 Home > Encyclopedia > Dihydrostreptomycin

Dihydrostreptomycin

Dihydrostreptomycin structure

CAS No:
128-46-1
Formula:
C21H41N7O12
Chemical Name:
Dihydrostreptomycin
Synonyms:
D-Streptamine,O-2-deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N1,N3-bis(aminoiminomethyl)-;Streptomycin,dihydro-;D-Streptamine,O-2-deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N,N′-bis(aminoiminomethyl)-;Streptomycin,deoxydihydrohydroxy-;O-2-Deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N1,N3-bis(aminoiminomethyl)-D-streptamine;DHSM;2,4-Diguanidino-3,5,6-trihydroxycyclohexyl-5-deoxy-2-O-(2-deoxy-2-methylamino-α-L-glucopyranosyl)-3-hydroxymethyl-β-L-lyxo-pentanofuranoside;Dihydrostreptomycin;DST;Abiocine;Vibriomycin;47822-65-1;53648-21-8;423764-84-5
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Dihydrostreptomycin is a member of streptomycins.|Dihydrostreptomycin is an antibiotic.|Dihydrostreptomycin is a derivative of streptomycin, aminoglycoside antibiotic, with bactericidal property. Dihydrostreptomycin depends on active transport across the bacterial cell membrane before irreversibly binding S12 protein of the bacterial 30S ribosomal subunit. As a result, this agent interferes with the initiation complex between messenger RNA and the bacterial ribosome thereby causing the misreading of the genetic code resulting in the production of non-functional proteins, consequently leading to bacterial cell death.|A semi-synthetic aminoglycoside antibiotic that is used in the treatment of TUBERCULOSIS.

Dihydrostreptomycin Basic Attributes

Molecular Weight：

583.59

Exact Mass：

583.59

EC Number：

204-888-2

UNII：

P2I6R8W6UA

DSSTox ID：

DTXSID0022937|DTXSID6045824

NCI Thesaurus Code：

C61724

ATC Code：

S - Sensory organs

Characteristics

PSA：

340

XLogP3：

-3.38

Density：

1.3963 (rough estimate)

Melting Point：

>300 °C

Boiling Point：

641.09°C (rough estimate)

Flash Point：

485.7±37.1 °C

Refractive Index：

1.6800 (estimate)

Collision Cross Section：

232.1 Å² [M+H]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]|230 Å² [M+Na]+ [CCS Type: TW, Method: calibrated with Waters Major Mix]

Safety Information

GHS Classification：

|Danger|H302 (68.84%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P314, P322, P330, P363, P405, and P501|Aggregated GHS information provided by 172 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Citrocil

Dihydrostreptomycin Use and Manufacturing

Uses

Antibacterial.

Manufacturing Info：

D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1.fwdarw.2)-O-5-deoxy-3-C-(hydroxymethyl)-.alpha.-L-lyxofuranosyl-(1.fwdarw.4)-N1,N3-bis(aminoiminomethyl)-, sulfate (2:3): INACTIVE

Use Classification：

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients|Veterinary Drug -> ANTIMICROBIAL_AGENT; -> JECFA Functional Classes|Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Food Additive Classes：

Veterinary Drug -> ANTIMICROBIAL_AGENT;

Computed Properties

Molecular Weight:583.6
XLogP3:-8.2
Hydrogen Bond Donor Count:13
Hydrogen Bond Acceptor Count:15
Rotatable Bond Count:9
Exact Mass:583.28131977
Monoisotopic Mass:583.28131977
Topological Polar Surface Area:340
Heavy Atom Count:40
Complexity:911
Defined Atom Stereocenter Count:15
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes