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

Details

• Internal ID: 20994155-4b47-42ea-bcce-ae6f621e0997
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: methyl 4-[10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• SMILES (Canonical): CC(CCC(=O)OC)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C
• SMILES (Isomeric): CC(CCC(=O)OC)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C
• InChI: InChI=1S/C31H50O8/c1-17(5-10-25(33)37-4)21-8-9-22-20-7-6-18-15-19(11-13-30(18,2)23(20)12-14-31(21,22)3)38-29-28(36)27(35)26(34)24(16-32)39-29/h6,17,19-24,26-29,32,34-36H,5,7-16H2,1-4H3/t17?,19?,20?,21?,22?,23?,24-,26-,27+,28-,29-,30?,31?/m1/s1
• InChI Key: WAQCRPPEESZBBB-ZPDZXIFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₈
• Molecular Weight: 550.70 g/mol
• Exact Mass: 550.35056855 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8444	84.44%
Caco-2	-	0.8495	84.95%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8077	80.77%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.8226	82.26%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5657	56.57%
P-glycoprotein inhibitior	+	0.6573	65.73%
P-glycoprotein substrate	+	0.5262	52.62%
CYP3A4 substrate	+	0.7517	75.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.8915	89.15%
CYP2C19 inhibition	-	0.8917	89.17%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.7974	79.74%
CYP2C8 inhibition	+	0.5059	50.59%
CYP inhibitory promiscuity	-	0.8902	89.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.5398	53.98%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.8670	86.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6897	68.97%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7956	79.56%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7770	77.70%
Acute Oral Toxicity (c)	III	0.4896	48.96%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	-	0.6623	66.23%
Glucocorticoid receptor binding	+	0.5811	58.11%
Aromatase binding	+	0.5811	58.11%
PPAR gamma	-	0.5355	53.55%
Honey bee toxicity	-	0.7102	71.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9395	93.95%

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	98.62%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	96.81%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.56%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.32%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.59%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	91.61%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.80%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.43%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.47%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	88.17%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	87.72%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.88%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.69%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.97%	89.05%
CHEMBL5028	O14672	ADAM10	83.86%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.77%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.14%	96.90%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.88%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.74%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.50%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.33%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%

Plants that contains it

• Eupatorium album

Cross-Links

• PubChem: 5317043
• NPASS: NPC1373