Mycosamine

Details

• Internal ID: 6a24f629-283d-40be-a77f-44581a4427ca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: (2S,3S,4S,5R)-3-amino-2,4,5-trihydroxyhexanal
• SMILES (Canonical): CC(C(C(C(C=O)O)N)O)O
• SMILES (Isomeric): C[C@H]([C@H]([C@@H]([C@@H](C=O)O)N)O)O
• InChI: InChI=1S/C6H13NO4/c1-3(9)6(11)5(7)4(10)2-8/h2-6,9-11H,7H2,1H3/t3-,4-,5-,6-/m1/s1
• InChI Key: DTSSDPFTHGBSDX-KVTDHHQDSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₄
• Molecular Weight: 163.17 g/mol
• Exact Mass: 163.08445790 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.38
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• Mycosamin
• 32817-12-2
• (2S,3S,4S,5R)-3-amino-2,4,5-trihydroxyhexanal
• 3-amino-3,6-dideoxy-D-mannose
• 3-Amino-3-desoxy-D-rhamnose
• 1KHW2634R4
• D-Mannose, 3-amino-3,6-dideoxy-
• CHEBI:32570
• RefChem:160322
• GlyTouCan:G37573SP
• G37573SP
• 527-38-8
• UNII-1KHW2634R4
• MYCOSAMINE [MI]
• 3-Amino-3,6-dideoxyhexose
• SCHEMBL788393
• DTXSID00954473
• 3-AMINO-3,6-DIDEOXY-D-ALDOHEXOSE
• 3,6-DIDEOXY-3-AMINO-D-MANNOPYRANOSE
• MANNOSE, 3-AMINO-3,6-DIDEOXY-, D-
• E80521
• Q27114995

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8457	84.57%
Caco-2	-	0.9650	96.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4884	48.84%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9565	95.65%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9780	97.80%
P-glycoprotein inhibitior	-	0.9771	97.71%
P-glycoprotein substrate	-	0.9594	95.94%
CYP3A4 substrate	-	0.7278	72.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6910	69.10%
CYP3A4 inhibition	-	0.7963	79.63%
CYP2C9 inhibition	-	0.9004	90.04%
CYP2C19 inhibition	-	0.8935	89.35%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8510	85.10%
CYP2C8 inhibition	-	0.9936	99.36%
CYP inhibitory promiscuity	-	0.9742	97.42%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6823	68.23%
Carcinogenicity (trinary)	Non-required	0.7185	71.85%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9850	98.50%
Skin irritation	-	0.7392	73.92%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.8482	84.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.8243	82.43%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5071	50.71%
Acute Oral Toxicity (c)	III	0.6246	62.46%
Estrogen receptor binding	-	0.7780	77.80%
Androgen receptor binding	-	0.9375	93.75%
Thyroid receptor binding	-	0.6150	61.50%
Glucocorticoid receptor binding	-	0.6851	68.51%
Aromatase binding	-	0.8404	84.04%
PPAR gamma	-	0.8936	89.36%
Honey bee toxicity	-	0.8892	88.92%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3492	P49721	Proteasome Macropain subunit	90.47%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.03%	98.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.29%	95.69%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.19%	97.29%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 182095
• LOTUS: LTS0022138
• wikiData: Q27114995