(2R,3S,4R,5R,6S)-2-[(2R,3S,4R,5S)-5-hydroxy-2-[(1S,2S,4S,6S,7R,8R,9S,12S,13S,14S,16R)-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 7bfebba5-84b9-43ba-ac76-a404c3d70e68
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[(2R,3S,4R,5S)-5-hydroxy-2-[(1S,2S,4S,6S,7R,8R,9S,12S,13S,14S,16R)-16-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC19CCC(=C)CO9
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@]4([C@H](C[C@@H](C5)O)O[C@@H]6[C@H]([C@@H]([C@H](CO6)O)O[C@@H]7[C@H]([C@@H]([C@H](CO7)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@@]19CCC(=C)CO9
• InChI: InChI=1S/C43H66O16/c1-18-8-11-43(54-15-18)19(2)30-28(59-43)14-25-23-7-6-21-12-22(44)13-29(42(21,5)24(23)9-10-41(25,30)4)56-40-37(58-39-35(51)33(49)31(47)20(3)55-39)36(27(46)17-53-40)57-38-34(50)32(48)26(45)16-52-38/h6,19-20,22-40,44-51H,1,7-17H2,2-5H3/t19-,20+,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32-,33-,34+,35+,36-,37+,38-,39-,40-,41+,42-,43+/m1/s1
• InChI Key: KRNSPGCTUAIFKQ-KNIAYLCASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₆O₁₆
• Molecular Weight: 839.00 g/mol
• Exact Mass: 838.43508601 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8175	81.75%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7013	70.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8611	86.11%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6667	66.67%
P-glycoprotein inhibitior	+	0.7253	72.53%
P-glycoprotein substrate	+	0.6702	67.02%
CYP3A4 substrate	+	0.7573	75.73%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.9000	90.00%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8869	88.69%
CYP2C8 inhibition	+	0.7752	77.52%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5237	52.37%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9170	91.70%
Skin irritation	+	0.4941	49.41%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7372	73.72%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6445	64.45%
skin sensitisation	-	0.8895	88.95%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8861	88.61%
Acute Oral Toxicity (c)	I	0.4479	44.79%
Estrogen receptor binding	+	0.7938	79.38%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	-	0.6117	61.17%
Glucocorticoid receptor binding	+	0.5483	54.83%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.6974	69.74%
Honey bee toxicity	-	0.5861	58.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	98.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.33%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.56%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.28%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.44%	94.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.86%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.47%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.47%	95.89%
CHEMBL5028	O14672	ADAM10	83.33%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.14%	92.62%
CHEMBL259	P32245	Melanocortin receptor 4	81.03%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	80.90%	90.17%
CHEMBL1871	P10275	Androgen Receptor	80.75%	96.43%
CHEMBL1914	P06276	Butyrylcholinesterase	80.48%	95.00%

Plants that contains it

• Beaucarnea recurvata

Cross-Links

• PubChem: 162898190
• LOTUS: LTS0017730
• wikiData: Q105145130