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

Details

• Internal ID: 667884a5-875f-470e-87ab-ea110a2d2b6c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,3R,3'S,4R,5'R,6S,7S,8R,9S,12S,13R,16S)-3,3'-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2(C(C3C(O2)C(C4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)O)C)OC1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)[C@@H]([C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)O)C)OC1)O
• InChI: InChI=1S/C45H72O20/c1-17-11-26(49)45(58-16-17)18(2)27-38(65-45)31(52)28-21-6-5-19-12-20(7-9-43(19,3)22(21)8-10-44(27,28)4)59-40-36(57)34(55)37(25(15-48)62-40)63-42-39(33(54)30(51)24(14-47)61-42)64-41-35(56)32(53)29(50)23(13-46)60-41/h5,17-18,20-42,46-57H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23-,24-,25-,26+,27+,28-,29-,30-,31-,32+,33+,34-,35-,36-,37+,38-,39-,40-,41+,42+,43+,44-,45+/m1/s1
• InChI Key: RZEWGZBESSWCSV-JVGRVDGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₂₀
• Molecular Weight: 933.00 g/mol
• Exact Mass: 932.46169468 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8661	86.61%
P-glycoprotein inhibitior	+	0.7289	72.89%
P-glycoprotein substrate	+	0.5417	54.17%
CYP3A4 substrate	+	0.7480	74.80%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7115	71.15%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9107	91.07%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8621	86.21%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8588	85.88%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8588	85.88%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.5399	53.99%
Glucocorticoid receptor binding	+	0.5848	58.48%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.5939	59.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9176	91.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.26%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.52%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.43%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.85%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.06%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.24%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.11%	97.33%
CHEMBL1914	P06276	Butyrylcholinesterase	87.82%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.69%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.46%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.56%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.38%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	85.74%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	84.99%	92.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.09%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.92%	94.08%
CHEMBL1871	P10275	Androgen Receptor	83.65%	96.43%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.45%	94.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.74%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.41%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.28%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.79%	89.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.25%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.01%	100.00%

Plants that contains it

• Scopolia japonica

Cross-Links

• PubChem: 101635853
• LOTUS: LTS0251863
• wikiData: Q105248345