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

Details

• Internal ID: 33cb34c2-d9cd-4967-a0be-490ee7bff154
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (2S,3R,4R,5S,6S)-2-(hydroxymethyl)-6-methylpiperidine-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(N1)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](N1)CO)O)O)O
• InChI: InChI=1S/C7H15NO4/c1-3-5(10)7(12)6(11)4(2-9)8-3/h3-12H,2H2,1H3/t3-,4-,5-,6+,7+/m0/s1
• InChI Key: ZEWFPWKROPWRKE-YPPKRKOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₅NO₄
• Molecular Weight: 177.20 g/mol
• Exact Mass: 177.10010796 g/mol
• Topological Polar Surface Area (TPSA): 93.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5535	55.35%
Caco-2	-	0.9464	94.64%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4195	41.95%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9644	96.44%
P-glycoprotein inhibitior	-	0.9739	97.39%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	-	0.7038	70.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3873	38.73%
CYP3A4 inhibition	-	0.9720	97.20%
CYP2C9 inhibition	-	0.9391	93.91%
CYP2C19 inhibition	-	0.9679	96.79%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9399	93.99%
CYP2C8 inhibition	-	0.9513	95.13%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7523	75.23%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9846	98.46%
Skin irritation	-	0.7689	76.89%
Skin corrosion	-	0.8738	87.38%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6248	62.48%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.7035	70.35%
skin sensitisation	-	0.8429	84.29%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5571	55.71%
Acute Oral Toxicity (c)	III	0.7005	70.05%
Estrogen receptor binding	-	0.8530	85.30%
Androgen receptor binding	-	0.7905	79.05%
Thyroid receptor binding	-	0.7398	73.98%
Glucocorticoid receptor binding	-	0.8317	83.17%
Aromatase binding	-	0.8085	80.85%
PPAR gamma	-	0.8244	82.44%
Honey bee toxicity	-	0.9414	94.14%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.9888	98.88%

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	94.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.53%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.75%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	84.25%	97.79%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	82.65%	94.55%
CHEMBL2581	P07339	Cathepsin D	82.40%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.49%	95.93%

Plants that contains it

• Angylocalyx pynaertii
• Ledebouria socialis

Cross-Links

• PubChem: 162975719
• LOTUS: LTS0138938
• wikiData: Q105373764