Dihydrostreptomycin Sulfate

Details

• Internal ID: a1e53056-fa3b-481e-8f0d-0d6ce24ba9d2
• 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-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;sulfuric acid
• 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)(CO)O.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)(CO)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=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)(CO)O.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)(CO)O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O
• InChI: InChI=1S/2C21H41N7O12.3H2O4S/c2*1-5-21(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;3*1-5(2,3)4/h2*5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28);3*(H2,1,2,3,4)/t2*5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+;;;/m00.../s1
• InChI Key: CZWJCQXZZJHHRH-YCRXJPFRSA-N
• Popularity: 1,337 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₈₈N₁₄O₃₆S₃
• Molecular Weight: 1461.40 g/mol
• Exact Mass: 1460.4647787 g/mol
• Topological Polar Surface Area (TPSA): 928.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -18.69
• H-Bond Acceptor: 36
• H-Bond Donor: 32
• Rotatable Bonds: 18

Synonyms

• Didromycin
• DIHYDROSTREPTOMYCIN SESQUISULFATE
• 5490-27-7
• Didromycine
• Panstreptin
• Dihydrostreptomycin sulphate
• Dihydrostreptomycin 3/2 sulfate
• Dihydrostreptomyzinsulfat
• Dihydrostreptomycin Sulfate [USP]
• EINECS 226-823-7
• UNII-T7D4876IUE
• Dihydrostreptomycin sulfate (2:3)(salt)
• AI3-50133
• T7D4876IUE
• Dihydrostreptomycin sequisulphate
• Dihydrostreptomycinium sulfuricum
• DTXSID6045824
• NSC-756739
• Streptomycin, dihydro-, sulfate (2:3) (salt)
• 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-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;sulfuric acid
• Dihydrostreptomycin sulfate (USP)
• hydroxycyclohexyl]guanidine;sulfuric acid
• 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)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
• D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
• 1-[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-tri
• C21H41N7O12.3/2H2O4S
• C21-H41-N7-O12.3/2H2-O4-S
• NCGC00094655-01
• CAS-5490-27-7
• CHEMBL3188576
• DTXCID4025824
• D-estreptamina, o-2-deoxi-2-(metilamino)-?-l-glucopiranosil-(1?2)-o-5-deoxi-3-c-(hidroximetil)-?-l-lixofuranosil-(1?4)-n1,n3-bis(aminoiminometil)-, sulfato (2:3)
• D-Streptamine, O-2-deoxy-2-(methylamino)-.alpha.-L-glucopyranosyl-(1?2)-O-5-deoxy-3-C-(hydroxymethyl)-.alpha.-L-lyxofuranosyl-(1?4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
• Tox21_111309
• MFCD00070252
• AKOS026750384
• AKOS037515800
• 2C21H41N7O12.3H2O4S
• DIHYDROSTREPTOMYCIN SULFATE [MART.]
• DIHYDROSTREPTOMYCIN SULFATE [USP-RS]
• DIHYDROSTREPTOMYCIN SULFATE [WHO-DD]
• LS-146993
• DIHYDROSTREPTOMYCIN SESQUISULFATE [MI]
• D02512
• DIHYDROSTREPTOMYCIN SULFATE [GREEN BOOK]
• DIHYDROSTREPTOMYCIN SULFATE [USP MONOGRAPH]
• DIHYDROSTREPTOMYCIN SULPHATE (2:3)(SALT)
• W-105598
• Q27289765
• Dihydrostreptomycin sulfate, Antibiotic for Culture Media Use Only
• 1,1'-((1R,2R,3S,4R,5R,6S)-4-(((2R,3R,4R,5S)-3-(((2S,3S,4S,5R,6S)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-4-(hydroxymethyl)-5-methyltetrahydrofuran-2-yl)oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl)diguanidine sesquisulfate
• D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1->2)-O-5-deoxy-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl-(1->4)-N1,N3-bis(aminoiminomethyl)-, sulfate (2:3)
• D-Streptamine, O-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-O-5-deoxy- 3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl-(1-4)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
• 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)-N,N'-bis(aminoiminomethyl)-, sulfate (2:3) (salt)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8318	83.18%
Caco-2	-	0.8571	85.71%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Lysosomes	0.6277	62.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5890	58.90%
P-glycoprotein inhibitior	-	0.4444	44.44%
P-glycoprotein substrate	-	0.5425	54.25%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8290	82.90%
CYP3A4 inhibition	-	0.8189	81.89%
CYP2C9 inhibition	-	0.7680	76.80%
CYP2C19 inhibition	-	0.7360	73.60%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	-	0.7647	76.47%
CYP2C8 inhibition	-	0.6951	69.51%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5594	55.94%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7599	75.99%
Skin corrosion	-	0.9053	90.53%
Ames mutagenesis	+	0.7430	74.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.3908	39.08%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.7856	78.56%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7016	70.16%
Acute Oral Toxicity (c)	III	0.5702	57.02%
Estrogen receptor binding	+	0.6959	69.59%
Androgen receptor binding	+	0.5478	54.78%
Thyroid receptor binding	+	0.5639	56.39%
Glucocorticoid receptor binding	+	0.5904	59.04%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.6820	68.20%
Honey bee toxicity	-	0.6331	63.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.5751	57.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.52%	96.61%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.76%	83.57%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.29%	95.58%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.88%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	89.76%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.66%	95.83%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.06%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.15%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.30%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.39%	95.50%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	86.32%	97.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.20%	94.45%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.97%	92.32%
CHEMBL3401	O75469	Pregnane X receptor	85.89%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.77%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	83.43%	98.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.20%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.83%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.70%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.59%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.49%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.20%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.49%	85.31%

Plants that contains it

• Pinus massoniana

Cross-Links

• PubChem: 21653
• NPASS: NPC121479