[(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(4S,5R,8R,13R,14S,16S,18R,19R,20R,22S,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-enyl)-17,21-dioxahexacyclo[14.6.1.01,14.04,13.05,10.020,23]tricos-10-en-8-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-methoxybenzoate

Details

• Internal ID: f8fa2911-a21a-4edb-895c-f8c517a39d3b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(4S,5R,8R,13R,14S,16S,18R,19R,20R,22S,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-enyl)-17,21-dioxahexacyclo[14.6.1.01,14.04,13.05,10.020,23]tricos-10-en-8-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-methoxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC67C(C5CC=C4C3)CC8C6C(C(C(O8)O)C=C(C)C)(OC7OC)C)C)CO)O)O)O)O)OC(=O)C9=CC=C(C=C9)OC
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3CC[C@@]4([C@H]5CCC67[C@H]([C@@H]5CC=C4C3)C[C@H]8[C@@H]6[C@]([C@H]([C@@H](O8)O)C=C(C)C)(O[C@@H]7OC)C)C)CO)O)O)O)O)OC(=O)C9=CC=C(C=C9)OC
• InChI: InChI=1S/C48H68O16/c1-22(2)18-31-42(55)60-32-20-30-28-13-10-25-19-27(14-16-46(25,4)29(28)15-17-48(30)40(32)47(31,5)64-45(48)57-7)59-44-39(35(51)34(50)33(21-49)61-44)63-43-37(53)36(52)38(23(3)58-43)62-41(54)24-8-11-26(56-6)12-9-24/h8-12,18,23,27-40,42-45,49-53,55H,13-17,19-21H2,1-7H3/t23-,27+,28+,29-,30-,31-,32-,33+,34+,35-,36-,37+,38-,39+,40+,42+,43-,44+,45-,46-,47-,48?/m0/s1
• InChI Key: QHQXGHMCSYZYOX-WHLTYPOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₈O₁₆
• Molecular Weight: 901.00 g/mol
• Exact Mass: 900.45073608 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9219	92.19%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8493	84.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.8139	81.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8553	85.53%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.7338	73.38%
CYP3A4 substrate	+	0.7569	75.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	-	0.7271	72.71%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	-	0.7978	79.78%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	+	0.8378	83.78%
CYP inhibitory promiscuity	-	0.7642	76.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5255	52.55%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6456	64.56%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7217	72.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6534	65.34%
skin sensitisation	-	0.8899	88.99%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8346	83.46%
Acute Oral Toxicity (c)	III	0.3811	38.11%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.7502	75.02%
Thyroid receptor binding	+	0.5586	55.86%
Glucocorticoid receptor binding	+	0.7290	72.90%
Aromatase binding	+	0.5807	58.07%
PPAR gamma	+	0.7851	78.51%
Honey bee toxicity	-	0.5610	56.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	99.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.94%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	95.33%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.60%	97.09%
CHEMBL4208	P20618	Proteasome component C5	93.75%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.96%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.76%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.54%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.09%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.97%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.39%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.58%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.32%	89.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.42%	94.97%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.50%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.10%	90.24%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.44%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.26%	92.62%
CHEMBL2581	P07339	Cathepsin D	82.79%	98.95%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.54%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.82%	95.83%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.35%	94.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.32%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.84%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.59%	100.00%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 162979284
• LOTUS: LTS0252522
• wikiData: Q105221099