[(1S,2S,3'S,4S,4'S,6S,7R,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-5'-methylidene-4'-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-7-yl]methyl acetate

Details

• Internal ID: 22806395-a713-4a27-a73e-d593d40fb2ba
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,3'S,4S,4'S,6S,7R,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-14-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-5'-methylidene-4'-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-7-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC(CC4=CCC5C(C34C)CCC6(C5CC7C6C(C8(O7)C(C(C(=C)CO8)OC9C(C(C(C(O9)C)O)O)O)O)COC(=O)C)C)O)CO)O)OC1C(C(C(CO1)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3C[C@@H](CC4=CC[C@@H]5[C@@H]([C@@]34C)CC[C@]6([C@H]5C[C@H]7[C@@H]6[C@@H]([C@]8(O7)[C@H]([C@H](C(=C)CO8)O[C@H]9[C@@H]([C@@H]([C@H]([C@H](O9)C)O)O)O)O)COC(=O)C)C)O)CO)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O
• InChI: InChI=1S/C52H80O25/c1-18-15-69-52(45(66)42(18)74-47-40(64)37(61)33(57)19(2)70-47)27(16-67-21(4)54)32-29(77-52)13-26-24-8-7-22-11-23(55)12-31(51(22,6)25(24)9-10-50(26,32)5)73-49-44(76-48-41(65)38(62)34(58)20(3)71-48)43(36(60)30(14-53)72-49)75-46-39(63)35(59)28(56)17-68-46/h7,19-20,23-49,53,55-66H,1,8-17H2,2-6H3/t19-,20+,23-,24-,25+,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+/m1/s1
• InChI Key: YRXCJWJLZOBZOM-WKTZVSFBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₀O₂₅
• Molecular Weight: 1105.20 g/mol
• Exact Mass: 1104.49886803 g/mol
• Topological Polar Surface Area (TPSA): 382.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -3.92
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8103	81.03%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7885	78.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9132	91.32%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.7257	72.57%
CYP3A4 substrate	+	0.7655	76.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	+	0.8157	81.57%
CYP inhibitory promiscuity	-	0.9461	94.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5488	54.88%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9041	90.41%
Skin irritation	+	0.5679	56.79%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7164	71.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7701	77.01%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7195	71.95%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7287	72.87%
Acute Oral Toxicity (c)	III	0.4393	43.93%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	+	0.6030	60.30%
PPAR gamma	+	0.8058	80.58%
Honey bee toxicity	-	0.5587	55.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9699	96.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.44%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.44%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.84%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.81%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.94%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.02%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	90.73%	92.50%
CHEMBL204	P00734	Thrombin	86.91%	96.01%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.59%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.49%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL1871	P10275	Androgen Receptor	82.68%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.30%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.10%	93.04%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.91%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.51%	91.24%
CHEMBL5028	O14672	ADAM10	81.30%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.01%	92.88%
CHEMBL2581	P07339	Cathepsin D	80.30%	98.95%

Plants that contains it

• Clintonia udensis

Cross-Links

• PubChem: 102026852
• LOTUS: LTS0038638
• wikiData: Q105353202