(2R,3R,6R)-6-[(1E,3E,5R,7E)-5-hydroxydeca-1,3,7-trienyl]-1,2-dimethylpiperidin-3-ol

Details

• Internal ID: 5c1ceb24-9298-4c3f-a9e7-5e53d15164f1
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (2R,3R,6R)-6-[(1E,3E,5R,7E)-5-hydroxydeca-1,3,7-trienyl]-1,2-dimethylpiperidin-3-ol
• SMILES (Canonical): CCC=CCC(C=CC=CC1CCC(C(N1C)C)O)O
• SMILES (Isomeric): CC/C=C/C[C@H](/C=C/C=C/[C@H]1CC[C@H]([C@H](N1C)C)O)O
• InChI: InChI=1S/C17H29NO2/c1-4-5-6-10-16(19)11-8-7-9-15-12-13-17(20)14(2)18(15)3/h5-9,11,14-17,19-20H,4,10,12-13H2,1-3H3/b6-5+,9-7+,11-8+/t14-,15+,16-,17-/m1/s1
• InChI Key: SSXVPIUBXLMMTO-WBUJTVECSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₉NO₂
• Molecular Weight: 279.40 g/mol
• Exact Mass: 279.219829168 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	+	0.7813	78.13%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4778	47.78%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6781	67.81%
P-glycoprotein inhibitior	-	0.8065	80.65%
P-glycoprotein substrate	-	0.6567	65.67%
CYP3A4 substrate	+	0.5212	52.12%
CYP2C9 substrate	-	0.5853	58.53%
CYP2D6 substrate	+	0.4911	49.11%
CYP3A4 inhibition	-	0.8735	87.35%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.5941	59.41%
CYP1A2 inhibition	-	0.6495	64.95%
CYP2C8 inhibition	-	0.8913	89.13%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9641	96.41%
Eye irritation	-	0.9750	97.50%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.7550	75.50%
Ames mutagenesis	-	0.6189	61.89%
Human Ether-a-go-go-Related Gene inhibition	+	0.7681	76.81%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5350	53.50%
skin sensitisation	-	0.8133	81.33%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9667	96.67%
Acute Oral Toxicity (c)	III	0.7179	71.79%
Estrogen receptor binding	+	0.6628	66.28%
Androgen receptor binding	-	0.8321	83.21%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	+	0.5783	57.83%
Aromatase binding	-	0.5715	57.15%
PPAR gamma	-	0.5545	55.45%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.9209	92.09%

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	96.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.06%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.11%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.69%	95.58%
CHEMBL206	P03372	Estrogen receptor alpha	85.61%	97.64%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.05%	92.38%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.97%	90.24%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.45%	98.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.16%	89.62%

Plants that contains it

• Bathiorhamnus cryptophorus

Cross-Links

• PubChem: 162915606
• LOTUS: LTS0218051
• wikiData: Q105260025