Nojirimycin

Details

• Internal ID: eba9a3ad-af7b-40d5-a47e-1cf175810e38
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (3R,4S,5R,6R)-6-(hydroxymethyl)piperidine-2,3,4,5-tetrol
• SMILES (Canonical): C(C1C(C(C(C(N1)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H](C(N1)O)O)O)O)O
• InChI: InChI=1S/C6H13NO5/c8-1-2-3(9)4(10)5(11)6(12)7-2/h2-12H,1H2/t2-,3-,4+,5-,6?/m1/s1
• InChI Key: BGMYHTUCJVZIRP-GASJEMHNSA-N
• Popularity: 537 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₅
• Molecular Weight: 179.17 g/mol
• Exact Mass: 179.07937252 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -3.65
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

• 15218-38-9
• 5-Amino-5-deoxy-D-glucopyranose
• (3R,4S,5R,6R)-6-(hydroxymethyl)piperidine-2,3,4,5-tetrol
• CHEBI:28945
• D-gluco-piperidinose
• SCHEMBL140917
• CHEMBL120638
• GTPL10951
• BGMYHTUCJVZIRP-GASJEMHNSA-N
• BDBM50371136
• C06763
• Q27103975

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5397	53.97%
Caco-2	-	0.9668	96.68%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5106	51.06%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9649	96.49%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9657	96.57%
P-glycoprotein inhibitior	-	0.9781	97.81%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	-	0.7362	73.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.9846	98.46%
CYP2C9 inhibition	-	0.9508	95.08%
CYP2C19 inhibition	-	0.9628	96.28%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.9306	93.06%
CYP2C8 inhibition	-	0.9270	92.70%
CYP inhibitory promiscuity	-	0.9847	98.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7788	77.88%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9667	96.67%
Skin irritation	-	0.7523	75.23%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5936	59.36%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6766	67.66%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5421	54.21%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	-	0.8919	89.19%
Androgen receptor binding	-	0.8007	80.07%
Thyroid receptor binding	-	0.7202	72.02%
Glucocorticoid receptor binding	-	0.7770	77.70%
Aromatase binding	-	0.8011	80.11%
PPAR gamma	-	0.8360	83.60%
Honey bee toxicity	-	0.8590	85.90%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.01%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.10%	97.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.08%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 65242
• LOTUS: LTS0242193
• wikiData: Q27103975