(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17S,18S,20S,23S)-18-hydroxy-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 71026223-23a8-4d23-b7c9-17f4c0a0c54f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17S,18S,20S,23S)-18-hydroxy-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)O
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)O
• InChI: InChI=1S/C45H73NO16/c1-18-12-27(49)31-19(2)30-26(46(31)15-18)14-25-23-7-6-21-13-22(8-10-44(21,4)24(23)9-11-45(25,30)5)58-43-40(62-41-37(55)35(53)32(50)20(3)57-41)39(34(52)29(17-48)60-43)61-42-38(56)36(54)33(51)28(16-47)59-42/h6,18-20,22-43,47-56H,7-17H2,1-5H3/t18-,19-,20-,22-,23+,24-,25-,26-,27-,28+,29+,30-,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41-,42-,43+,44-,45-/m0/s1
• InChI Key: JLFJEGBBEGUZBB-XCSYOWQYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃NO₁₆
• Molecular Weight: 884.10 g/mol
• Exact Mass: 883.49293524 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

• 100994-57-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6358	63.58%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4711	47.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6172	61.72%
P-glycoprotein inhibitior	+	0.7221	72.21%
P-glycoprotein substrate	+	0.6093	60.93%
CYP3A4 substrate	+	0.7438	74.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7571	75.71%
CYP3A4 inhibition	-	0.9676	96.76%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9268	92.68%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.9411	94.11%
CYP2C8 inhibition	+	0.6931	69.31%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5141	51.41%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.7033	70.33%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.9278	92.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7628	76.28%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.7114	71.14%
Estrogen receptor binding	+	0.8825	88.25%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	-	0.5921	59.21%
Glucocorticoid receptor binding	-	0.8276	82.76%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.7166	71.66%
Honey bee toxicity	-	0.5775	57.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7056	70.56%

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	99.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.80%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.92%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.52%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.83%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.15%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.01%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.80%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.77%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.53%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.95%	96.90%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.69%	98.46%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.18%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.73%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.61%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	82.35%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.98%	92.86%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.91%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.25%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.96%	95.83%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.94%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.19%	93.04%

Plants that contains it

• Paris polyphylla
• Solanum chacoense

Cross-Links

• PubChem: 101699425
• NPASS: NPC214283
• LOTUS: LTS0145238
• wikiData: Q104393612