Daunosamine

Details

• Internal ID: 3dba84cb-d135-45f1-aac4-234658ece323
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Alkanolamines > 1,3-aminoalcohols
• IUPAC Name: (3S,4S,5S)-3-amino-4,5-dihydroxyhexanal
• SMILES (Canonical): CC(C(C(CC=O)N)O)O
• SMILES (Isomeric): C[C@@H]([C@H]([C@H](CC=O)N)O)O
• InChI: InChI=1S/C6H13NO3/c1-4(9)6(10)5(7)2-3-8/h3-6,9-10H,2,7H2,1H3/t4-,5-,6+/m0/s1
• InChI Key: WPJRFCZKZXBUNI-HCWXCVPCSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.17 g/mol
• Exact Mass: 147.08954328 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 26548-47-0
• L-Daunosamine
• (3S,4S,5S)-3-amino-4,5-dihydroxyhexanal
• CHEBI:32539
• RefChem:924397
• GlyTouCan:G86102JI
• G86102JI
• 3-Amino-2,3,6-trideoxy-L-lyxo-hexose
• 6,6,6-trifluoro-L-daunosamine
• SCHEMBL272883
• DTXSID30895022
• WPJRFCZKZXBUNI-HCWXCVPCSA-N
• AKOS006239990
• 3-amino-2,3,6-trideoxy-l-lyxo-hex-ose
• Q5228055

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8889	88.89%
Caco-2	-	0.9121	91.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4961	49.61%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9529	95.29%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9515	95.15%
P-glycoprotein inhibitior	-	0.9760	97.60%
P-glycoprotein substrate	-	0.9516	95.16%
CYP3A4 substrate	-	0.7236	72.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6642	66.42%
CYP3A4 inhibition	-	0.9504	95.04%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.9459	94.59%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.9083	90.83%
CYP2C8 inhibition	-	0.9905	99.05%
CYP inhibitory promiscuity	-	0.9629	96.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.7051	70.51%
Eye corrosion	-	0.9596	95.96%
Eye irritation	-	0.9473	94.73%
Skin irritation	-	0.7768	77.68%
Skin corrosion	-	0.7571	75.71%
Ames mutagenesis	-	0.8282	82.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.7532	75.32%
Micronuclear	+	0.5406	54.06%
Hepatotoxicity	+	0.5587	55.87%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6865	68.65%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.4984	49.84%
Estrogen receptor binding	-	0.8915	89.15%
Androgen receptor binding	-	0.8560	85.60%
Thyroid receptor binding	-	0.7487	74.87%
Glucocorticoid receptor binding	-	0.7177	71.77%
Aromatase binding	-	0.9145	91.45%
PPAR gamma	-	0.8846	88.46%
Honey bee toxicity	-	0.9315	93.15%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	-	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.68%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.62%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.87%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.01%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.90%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.81%	89.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.08%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 160128
• LOTUS: LTS0217081
• wikiData: Q5228055