Puqietinonoside

Details

• Internal ID: 596c611b-94a4-4ff2-b3fa-112893d78e72
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,5S,8S,9S,10R,13S,14S,17R)-17-[(1S)-1-[(2R,5S)-1,5-dimethylpiperidin-2-yl]ethyl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1CCC(N(C1)C)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H](N(C1)C)[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@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C
• InChI: InChI=1S/C34H57NO7/c1-18-6-9-26(35(5)16-18)19(2)22-7-8-23-21-15-27(37)25-14-20(10-12-34(25,4)24(21)11-13-33(22,23)3)41-32-31(40)30(39)29(38)28(17-36)42-32/h18-26,28-32,36,38-40H,6-17H2,1-5H3/t18-,19-,20-,21-,22+,23-,24-,25+,26+,28+,29+,30-,31+,32+,33+,34+/m0/s1
• InChI Key: GRPUWGWLJURVLD-BFSGSYDSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₇NO₇
• Molecular Weight: 591.80 g/mol
• Exact Mass: 591.41350316 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• CHEMBL504751

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7350	73.50%
Caco-2	-	0.8196	81.96%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.5588	55.88%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8431	84.31%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5853	58.53%
P-glycoprotein inhibitior	+	0.6365	63.65%
P-glycoprotein substrate	-	0.5050	50.50%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7972	79.72%
CYP3A4 inhibition	-	0.8908	89.08%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.9092	90.92%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.9512	95.12%
CYP2C8 inhibition	-	0.6863	68.63%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.8048	80.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6742	67.42%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6480	64.80%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8660	86.60%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.6581	65.81%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	-	0.6547	65.47%
Glucocorticoid receptor binding	-	0.5054	50.54%
Aromatase binding	+	0.5611	56.11%
PPAR gamma	-	0.5107	51.07%
Honey bee toxicity	-	0.6901	69.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.6099	60.99%

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	99.40%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.17%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.99%	97.09%
CHEMBL4072	P07858	Cathepsin B	94.16%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.17%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.58%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.57%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.49%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	87.32%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	86.86%	92.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.75%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL202	P00374	Dihydrofolate reductase	85.98%	89.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.80%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.64%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.25%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.01%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.93%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.88%	95.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.88%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.31%	90.08%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.03%	98.46%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.59%	96.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.36%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.90%	93.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.87%	92.86%
CHEMBL299	P17252	Protein kinase C alpha	80.67%	98.03%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.48%	98.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.26%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.06%	95.93%

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: 21575476
• NPASS: NPC28224
• LOTUS: LTS0193819
• wikiData: Q105016327