aS,5aR,12aS)4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-car

Storage

Room temperature

Overview

Minocycline is a semi-synthetic tetracycline antibiotic that crosses the blood-brain barrier. Minocycline is an inhibitor of hypoxia-inducing factor (HIF-1α). Minocycline has anti-cancer, anti-inflammatory and glutamate antagonism. Minocycline reduces glutamate neurotransmission, showing neuroprotective properties and antidepressant effects. Minocycline inhibits the synthesis of bacterial proteins by binding with the 30S subunit of bacterial ribosomes, thus producing bacteriostatic effect

Specifications

Synonyms

(4S, 4aS, 5aR, 12aS)4, 7-Bis(dimethylamino)-1, 4, 4a, 5, 5a, 6, 11, 12a-octahydro-3, 10, 12, 12a-tetrahydroxy-1, 11-dioxonaphthacene-2-carboxamide;(4S, 4aS, 5aR, 12aS)4, 7-Bis(dimethylamino)-1, 4, 4a, 5, 5a, 6, 11, 12a-octahydro-3, 10, 12, 12a-tetrahydroxy-1, 11-dioxonaphthacene-2-car

Specifications & Purity

Moligand™, ≥98%

Storage

Room temperature

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(C(=C1C2=O)O)c(O)ccc3N(C)C)O)O)C(=O)N)C
• IUPAC Name: (4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• InChIKey: FFTVPQUHLQBXQZ-KVUCHLLUSA-N
• INCHI: 1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
• Isomeric SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C
• PubChem CID: 54675783
• Molecular Weight: 457.50

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Tetracyclines

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Tetracyclines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetracyclines
• Alternative Parents: Naphthols and derivatives Dialkylarylamines Cyclohexenones Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Tertiary alcohols Trialkylamines Cyclic alcohols and derivatives Polyols Enols Carboximidic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Tetracycline - 1-naphthol - Naphthalene - Tertiary aliphatic/aromatic amine - Dialkylarylamine - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Cyclohexenone - Benzenoid - Cyclic alcohol - Vinylogous acid - Tertiary alcohol - Cyclic ketone - Tertiary aliphatic amine - Ketone - Tertiary amine - Carboximidic acid - Carboximidic acid derivative - Enol - Polyol - Alcohol - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Amine - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 457.500 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 457.185 Da
• Monoisotopic Mass: 457.185 Da
• Topological Polar Surface Area: 165.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 971.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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