Streptomycin

Details

• Internal ID: d4109490-2564-49a8-b662-32993773210b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
• SMILES (Canonical): CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)O
• SMILES (Isomeric): C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(C=O)O
• InChI: InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1
• InChI Key: UCSJYZPVAKXKNQ-HZYVHMACSA-N
• Popularity: 102,307 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₉N₇O₁₂
• Molecular Weight: 581.60 g/mol
• Exact Mass: 581.26566970 g/mol
• Topological Polar Surface Area (TPSA): 336.00 Ų
• XlogP: -8.00

Synonyms

• Streptomycin A
• Strepcen
• Gerox
• Streptomycine
• Agrimycin
• Agrept
• Streptomicina
• Streptomycinum
• Streptomyzin
• Hokko-mycin
• Estreptomicina
• CHEBI:17076
• Y45QSO73OB
• NSC-14083
• 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside
• 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
• D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-
• D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1.fwdarw.2)-O-5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl-(1.fwdarw.4)-N,N'-bis(aminoiminomethyl)-
• Strepto Fatol
• Strepto Hefa
• 1-((1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-(((2R,3R,4R,5S)-3-(((2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl)oxy)-4-formyl-4-hydroxy-5-methyloxolan-2-yl)oxy)-2,4,5-trihydroxycyclohexyl)guanidine
• 1-[(1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine
• 2-((1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-((2R,3R,4R,5S)-3-((2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl)oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl)oxy-2,5,6-trihydroxycyclohexyl)guanidine
• RefChem:6500
• DTXCID803597
• A07AA04
• J01GA01
• 200-355-3
• 57-92-1
• DTXSID4023597
• Streptomycin (INN)
• Neodiestreptopab
• STREPTOMYCIN [INN]
• NSC 14083
• C21H39N7O12
• [2-deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{N',N'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine}
• SRY
• Streptomycin Sesquisulfate Hydrate
• Caswell No. 804
• Streptomyzin [German]
• Streptomicina [Italian]
• NCGC00159339-02
• Streptomycin [INN:BAN]
• Streptomycin, Sulfate Salt
• UNII-Y45QSO73OB
• streomycin
• Estreptomicina [INN-Spanish]
• CCRIS 5730
• HSDB 1768
• 1-[(1S,2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine
• Streptomycin (TN)
• EINECS 200-355-3
• MFCD00072108
• Streptomycin & EEP
• EPA Pesticide Chemical Code 006306
• Liposomal Streptomycin
• BRN 0074498
• Streptomycin & Propolis
• STREPTOMYCIN [MI]
• Agrimycin; Streptomycin A
• Epitope ID:224553
• STREPTOMYCIN [HSDB]
• STREPTOMYCIN [VANDF]
• STREPTOMYCIN [MART.]
• 4-18-00-07540 (Beilstein Handbook Reference)
• STREPTOMYCIN [WHO-DD]
• GTPL10923
• STREPTOMYCIN [GREEN BOOK]
• Streptomycin Sesquisulphate Hydrate
• BDBM50103513
• AKOS015969759
• DB01082
• AS-35042
• C00413
• D08531
• AB00443813_02
• 057S921
• BRD-K07166362-330-02-8
• 2-[(1S,2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydropyran-2-yl]oxy-4-formyl-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]oxy-5-guanidino-3,4,6-trihydroxy-cyclohexyl]guanidine
• D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-formyl-.alpha.-L-lyxofuranosyl-(1->4)-N,N'-bis(aminoiminomethyl)-
• N,N'''-[(1R,2R,3S,4R,5R,6S)-4-{5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranosyloxy}-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine
• O-2-Deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-formyl-.alpha.-L-lyxofuranosyl-(1->4)-N,N'-bis(aminoiminomethyl)-D-streptamine and Liposome

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	8.9 nM	Potency	via Super-PRED
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	3.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.92%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.43%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.62%	89.34%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.75%	96.21%
CHEMBL2581	P07339	Cathepsin D	88.47%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.32%	94.33%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.42%	97.88%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.69%	96.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.00%	92.32%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	82.73%	91.83%
CHEMBL3401	O75469	Pregnane X receptor	82.68%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.47%	97.09%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.00%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.74%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	80.97%	95.93%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Pinus massoniana
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 19649
• NPASS: NPC94319
• ChEMBL: CHEMBL372795
• LOTUS: LTS0145315
• wikiData: Q192717