(2R,3R,4R,5S,6R)-2-(hydroxymethyl)-6-(8-hydroxyoctyl)piperidine-3,4,5-triol

Details

• Internal ID: 9526c405-fade-4a3c-aefe-ab5f2963c294
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (2R,3R,4R,5S,6R)-2-(hydroxymethyl)-6-(8-hydroxyoctyl)piperidine-3,4,5-triol
• SMILES (Canonical): C(CCCCO)CCCC1C(C(C(C(N1)CO)O)O)O
• SMILES (Isomeric): C(CCCCO)CCC[C@@H]1[C@@H]([C@H]([C@@H]([C@H](N1)CO)O)O)O
• InChI: InChI=1S/C14H29NO5/c16-8-6-4-2-1-3-5-7-10-12(18)14(20)13(19)11(9-17)15-10/h10-20H,1-9H2/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: HXPJTYQZIBOWBR-RKQHYHRCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₉NO₅
• Molecular Weight: 291.38 g/mol
• Exact Mass: 291.20457303 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5638	56.38%
Caco-2	-	0.8810	88.10%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9490	94.90%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8546	85.46%
P-glycoprotein inhibitior	-	0.9302	93.02%
P-glycoprotein substrate	-	0.8404	84.04%
CYP3A4 substrate	-	0.6019	60.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4714	47.14%
CYP3A4 inhibition	-	0.9802	98.02%
CYP2C9 inhibition	-	0.9451	94.51%
CYP2C19 inhibition	-	0.9614	96.14%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	-	0.8821	88.21%
CYP inhibitory promiscuity	-	0.9905	99.05%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7432	74.32%
Eye corrosion	-	0.9434	94.34%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.7202	72.02%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5606	56.06%
Acute Oral Toxicity (c)	III	0.6610	66.10%
Estrogen receptor binding	-	0.7119	71.19%
Androgen receptor binding	-	0.5699	56.99%
Thyroid receptor binding	+	0.5737	57.37%
Glucocorticoid receptor binding	-	0.5665	56.65%
Aromatase binding	-	0.6498	64.98%
PPAR gamma	-	0.6152	61.52%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9891	98.91%

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	94.43%	96.09%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	88.95%	94.55%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.43%	97.79%
CHEMBL2885	P07451	Carbonic anhydrase III	85.74%	87.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.52%	97.29%
CHEMBL226	P30542	Adenosine A1 receptor	84.30%	95.93%
CHEMBL1865	Q9UBN7	Histone deacetylase 6	82.07%	97.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.24%	90.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.74%	86.92%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 72204016
• LOTUS: LTS0059717
• wikiData: Q105035097