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Sancycline

CAT: 0804-HY-17466-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-17466-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Sancycline (6-Demethyl-6-deoxytetracycline) acts by reversibly binding to the 30 S ribosomal subunit and inhibiting protein translation by blocking entry of aminoacyl-tRNA into the ribosome a site similar to tetracycline. Sancycline, four linearly fused six-membered rings with four stereocenters, is a rare semi-synthetic tetracycline (HY-A0107) prepared by hydrogenolysis of the chloro and benzylic hydroxy moieties of Declomycin[1][2][3].
CAS Number
808-26-4
Product Name Alternative
Bonomycin; 6-Demethyl-6-deoxytetracycline
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Metabolic Disease; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Sancycline.html
Purity
98.01
Solubility
DMSO : 8.33 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@]3([H])CC4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)N
Molecular Formula
C21H22N2O7
Molecular Weight
414.41
Precautions
H302, H315, H319, H335
References & Citations
[1]Li G, et al. A brief overview of classical natural product drug synthesis and bioactivity[J]. Organic Chemistry Frontiers, 2022, 9 (2) : 517-571.|[2]Gordon MK, et al. Doxycycline hydrogels as a potential therapy for ocular vesicant injury[J]. J Ocul Pharmacol Ther. 2010 Oct;26 (5) :407-19. |[3]Nikita Shanmugam, et al. Abraham solvation parameter model: determination of experiment-based solute descriptor values for 3,5-dimethoxybenzoic acid based on measured solubility data[J]. Physics and Chemistry of Liquids. 2024. 62: 2: 89-100.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Tetracycline

Chemical Information

Sancycline

Sancycline is a member of tetracyclines.

CAS Number808-26-4
PubChem CID54688686
IUPAC Name(4S,4aS,5aR,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Molecular FormulaC21H22N2O7
Molecular Weight414.4
XLogP1.2
Topological Polar Surface Area161
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Heavy Atom Count30
Formal Charge0
Complexity892
SMILES
CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O
InChI
InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24-25,28,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1
InChIKey
MTCQOMXDZUULRV-ADOAZJKMSA-N
Chemical Structure
2D Structure
2D structure of Sancycline
CAS: 808-26-4
CID: 54688686
Formula: C21H22N2O7
MW: 414.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight414.4
XLogP31.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Exact Mass414.14270105
Monoisotopic Mass414.14270105
Topological Polar Surface Area161 Ų
Heavy Atom Count30
Formal Charge0
Complexity892
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA1118-25Sancycline
S076-50MGSancycline hydrochloride
MBS5780163-01Sancycline HCl

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