2-Deoxystreptamine

Details

• Internal ID: a0550525-96f3-4ac1-aac1-219328464b1e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Aminocyclitols and derivatives > Aminocyclitols
• IUPAC Name: (1S,3R,4S,6R)-4,6-diaminocyclohexane-1,2,3-triol
• InChI: InChI=1S/C6H14N2O3/c7-2-1-3(8)5(10)6(11)4(2)9/h2-6,9-11H,1,7-8H2/t2-,3+,4+,5-,6?
• InChI Key: DTFAJAKTSMLKAT-KFJBKXNJSA-N
• Popularity: 348 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₄N₂O₃
• Molecular Weight: 162.19 g/mol
• Exact Mass: 162.10044231 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• Deoxystreptamine
• 2037-48-1
• 2-Desoxystreptamine
• Streptamine, 2-deoxy-
• (1R,2r,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol
• 1,2,3-Cyclohexanetriol, 4,6-diamino-
• M88VD0X96M
• CHEBI:28295
• 4,6-diamino-1,2,3-cyclohexanetriol
• (1S,3R,4S,6R)-4,6-diaminocyclohexane-1,2,3-triol
• 2-DEOXY-D-STREPTAMINE
• UNII-M88VD0X96M
• NSC-156938
• 2-Desoxystreptamin
• NSC 156938
• STREPTAMINE, DEOXY-
• SCHEMBL133955
• CHEMBL264001
• (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol
• 2-DEOXYSTREPTAMINE [MI]
• DTXSID70942529
• DTFAJAKTSMLKAT-JDCCYXBGSA-N
• DTFAJAKTSMLKAT-KFJBKXNJSA-N
• AKOS006276651
• C02627
• GENTAMICIN SULFATE IMPURITY E [EP IMPURITY]
• Q27103617
• (1S*,3R*,4S*,6R*)-4,6-Diamino-cyclohexane-1,2,3-triol
• GE2
• PA2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7706	77.06%
Caco-2	-	0.9718	97.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4399	43.99%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9860	98.60%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9725	97.25%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.9683	96.83%
CYP3A4 substrate	-	0.7588	75.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4181	41.81%
CYP3A4 inhibition	-	0.8933	89.33%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9082	90.82%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8984	89.84%
CYP2C8 inhibition	-	0.9536	95.36%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7371	73.71%
Eye corrosion	-	0.9537	95.37%
Eye irritation	-	0.8384	83.84%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.8444	84.44%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7292	72.92%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.7149	71.49%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6676	66.76%
Acute Oral Toxicity (c)	III	0.6048	60.48%
Estrogen receptor binding	-	0.8796	87.96%
Androgen receptor binding	-	0.8446	84.46%
Thyroid receptor binding	-	0.6707	67.07%
Glucocorticoid receptor binding	-	0.7091	70.91%
Aromatase binding	-	0.9042	90.42%
PPAR gamma	-	0.8616	86.16%
Honey bee toxicity	-	0.7404	74.04%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.9178	91.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	95.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.46%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.70%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 203443
• LOTUS: LTS0195613
• wikiData: Q104988256