[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]oxan-2-yl]methyl 3,4,5-trimethoxybenzoate

Details

• Internal ID: 8841b4c7-2832-43a6-b467-7ddd70fe94bf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]oxan-2-yl]methyl 3,4,5-trimethoxybenzoate
• SMILES (Canonical): CC(C1C(CC2C1(CCC3C2CCC4C3(C(CC(C4)O)OC5C(C(C(C(O5)COC(=O)C6=CC(=C(C(=C6)OC)OC)OC)O)O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C(CC=C(C)C)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3([C@@H](C[C@@H](C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C6=CC(=C(C(=C6)OC)OC)OC)O)O)O)C)C)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)[C@H](CC=C(C)C)O
• InChI: InChI=1S/C49H76O18/c1-22(2)9-12-30(52)23(3)37-31(64-46-42(57)40(55)38(53)34(20-50)65-46)19-29-27-11-10-25-17-26(51)18-36(49(25,5)28(27)13-14-48(29,37)4)67-47-43(58)41(56)39(54)35(66-47)21-63-45(59)24-15-32(60-6)44(62-8)33(16-24)61-7/h9,15-16,23,25-31,34-43,46-47,50-58H,10-14,17-21H2,1-8H3/t23-,25+,26-,27-,28+,29+,30+,31+,34+,35-,36-,37+,38+,39-,40-,41+,42+,43-,46+,47+,48+,49+/m1/s1
• InChI Key: ZXDBATHYSMWYKL-JSIIQOJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₁₈
• Molecular Weight: 953.10 g/mol
• Exact Mass: 952.50316557 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8812	88.12%
Caco-2	-	0.8723	87.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8129	81.29%
OATP1B3 inhibitior	+	0.8402	84.02%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9490	94.90%
P-glycoprotein inhibitior	+	0.7524	75.24%
P-glycoprotein substrate	+	0.5915	59.15%
CYP3A4 substrate	+	0.7419	74.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.8833	88.33%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.7747	77.47%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.7029	70.29%
CYP2C8 inhibition	+	0.8028	80.28%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.7058	70.58%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.7308	73.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7462	74.62%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6517	65.17%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9737	97.37%
Acute Oral Toxicity (c)	I	0.3741	37.41%
Estrogen receptor binding	+	0.8236	82.36%
Androgen receptor binding	+	0.6996	69.96%
Thyroid receptor binding	+	0.5334	53.34%
Glucocorticoid receptor binding	+	0.7591	75.91%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.8141	81.41%
Honey bee toxicity	-	0.6441	64.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9742	97.42%

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	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.01%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.87%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.32%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.08%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.70%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.33%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.51%	92.62%
CHEMBL1871	P10275	Androgen Receptor	87.57%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.99%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.93%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.33%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.24%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	85.10%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.44%	96.90%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.29%	99.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.17%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	83.11%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.92%	97.25%
CHEMBL4581	P52732	Kinesin-like protein 1	82.38%	93.18%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.87%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.68%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.91%	91.24%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 162963045
• LOTUS: LTS0193167
• wikiData: Q105385409