(2R,3R,4S,5S,6R)-2-[(2S)-4-[(9S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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: 12954e80-c9c9-4612-8a76-6ee25a53a836
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S)-4-[(9S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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(C(O7)CO)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): CC1C2C(CC3[C@@]2(CCC4C3CC[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)OC1(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/C46H78O19/c1-20(19-59-41-38(56)35(53)32(50)28(16-47)61-41)8-13-46(58-5)21(2)31-27(65-46)15-26-24-7-6-22-14-23(9-11-44(22,3)25(24)10-12-45(26,31)4)60-43-40(37(55)34(52)30(18-49)63-43)64-42-39(57)36(54)33(51)29(17-48)62-42/h20-43,47-57H,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-,46?/m0/s1
• InChI Key: FDASUPFDHLZNSK-VNMRCLDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₁₉
• Molecular Weight: 935.10 g/mol
• Exact Mass: 934.51373025 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6138	61.38%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6641	66.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.5176	51.76%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9684	96.84%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8742	87.42%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.5904	59.04%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6258	62.58%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.7377	73.77%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.8678	86.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8024	80.24%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8510	85.10%
skin sensitisation	-	0.9403	94.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8388	83.88%
Acute Oral Toxicity (c)	I	0.6897	68.97%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	-	0.5533	55.33%
Glucocorticoid receptor binding	+	0.5747	57.47%
Aromatase binding	+	0.6650	66.50%
PPAR gamma	+	0.7378	73.78%
Honey bee toxicity	-	0.5771	57.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6995	69.95%

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	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	94.79%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.95%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.28%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.34%	98.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.14%	92.86%
CHEMBL233	P35372	Mu opioid receptor	91.96%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.21%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.16%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.95%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	89.44%	93.18%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.38%	95.36%
CHEMBL226	P30542	Adenosine A1 receptor	88.81%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	87.81%	97.79%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	87.35%	92.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.02%	95.58%
CHEMBL4302	P08183	P-glycoprotein 1	86.66%	92.98%
CHEMBL220	P22303	Acetylcholinesterase	86.36%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.00%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.99%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	84.78%	97.64%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.71%	98.46%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.56%	92.94%
CHEMBL1871	P10275	Androgen Receptor	83.58%	96.43%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.38%	96.47%
CHEMBL5255	O00206	Toll-like receptor 4	83.14%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.08%	100.00%
CHEMBL204	P00734	Thrombin	82.93%	96.01%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.65%	97.29%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.27%	97.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.23%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.96%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.46%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.76%	93.56%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 24893605
• NPASS: NPC73113