Iso-6-spectaline

Details

• Internal ID: 2445e41c-63e9-4c26-9045-2563c0da9ad5
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: 14-[(2R,5R,6R)-5-hydroxy-6-methylpiperidin-2-yl]tetradecan-2-one
• SMILES (Canonical): CC1C(CCC(N1)CCCCCCCCCCCCC(=O)C)O
• SMILES (Isomeric): C[C@@H]1[C@@H](CC[C@H](N1)CCCCCCCCCCCCC(=O)C)O
• InChI: InChI=1S/C20H39NO2/c1-17(22)13-11-9-7-5-3-4-6-8-10-12-14-19-15-16-20(23)18(2)21-19/h18-21,23H,3-16H2,1-2H3/t18-,19-,20-/m1/s1
• InChI Key: SMOKZFNZPZHGMX-VAMGGRTRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₉NO₂
• Molecular Weight: 325.50 g/mol
• Exact Mass: 325.298079487 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

• CHEMBL487594
• 14-[(2R,5R,6R)-5-hydroxy-6-methylpiperidin-2-yl]tetradecan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	-	0.5878	58.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7678	76.78%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5914	59.14%
P-glycoprotein inhibitior	-	0.7787	77.87%
P-glycoprotein substrate	-	0.5718	57.18%
CYP3A4 substrate	-	0.5131	51.31%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.4567	45.67%
CYP3A4 inhibition	-	0.8880	88.80%
CYP2C9 inhibition	-	0.9516	95.16%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.8300	83.00%
CYP1A2 inhibition	-	0.8504	85.04%
CYP2C8 inhibition	-	0.9101	91.01%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7246	72.46%
Eye corrosion	-	0.9358	93.58%
Eye irritation	-	0.7225	72.25%
Skin irritation	-	0.6283	62.83%
Skin corrosion	-	0.7498	74.98%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4667	46.67%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5941	59.41%
skin sensitisation	-	0.7916	79.16%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7030	70.30%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7299	72.99%
Acute Oral Toxicity (c)	III	0.7554	75.54%
Estrogen receptor binding	-	0.7998	79.98%
Androgen receptor binding	-	0.8768	87.68%
Thyroid receptor binding	+	0.6942	69.42%
Glucocorticoid receptor binding	-	0.6062	60.62%
Aromatase binding	-	0.7241	72.41%
PPAR gamma	+	0.6716	67.16%
Honey bee toxicity	-	0.9458	94.58%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5676	56.76%
Fish aquatic toxicity	-	0.7530	75.30%

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	98.71%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.57%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	90.63%	95.92%
CHEMBL220	P22303	Acetylcholinesterase	90.15%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.31%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.32%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.56%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.00%	94.33%

Plants that contains it

• Senna spectabilis
• Senna spectabilis var. spectabilis

Cross-Links

• PubChem: 11381787
• LOTUS: LTS0144981
• wikiData: Q105256056