(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(1R,2S,3R,4R,6S,7S,8R,9S,12S,13S,16S,18R)-3-hydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 589c8fe3-a31e-47d6-acc1-3902e51521b0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(1R,2S,3R,4R,6S,7S,8R,9S,12S,13S,16S,18R)-3-hydroxy-6-methoxy-7,9,13-trimethyl-6-(3-methylbutyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(C(C3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)OC1(CCC(C)C)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H]([C@@H]([C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O)O[C@]1(CCC(C)C)OC
• InChI: InChI=1S/C40H68O14/c1-18(2)9-14-40(49-6)19(3)26-34(54-40)30(45)27-22-8-7-20-15-21(10-12-38(20,4)23(22)11-13-39(26,27)5)50-37-35(32(47)29(44)25(17-42)52-37)53-36-33(48)31(46)28(43)24(16-41)51-36/h18-37,41-48H,7-17H2,1-6H3/t19-,20+,21-,22+,23-,24+,25+,26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,36-,37+,38-,39+,40-/m0/s1
• InChI Key: IHMGCJXHLUVQOY-GXOIODILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₈O₁₄
• Molecular Weight: 773.00 g/mol
• Exact Mass: 772.46090684 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5499	54.99%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7258	72.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8012	80.12%
P-glycoprotein inhibitior	+	0.7144	71.44%
P-glycoprotein substrate	+	0.5147	51.47%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9572	95.72%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.8603	86.03%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9148	91.48%
CYP2C8 inhibition	+	0.5478	54.78%
CYP inhibitory promiscuity	-	0.9373	93.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.7614	76.14%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7319	73.19%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7385	73.85%
skin sensitisation	-	0.9281	92.81%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8433	84.33%
Acute Oral Toxicity (c)	I	0.6061	60.61%
Estrogen receptor binding	+	0.7818	78.18%
Androgen receptor binding	+	0.6821	68.21%
Thyroid receptor binding	-	0.5941	59.41%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	+	0.6829	68.29%
Honey bee toxicity	-	0.6071	60.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7647	76.47%

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	98.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	96.64%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.04%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.84%	97.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.28%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.42%	96.61%
CHEMBL233	P35372	Mu opioid receptor	90.43%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.37%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.83%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.75%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.99%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.43%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	88.28%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.02%	96.47%
CHEMBL1871	P10275	Androgen Receptor	86.65%	96.43%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.39%	92.86%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.60%	95.36%
CHEMBL4581	P52732	Kinesin-like protein 1	85.39%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.13%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.74%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.41%	93.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.21%	97.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.98%	97.29%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.56%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.39%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.11%	98.46%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.66%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.44%	96.77%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 162942919
• LOTUS: LTS0000829
• wikiData: Q105113124