methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-10-oxo-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate

Details

• Internal ID: 4b49ca57-8f57-482b-bed5-dc760d5e71ec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: methyl (1R,2S,4aR,4bS,7E,8R,8aS,9R,10aR)-9-hydroxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-10-oxo-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,4b,5,6,8,8a,9,10a-decahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC1C2C(CCC1=CC(=O)N(C)CCO)C3(CCC(C(C3C(=O)C2O)(C)C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C
• SMILES (Isomeric): C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)N(C)CCO)[C@]3(CC[C@@H]([C@]([C@@H]3C(=O)[C@@H]2O)(C)C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C
• InChI: InChI=1S/C30H47NO12/c1-14-15(12-19(34)31(4)10-11-32)6-7-16-20(14)22(36)24(38)26-29(16,2)9-8-18(30(26,3)28(40)41-5)43-27-25(39)23(37)21(35)17(13-33)42-27/h12,14,16-18,20-23,25-27,32-33,35-37,39H,6-11,13H2,1-5H3/b15-12+/t14-,16-,17+,18-,20-,21+,22+,23-,25+,26+,27-,29+,30-/m0/s1
• InChI Key: DYNYPTPHUFKWRF-BYCOSLBDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₇NO₁₂
• Molecular Weight: 613.70 g/mol
• Exact Mass: 613.30982593 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5316	53.16%
Caco-2	-	0.8561	85.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.7974	79.74%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6297	62.97%
P-glycoprotein inhibitior	+	0.6681	66.81%
P-glycoprotein substrate	-	0.5827	58.27%
CYP3A4 substrate	+	0.7355	73.55%
CYP2C9 substrate	-	0.7964	79.64%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.8516	85.16%
CYP2C9 inhibition	-	0.8500	85.00%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.8989	89.89%
CYP2C8 inhibition	+	0.5186	51.86%
CYP inhibitory promiscuity	-	0.9629	96.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.6524	65.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7217	72.17%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.7168	71.68%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8071	80.71%
Acute Oral Toxicity (c)	III	0.6378	63.78%
Estrogen receptor binding	+	0.7552	75.52%
Androgen receptor binding	+	0.7260	72.60%
Thyroid receptor binding	-	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	+	0.6886	68.86%
PPAR gamma	+	0.6178	61.78%
Honey bee toxicity	-	0.6441	64.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.3620	36.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.39%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.98%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	94.63%	98.10%
CHEMBL2581	P07339	Cathepsin D	92.08%	98.95%
CHEMBL4072	P07858	Cathepsin B	91.17%	93.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.77%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.25%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.72%	97.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.98%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.66%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.27%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.24%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.97%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	84.92%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.90%	98.75%
CHEMBL1871	P10275	Androgen Receptor	84.77%	96.43%
CHEMBL5028	O14672	ADAM10	84.76%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.44%	90.08%
CHEMBL226	P30542	Adenosine A1 receptor	84.42%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.59%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.83%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.30%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.00%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.64%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.51%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.90%	97.33%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.45%	96.33%

Plants that contains it

• Erythrophleum lasianthum

Cross-Links

• PubChem: 163048576
• LOTUS: LTS0040388
• wikiData: Q104991470