[(1S,2S,3'S,4S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,6'-piperidine]-3'-yl] acetate

Details

• Internal ID: 5cbc6a28-93ed-4269-8d59-58ac757bcd60
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,3'S,4S,6R,7S,8R,9S,12S,13R,16S)-16-[(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,6'-piperidine]-3'-yl] acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)OC11CCC(CN1)(C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O[C@]11CC[C@](CN1)(C)OC(=O)C
• InChI: InChI=1S/C52H83NO21/c1-21-33-31(74-52(21)15-14-49(5,20-53-52)73-24(4)55)17-29-27-9-8-25-16-26(10-12-50(25,6)28(27)11-13-51(29,33)7)68-48-44(72-47-41(64)38(61)35(58)23(3)67-47)43(71-45-39(62)36(59)30(56)19-65-45)42(32(18-54)69-48)70-46-40(63)37(60)34(57)22(2)66-46/h8,21-23,26-48,53-54,56-64H,9-20H2,1-7H3/t21-,22-,23-,26-,27+,28-,29-,30-,31-,32+,33-,34-,35-,36-,37+,38+,39+,40+,41+,42+,43-,44+,45-,46-,47-,48+,49-,50-,51-,52+/m0/s1
• InChI Key: RBTOZVQNRSYMKC-QVAGOTQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₃NO₂₁
• Molecular Weight: 1058.20 g/mol
• Exact Mass: 1057.54575866 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8176	81.76%
Caco-2	-	0.8752	87.52%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6698	66.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9792	97.92%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.7150	71.50%
CYP3A4 substrate	+	0.7571	75.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9525	95.25%
CYP2C9 inhibition	-	0.9277	92.77%
CYP2C19 inhibition	-	0.9252	92.52%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.9252	92.52%
CYP2C8 inhibition	+	0.7709	77.09%
CYP inhibitory promiscuity	-	0.8470	84.70%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4467	44.67%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.6851	68.51%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7797	77.97%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9082	90.82%
Acute Oral Toxicity (c)	III	0.6752	67.52%
Estrogen receptor binding	+	0.8634	86.34%
Androgen receptor binding	+	0.7115	71.15%
Thyroid receptor binding	+	0.5636	56.36%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.8135	81.35%
Honey bee toxicity	-	0.6022	60.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.7467	74.67%

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	99.46%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.82%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.87%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.99%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.35%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.29%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.09%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.06%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.95%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	89.24%	98.59%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.07%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.40%	86.33%
CHEMBL5028	O14672	ADAM10	84.80%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.54%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.77%	89.05%
CHEMBL1937	Q92769	Histone deacetylase 2	82.48%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	80.91%	92.50%

Plants that contains it

• Solanum robustum

Cross-Links

• PubChem: 163068408
• LOTUS: LTS0128210
• wikiData: Q105233345