[6-(16-Hydroxy-4,5',7,9,13-pentamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14-yl)oxy-4,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl] acetate

Details

• Internal ID: 330559ab-6a6e-4bc9-adc2-6a8034920562
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [6-(16-hydroxy-4,5',7,9,13-pentamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14-yl)oxy-4,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C3C4(CCC5C(C4CC3(O2)C)CCC6C5(C(CC(C6)O)OC7C(C(C(CO7)OC(=O)C)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C4(CCC5C(C4CC3(O2)C)CCC6C5(C(CC(C6)O)OC7C(C(C(CO7)OC(=O)C)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C47H76O17/c1-20-11-14-47(57-18-20)21(2)40-44(6)13-12-28-27(29(44)17-45(40,7)64-47)10-9-25-15-26(49)16-31(46(25,28)8)61-43-39(63-42-37(55)35(53)33(51)23(4)59-42)38(30(19-56-43)60-24(5)48)62-41-36(54)34(52)32(50)22(3)58-41/h20-23,25-43,49-55H,9-19H2,1-8H3
• InChI Key: RJJGQKKZWXKZOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6186	61.86%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7020	70.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8915	89.15%
P-glycoprotein inhibitior	+	0.7569	75.69%
P-glycoprotein substrate	+	0.5657	56.57%
CYP3A4 substrate	+	0.7608	76.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9444	94.44%
CYP2C19 inhibition	-	0.9147	91.47%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.9109	91.09%
CYP2C8 inhibition	+	0.7402	74.02%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5798	57.98%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.6155	61.55%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7114	71.14%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7464	74.64%
Acute Oral Toxicity (c)	I	0.6553	65.53%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	-	0.5741	57.41%
Glucocorticoid receptor binding	+	0.6486	64.86%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.7502	75.02%
Honey bee toxicity	-	0.5504	55.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.8640	86.40%

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	96.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.83%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	90.60%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.56%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.20%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.59%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.54%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.28%	97.25%
CHEMBL204	P00734	Thrombin	89.25%	96.01%
CHEMBL259	P32245	Melanocortin receptor 4	88.33%	95.38%
CHEMBL5255	O00206	Toll-like receptor 4	88.22%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.44%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.79%	96.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.37%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.84%	93.04%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.70%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	84.51%	98.10%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.22%	98.99%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.03%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.77%	95.89%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.60%	99.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	83.28%	90.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.14%	95.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.46%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.43%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.40%	92.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.27%	97.31%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.96%	97.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.88%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.75%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.48%	95.89%

Plants that contains it

• Dichelostemma multiflorum

Cross-Links

• PubChem: 163086660
• LOTUS: LTS0236856
• wikiData: Q105237540