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

Details

• Internal ID: 7a0869e2-23c1-47e9-bbc9-6caff77cd46b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-4-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(CO7)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[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](CO7)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C45H76O18/c1-20(18-57-40-38(55)35(52)33(50)29(16-46)60-40)8-13-45(56-5)21(2)31-28(63-45)15-26-24-7-6-22-14-23(9-11-43(22,3)25(24)10-12-44(26,31)4)59-42-39(36(53)34(51)30(17-47)61-42)62-41-37(54)32(49)27(48)19-58-41/h20-42,46-55H,6-19H2,1-5H3/t20-,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+/m0/s1
• InChI Key: QAAUZCZXDMBHSC-IAHOMYOXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₈
• Molecular Weight: 905.10 g/mol
• Exact Mass: 904.50316557 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5474	54.74%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5814	58.14%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.6067	60.67%
CYP3A4 substrate	+	0.7536	75.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9587	95.87%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	+	0.6472	64.72%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8635	86.35%
skin sensitisation	-	0.9353	93.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9245	92.45%
Acute Oral Toxicity (c)	I	0.6939	69.39%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.6803	68.03%
Thyroid receptor binding	-	0.5555	55.55%
Glucocorticoid receptor binding	+	0.5581	55.81%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	+	0.7309	73.09%
Honey bee toxicity	-	0.5791	57.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.3911	39.11%

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	98.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL204	P00734	Thrombin	95.22%	96.01%
CHEMBL233	P35372	Mu opioid receptor	94.75%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.74%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	94.15%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	93.75%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.98%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.03%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.01%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.76%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.55%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	90.02%	95.36%
CHEMBL4302	P08183	P-glycoprotein 1	89.97%	92.98%
CHEMBL4581	P52732	Kinesin-like protein 1	89.53%	93.18%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.26%	95.58%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.46%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.10%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	86.74%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.76%	96.77%
CHEMBL206	P03372	Estrogen receptor alpha	85.54%	97.64%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.20%	97.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.43%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.34%	97.29%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	84.10%	92.38%
CHEMBL1871	P10275	Androgen Receptor	83.94%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.02%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.00%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.90%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.89%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.78%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.53%	98.46%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.47%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.44%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.33%	100.00%

Plants that contains it

• Asparagus acutifolius

Cross-Links

• PubChem: 24179564
• LOTUS: LTS0064270
• wikiData: Q105217303