16-[5-[3,4-Dihydroxy-6-methyl-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-20-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one

Details

• Internal ID: 2bfbc3f0-f991-4ac8-82b2-6c1a956ade3c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[5-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-20-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4C(C=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)O)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4C(C=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C51H80O22/c1-18-8-11-51(64-17-18)19(2)32-28(73-51)14-26-31-25(15-30(54)50(26,32)7)49(6)10-9-24(12-23(49)13-27(31)53)68-48-44(72-46-39(61)36(58)34(56)21(4)66-46)41(63)43(29(16-52)69-48)71-47-40(62)37(59)42(22(5)67-47)70-45-38(60)35(57)33(55)20(3)65-45/h13,18-22,24-29,31-48,52-53,55-63H,8-12,14-17H2,1-7H3
• InChI Key: YIWOQEJYIHGELI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₂
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.51412418 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7518	75.18%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8295	82.95%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8619	86.19%
P-glycoprotein inhibitior	+	0.7394	73.94%
P-glycoprotein substrate	+	0.5398	53.98%
CYP3A4 substrate	+	0.7343	73.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.9394	93.94%
CYP2C9 inhibition	-	0.9389	93.89%
CYP2C19 inhibition	-	0.9267	92.67%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.8655	86.55%
CYP2C8 inhibition	+	0.7005	70.05%
CYP inhibitory promiscuity	-	0.8923	89.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4743	47.43%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9058	90.58%
Skin irritation	+	0.5160	51.60%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8163	81.63%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4890	48.90%
Acute Oral Toxicity (c)	III	0.5615	56.15%
Estrogen receptor binding	+	0.8613	86.13%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	+	0.7310	73.10%
Aromatase binding	+	0.6690	66.90%
PPAR gamma	+	0.8121	81.21%
Honey bee toxicity	-	0.5662	56.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9544	95.44%

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	98.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.97%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.41%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.35%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.29%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.31%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.26%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	87.20%	92.50%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	85.83%	94.75%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.20%	94.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.58%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	84.43%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.31%	91.24%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.24%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.65%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.51%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.10%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.00%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.45%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.62%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.20%	95.83%
CHEMBL325	Q13547	Histone deacetylase 1	80.17%	95.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163040632
• LOTUS: LTS0273654
• wikiData: Q105349098