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

Details

• Internal ID: 2e27542b-f4b7-4ec8-bd4e-3379b1aa7fa6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-hydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)O)O)C)C)OC18CCC(=C)CO8
• 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[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)O)C)C)O[C@]18CCC(=C)CO8
• InChI: InChI=1S/C39H60O13/c1-17-8-11-39(47-16-17)18(2)28-25(52-39)14-24-22-7-6-20-12-21(13-27(41)38(20,5)23(22)9-10-37(24,28)4)49-36-33(46)31(44)34(26(15-40)50-36)51-35-32(45)30(43)29(42)19(3)48-35/h6,18-19,21-36,40-46H,1,7-16H2,2-5H3/t18-,19-,21+,22+,23-,24-,25-,26+,27+,28-,29-,30+,31+,32+,33+,34+,35-,36+,37-,38-,39+/m0/s1
• InChI Key: PFBUFKFWZHQYKN-IYAOMEQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₃
• Molecular Weight: 736.90 g/mol
• Exact Mass: 736.40339196 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.28
• 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	+	0.6859	68.59%
Caco-2	-	0.8876	88.76%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7214	72.14%
P-glycoprotein inhibitior	+	0.7064	70.64%
P-glycoprotein substrate	+	0.5730	57.30%
CYP3A4 substrate	+	0.7475	74.75%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.8768	87.68%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8752	87.52%
CYP2C8 inhibition	+	0.7427	74.27%
CYP inhibitory promiscuity	-	0.9227	92.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4900	49.00%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9215	92.15%
Skin irritation	+	0.5351	53.51%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.8224	82.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7766	77.66%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8643	86.43%
Acute Oral Toxicity (c)	I	0.4757	47.57%
Estrogen receptor binding	+	0.8375	83.75%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	+	0.5393	53.93%
Aromatase binding	+	0.7036	70.36%
PPAR gamma	+	0.7083	70.83%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9496	94.96%

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	98.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.65%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.66%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.03%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.46%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.90%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.89%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.09%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.44%	94.45%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	85.20%	91.65%
CHEMBL5028	O14672	ADAM10	84.51%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.03%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.80%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.62%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.26%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.72%	92.94%
CHEMBL1871	P10275	Androgen Receptor	81.69%	96.43%
CHEMBL1914	P06276	Butyrylcholinesterase	80.49%	95.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.28%	98.46%

Plants that contains it

• Ruscus hypophyllum

Cross-Links

• PubChem: 101847652
• LOTUS: LTS0164720
• wikiData: Q105207620