(2R,3R,4R,5S,6R)-2-(hydroxymethyl)-1,6-dimethylpiperidine-3,4,5-triol

Details

• Internal ID: 8aaaa6c1-7a4a-4542-b18a-59767e92e6a5
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (2R,3R,4R,5S,6R)-2-(hydroxymethyl)-1,6-dimethylpiperidine-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(N1C)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@@H]([C@H](N1C)CO)O)O)O
• InChI: InChI=1S/C8H17NO4/c1-4-6(11)8(13)7(12)5(3-10)9(4)2/h4-8,10-13H,3H2,1-2H3/t4-,5-,6+,7-,8-/m1/s1
• InChI Key: KKPNGKXDFNCSEZ-JAJWTYFOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₇NO₄
• Molecular Weight: 191.22 g/mol
• Exact Mass: 191.11575802 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8657	86.57%
Caco-2	-	0.8016	80.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4337	43.37%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9577	95.77%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9328	93.28%
P-glycoprotein inhibitior	-	0.9740	97.40%
P-glycoprotein substrate	-	0.9012	90.12%
CYP3A4 substrate	-	0.6317	63.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4303	43.03%
CYP3A4 inhibition	-	0.9715	97.15%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.9363	93.63%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.8983	89.83%
CYP2C8 inhibition	-	0.9925	99.25%
CYP inhibitory promiscuity	-	0.9865	98.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6833	68.33%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5980	59.80%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7294	72.94%
Acute Oral Toxicity (c)	III	0.6640	66.40%
Estrogen receptor binding	-	0.8945	89.45%
Androgen receptor binding	-	0.7839	78.39%
Thyroid receptor binding	-	0.6784	67.84%
Glucocorticoid receptor binding	-	0.8885	88.85%
Aromatase binding	-	0.8976	89.76%
PPAR gamma	-	0.8113	81.13%
Honey bee toxicity	-	0.8604	86.04%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.9652	96.52%

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	97.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.03%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.37%	97.25%
CHEMBL4072	P07858	Cathepsin B	81.65%	93.67%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 72204017
• LOTUS: LTS0078874
• wikiData: Q105142305