(2R,3R,4S,5S,6R)-2-[4-[(1R,2S,4S,6R,7S,8R,9S,10R,12S,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-10-hydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylidenebutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 37a21862-a790-4fdb-828a-7199a3d8372c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[4-[(1R,2S,4S,6R,7S,8R,9S,10R,12S,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-10-hydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylidenebutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(C(CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)O)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([C@@H](C[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)O)C)O[C@@]1(CCC(=C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C46H76O20/c1-19(18-60-41-38(57)35(54)32(51)27(15-47)62-41)8-11-46(59-5)20(2)31-26(66-46)13-25-23-7-6-21-12-22(9-10-44(21,3)24(23)14-30(50)45(25,31)4)61-43-40(37(56)34(53)29(17-49)64-43)65-42-39(58)36(55)33(52)28(16-48)63-42/h20-43,47-58H,1,6-18H2,2-5H3/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: FQOKQPKUURYQGO-VZYIWRAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₂₀
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.49299481 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6508	65.08%
Caco-2	-	0.8859	88.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6152	61.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8829	88.29%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7089	70.89%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.5944	59.44%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9281	92.81%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.8821	88.21%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.8959	89.59%
CYP2C8 inhibition	+	0.6913	69.13%
CYP inhibitory promiscuity	-	0.9403	94.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5994	59.94%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.5518	55.18%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7813	78.13%
Human Ether-a-go-go-Related Gene inhibition	+	0.8338	83.38%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8227	82.27%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8816	88.16%
Acute Oral Toxicity (c)	I	0.6727	67.27%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7065	70.65%
Thyroid receptor binding	-	0.5334	53.34%
Glucocorticoid receptor binding	+	0.6292	62.92%
Aromatase binding	+	0.6694	66.94%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.5691	56.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9103	91.03%

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	98.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.88%	91.11%
CHEMBL233	P35372	Mu opioid receptor	96.60%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.09%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.99%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	94.90%	98.10%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.46%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.27%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	88.98%	94.45%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	88.90%	92.38%
CHEMBL204	P00734	Thrombin	88.33%	96.01%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.27%	98.05%
CHEMBL1871	P10275	Androgen Receptor	85.92%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.85%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.62%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.56%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.78%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	83.44%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.03%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.43%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	81.37%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.15%	92.94%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.49%	98.46%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.22%	95.36%

Plants that contains it

• Allium macrostemon

Cross-Links

• PubChem: 162956229
• LOTUS: LTS0097326
• wikiData: Q104999758