(25R)-3beta-[2-O-(alpha-L-Rhamnopyranosyl)-beta-D-galactopyranosyloxy]-5alpha-spirostan-2alpha-ol

Details

• Internal ID: ad258441-9a2c-428a-af86-8387aeb32fc3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)O)C)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]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C39H64O13/c1-17-8-11-39(47-16-17)18(2)28-26(52-39)13-23-21-7-6-20-12-25(24(41)14-38(20,5)22(21)9-10-37(23,28)4)49-36-34(32(45)30(43)27(15-40)50-36)51-35-33(46)31(44)29(42)19(3)48-35/h17-36,40-46H,6-16H2,1-5H3/t17-,18+,19+,20+,21-,22+,23+,24-,25-,26+,27-,28+,29+,30+,31-,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1
• InChI Key: KHIZMXXBPIYCQP-CLBBDDOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₃
• Molecular Weight: 740.90 g/mol
• Exact Mass: 740.43469209 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7692	76.92%
P-glycoprotein inhibitior	+	0.7030	70.30%
P-glycoprotein substrate	-	0.8352	83.52%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.6569	65.69%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7627	76.27%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8379	83.79%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.6808	68.08%
Thyroid receptor binding	-	0.6242	62.42%
Glucocorticoid receptor binding	-	0.5273	52.73%
Aromatase binding	+	0.6669	66.69%
PPAR gamma	+	0.6478	64.78%
Honey bee toxicity	-	0.5253	52.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.08%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.58%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.34%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.62%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.37%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	92.30%	95.93%
CHEMBL233	P35372	Mu opioid receptor	92.20%	97.93%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.99%	97.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.56%	95.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.36%	97.31%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.40%	92.86%
CHEMBL204	P00734	Thrombin	89.65%	96.01%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.76%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	87.95%	95.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.69%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	86.10%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.70%	89.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.92%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.12%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.59%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.05%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.94%	97.25%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.85%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.70%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.63%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.10%	91.49%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.84%	98.05%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.78%	97.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.65%	95.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.57%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	80.29%	90.17%

Plants that contains it

• Allium tuberosum
• Crotalaria pallida
• Dahlia pinnata
• Gentiana manshurica
• Hosta longipes
• Hosta sieboldii

Cross-Links

• PubChem: 11607358
• NPASS: NPC208217
• LOTUS: LTS0195288
• wikiData: Q105141171