(25R)-2alpha-(beta-D-Glucopyranosyloxy)-5alpha-spirostane-3beta,5,6beta-triol 3-acetate

Details

• Internal ID: 944e387a-89ec-4496-a555-5270ca30c858
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-18,19-dihydroxy-5',7,9,13-tetramethyl-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6(C5(CC(C(C6)OC(=O)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)O)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]6([C@@]5(C[C@H]([C@@H](C6)OC(=O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)O)C)C)OC1
• InChI: InChI=1S/C35H56O12/c1-16-6-9-35(43-15-16)17(2)27-22(47-35)11-21-19-10-26(38)34(42)13-24(44-18(3)37)23(12-33(34,5)20(19)7-8-32(21,27)4)45-31-30(41)29(40)28(39)25(14-36)46-31/h16-17,19-31,36,38-42H,6-15H2,1-5H3/t16-,17+,19-,20+,21+,22+,23-,24-,25-,26-,27+,28-,29+,30-,31-,32+,33-,34+,35-/m1/s1
• InChI Key: ICEAAFSBLFFHMH-USZBQAPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₂
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.37717722 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6394	63.94%
P-glycoprotein inhibitior	+	0.7066	70.66%
P-glycoprotein substrate	-	0.6243	62.43%
CYP3A4 substrate	+	0.7515	75.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6914	69.14%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6637	66.37%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8035	80.35%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6276	62.76%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	+	0.7397	73.97%
Thyroid receptor binding	-	0.6548	65.48%
Glucocorticoid receptor binding	+	0.5929	59.29%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.6451	64.51%
Honey bee toxicity	-	0.5479	54.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.77%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.13%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.88%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.77%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.92%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.21%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.12%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	91.62%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.93%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.23%	95.50%
CHEMBL204	P00734	Thrombin	89.53%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.45%	85.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.81%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.20%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.00%	96.95%
CHEMBL237	P41145	Kappa opioid receptor	86.55%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	86.45%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.03%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	85.40%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.41%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.00%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.60%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	83.38%	95.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.88%	97.31%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.28%	99.17%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.13%	100.00%
CHEMBL5028	O14672	ADAM10	81.87%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.26%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.25%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.57%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.22%	100.00%

Plants that contains it

• Allium giganteum
• Allium karataviense

Cross-Links

• PubChem: 15693809
• LOTUS: LTS0127295
• wikiData: Q105110916