Available from stock

Doxycycline hyclate

SKU: D0445

Category: Antibiotics

Synonyms: Doxycycline hydrochloride hemiethanolate hemihydrate, &alpha,-6-Deoxy-5-hydroxytetracycline, Vibramycin hyclate; 24390-14-5
CAS-Number: C₂₂H₂₄N₂O₈ · HCl · ₀.₅H₂O · ₀.₅C₂H₆O
Molecular Formula: 512.94
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Yellow powder

Properties

Solvents: water (5mg/ml)
Optical Activity: -105° to -120°

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305 + P351 + P338
GHS Symbol: GHS07
Signal word: Warning
Transportation: Not dangerous goods

Description: Doxycycline hyclate is a broad-spectrum tetracycline antibiotic. It binds to the 30S ribosomal subunit of bacteria and inhibits protein synthesis, preventing bacteria from growing and replicating. Next to its antibacterial activity it shows also anti-inflammatory, anti-protozoal, neuroprotective, anti-viral and anti-cancer properties. Doxycycline also inhibits selective human matrix metalloproteinases (MMP-8, MMP-9, MMP-13), inhibits replication of some viruses, inhibits the apicoplast of the malaria parasite Plasmodium spp. and reduces neuoinflammation. It can be used as a regulator for inducible gene expression systems where expression depends on either the presence (Tet-On) or absence (Tet-Off) of doxycycline. Intermediate for the synthesis of fluorescent probes.
Smiles: OC1=C2C([C@H](C)C3C(C2=O)=C(O)[C@@]4(O)C([C@H](N(C)C)C(O)=C(C(N)=O)C4=O)[C@H]3O)=CC=C1.CCO.OC5=C6C([C@H](C)C7C(C6=O)=C(O)[C@@]8(O)C([C@H](N(C)C)C(O)=C(C(N)=O)C8=O)[C@H]7O)=CC=C5.Cl.O.Cl
InChi Key: HALQELOKLVRWRI-ZVACAFRPSA-N
References: (1) G.M. Williamson, Chemotherapia 13, 1 (1968) , (2) I. Chopra, Antimicrob. Agents Chemother. 38, 637 (1994) , (3) G.N. Smith, et al., Arthritis Rheum. 42, 1140 (1999) , (4) D.J. Gould, et al., Gene Ther. 7, 2061 (2000) , (5) B.A. Cunha, Med. Clin. North Am. 90, 1089 (2006) , (6) B. Berman, et al., Drugs Today 43, 27 (2007) , (7) J. Sagar, et al., Anticancer Agents Med. Chem. 10, 556 (2010) , (8) M.O. Griffin, et al., Pharmacol. Res. 63, 102 (2011) , (9) A.T. Das, et al., Curr. Gene Ther. 16, 156 (2016) , (10) C. Balducci & G. Forloni, Front. Pharmacol. 10, 738 (2019) , (11) F. Chi, et al., Virus Res. 345, 199388 (2024)
InChi: InChI=1S/2C22H24N2O8/c2*1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h2*4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-,/m0./s1

Doxycycline hyclate is a broad-spectrum tetracycline antibiotic. It binds to the 30S ribosomal subunit of bacteria and inhibits protein synthesis, preventing bacteria from growing and replicating. Next to its antibacterial activity it shows also anti-inflammatory, anti-protozoal, neuroprotective, anti-viral and anti-cancer properties. Doxycycline also inhibits selective human matrix metalloproteinases (MMP-8, MMP-9, MMP-13), inhibits replication of some viruses, inhibits the apicoplast of the malaria parasite Plasmodium spp. and reduces neuoinflammation. It can be used as a regulator for inducible gene expression systems where expression depends on either the presence (Tet-On) or absence (Tet-Off) of doxycycline. Intermediate for the synthesis of fluorescent probes.

SKU: D0445 Category: Antibiotics

Additional information

Additional information

Synonyms	Doxycycline hydrochloride hemiethanolate hemihydrate, &alpha,-6-Deoxy-5-hydroxytetracycline, Vibramycin hyclate
Purity	≥98% (HPLC)
Appearance	Yellow powder
CAS-Number	24390-14-5
Molecular Formula	C22H24N2O8 · HCl · 0.5H2O · 0.5C2H6O
Molecular Weight	512.94
Solvents	water (5mg/ml)
Optical Activity	-105° to -120°
Smiles	OC1=C2C([C@H](C)C3C(C2=O)=C(O)[C@@]4(O)C([C@H](N(C)C)C(O)=C(C(N)=O)C4=O)[C@H]3O)=CC=C1.CCO.OC5=C6C([C@H](C)C7C(C6=O)=C(O)[C@@]8(O)C([C@H](N(C)C)C(O)=C(C(N)=O)C8=O)[C@H]7O)=CC=C5.Cl.O.Cl
InChi Key	HALQELOKLVRWRI-ZVACAFRPSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305 + P351 + P338
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) G.M. Williamson, Chemotherapia 13, 1 (1968), (2) I. Chopra, Antimicrob. Agents Chemother. 38, 637 (1994), (3) G.N. Smith, et al., Arthritis Rheum. 42, 1140 (1999), (4) D.J. Gould, et al., Gene Ther. 7, 2061 (2000), (5) B.A. Cunha, Med. Clin. North Am. 90, 1089 (2006), (6) B. Berman, et al., Drugs Today 43, 27 (2007), (7) J. Sagar, et al., Anticancer Agents Med. Chem. 10, 556 (2010), (8) M.O. Griffin, et al., Pharmacol. Res. 63, 102 (2011), (9) A.T. Das, et al., Curr. Gene Ther. 16, 156 (2016), (10) C. Balducci & G. Forloni, Front. Pharmacol. 10, 738 (2019), (11) F. Chi, et al., Virus Res. 345, 199388 (2024)
InChi	InChI=1S/2C22H24N2O8/c21-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h24-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-,/m0./s1
Quantity	5 g, 10 g, 25 g, Bulk