Methyl 9-hydroxy-1,4a,8-trimethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-10-oxo-2-[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: 47c8a0e3-1129-474f-be29-0fc6f5a944e4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: methyl 9-hydroxy-1,4a,8-trimethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-10-oxo-2-[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)OCCNC)C3(CCC(C(C3C(=O)C2O)(C)C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C
• SMILES (Isomeric): CC1C2C(CCC1=CC(=O)OCCNC)C3(CCC(C(C3C(=O)C2O)(C)C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C
• InChI: InChI=1S/C30H47NO12/c1-14-15(12-19(33)41-11-10-31-4)6-7-16-20(14)22(35)24(37)26-29(16,2)9-8-18(30(26,3)28(39)40-5)43-27-25(38)23(36)21(34)17(13-32)42-27/h12,14,16-18,20-23,25-27,31-32,34-36,38H,6-11,13H2,1-5H3
• InChI Key: BPAZNPBSKPMFHH-UHFFFAOYSA-N
• Popularity: 0 references 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): 201.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.94
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5174	51.74%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6292	62.92%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.8064	80.64%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4939	49.39%
P-glycoprotein inhibitior	+	0.6708	67.08%
P-glycoprotein substrate	-	0.5620	56.20%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8462	84.62%
CYP2C9 inhibition	-	0.8750	87.50%
CYP2C19 inhibition	-	0.8582	85.82%
CYP2D6 inhibition	-	0.9090	90.90%
CYP1A2 inhibition	-	0.8820	88.20%
CYP2C8 inhibition	+	0.5921	59.21%
CYP inhibitory promiscuity	-	0.9694	96.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9324	93.24%
Skin irritation	-	0.6912	69.12%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.5633	56.33%
Human Ether-a-go-go-Related Gene inhibition	+	0.7462	74.62%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.7320	73.20%
skin sensitisation	-	0.8521	85.21%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8758	87.58%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	+	0.7531	75.31%
Androgen receptor binding	+	0.7378	73.78%
Thyroid receptor binding	-	0.5374	53.74%
Glucocorticoid receptor binding	+	0.6951	69.51%
Aromatase binding	+	0.6748	67.48%
PPAR gamma	+	0.6183	61.83%
Honey bee toxicity	-	0.6633	66.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3909	39.09%

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	98.47%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.30%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.00%	96.21%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	91.38%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	89.60%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.62%	91.07%
CHEMBL1075317	P61964	WD repeat-containing protein 5	88.02%	96.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.67%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL5028	O14672	ADAM10	87.21%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.20%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.83%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	85.10%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.42%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.96%	96.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.45%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.16%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.66%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.54%	96.90%
CHEMBL226	P30542	Adenosine A1 receptor	81.20%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.88%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.74%	92.62%
CHEMBL237	P41145	Kappa opioid receptor	80.65%	98.10%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.55%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.22%	96.00%

Plants that contains it

• Erythrophleum lasianthum

Cross-Links

• PubChem: 85130764
• LOTUS: LTS0110906
• wikiData: Q104941328