N-Desmethylpuqietinone

Details

• Internal ID: 209c5e43-f5a3-45c5-bbf8-a709621cbd02
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
• IUPAC Name: (3S,5S,8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1CCC(NC1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)O)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H](NC1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC(=O)[C@@H]5[C@@]4(CC[C@@H](C5)O)C)C
• InChI: InChI=1S/C27H45NO2/c1-16-5-8-24(28-15-16)17(2)20-6-7-21-19-14-25(30)23-13-18(29)9-11-27(23,4)22(19)10-12-26(20,21)3/h16-24,28-29H,5-15H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23+,24+,26+,27+/m0/s1
• InChI Key: UUCQCKZTFQEWEI-IVJVQQFWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₅NO₂
• Molecular Weight: 415.70 g/mol
• Exact Mass: 415.345029678 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• N-Desmethylpuqietinone
• CHEMBL498462

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.5746	57.46%
Blood Brain Barrier	+	0.8129	81.29%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4855	48.55%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.7894	78.94%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7325	73.25%
P-glycoprotein inhibitior	-	0.6270	62.70%
P-glycoprotein substrate	+	0.5634	56.34%
CYP3A4 substrate	+	0.7149	71.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4253	42.53%
CYP3A4 inhibition	-	0.8270	82.70%
CYP2C9 inhibition	-	0.8827	88.27%
CYP2C19 inhibition	-	0.9208	92.08%
CYP2D6 inhibition	-	0.8355	83.55%
CYP1A2 inhibition	-	0.9021	90.21%
CYP2C8 inhibition	-	0.7926	79.26%
CYP inhibitory promiscuity	-	0.9692	96.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6167	61.67%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9573	95.73%
Skin irritation	-	0.6380	63.80%
Skin corrosion	-	0.8690	86.90%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4690	46.90%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5276	52.76%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8113	81.13%
Acute Oral Toxicity (c)	III	0.6185	61.85%
Estrogen receptor binding	+	0.7353	73.53%
Androgen receptor binding	+	0.7800	78.00%
Thyroid receptor binding	+	0.6529	65.29%
Glucocorticoid receptor binding	+	0.7470	74.70%
Aromatase binding	+	0.5753	57.53%
PPAR gamma	-	0.5343	53.43%
Honey bee toxicity	-	0.7582	75.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.6565	65.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.37%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	96.03%	98.03%
CHEMBL2179	P04062	Beta-glucocerebrosidase	95.69%	85.31%
CHEMBL1937	Q92769	Histone deacetylase 2	93.31%	94.75%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.77%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.54%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.07%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	89.94%	95.92%
CHEMBL238	Q01959	Dopamine transporter	89.26%	95.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	88.70%	98.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.61%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.57%	95.58%
CHEMBL3045	P05771	Protein kinase C beta	88.53%	97.63%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.59%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	85.76%	97.79%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.30%	85.11%
CHEMBL1871	P10275	Androgen Receptor	84.83%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.74%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.86%	93.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.63%	92.88%
CHEMBL1902	P62942	FK506-binding protein 1A	83.13%	97.05%
CHEMBL228	P31645	Serotonin transporter	82.53%	95.51%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.35%	94.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.06%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.14%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	80.67%	90.17%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.19%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.04%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.02%	100.00%

Plants that contains it

• Fritillaria cirrhosa
• Fritillaria delavayi
• Fritillaria monantha
• Fritillaria pallidiflora
• Fritillaria przewalskii
• Fritillaria taipaiensis
• Fritillaria unibracteata
• Fritillaria verticillata
• Fritillaria walujewii

Cross-Links

• PubChem: 11304576
• NPASS: NPC174117
• LOTUS: LTS0002293
• wikiData: Q105279238