3-Hydroxy-5-[[16-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,6'-oxane]-3'-yl]methoxy]-3-methyl-5-oxopentanoic acid

Details

• Internal ID: cc7a8f36-8597-41f0-b6e2-7d89c9591ef6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 3-hydroxy-5-[[16-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,6'-oxane]-3'-yl]methoxy]-3-methyl-5-oxopentanoic acid
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC19CCC(CO9)COC(=O)CC(C)(CC(=O)O)O
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC19CCC(CO9)COC(=O)CC(C)(CC(=O)O)O
• InChI: InChI=1S/C51H80O22/c1-22-35-30(73-51(22)13-8-24(21-66-51)20-65-34(56)17-48(3,64)16-33(54)55)15-29-27-7-6-25-14-26(9-11-49(25,4)28(27)10-12-50(29,35)5)68-47-44(72-45-41(62)39(60)36(57)23(2)67-45)43(38(59)32(19-53)70-47)71-46-42(63)40(61)37(58)31(18-52)69-46/h6,22-24,26-32,35-47,52-53,57-64H,7-21H2,1-5H3,(H,54,55)
• InChI Key: RSSOHPVAYWXBAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₂
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.51412418 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8056	80.56%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8501	85.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9025	90.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.9091	90.91%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6874	68.74%
CYP3A4 substrate	+	0.7577	75.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9168	91.68%
CYP2C8 inhibition	+	0.8140	81.40%
CYP inhibitory promiscuity	-	0.9561	95.61%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4754	47.54%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9034	90.34%
Skin irritation	+	0.5722	57.22%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7735	77.35%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9306	93.06%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9347	93.47%
Acute Oral Toxicity (c)	III	0.4809	48.09%
Estrogen receptor binding	+	0.8486	84.86%
Androgen receptor binding	+	0.7336	73.36%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.7407	74.07%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.8017	80.17%
Honey bee toxicity	-	0.6222	62.22%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9587	95.87%

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	99.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	95.40%	95.00%
CHEMBL220	P22303	Acetylcholinesterase	95.03%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.43%	89.05%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.90%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.12%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.90%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.35%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.18%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.53%	94.08%
CHEMBL5255	O00206	Toll-like receptor 4	89.98%	92.50%
CHEMBL5028	O14672	ADAM10	89.51%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.36%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.00%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.63%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.07%	96.90%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.30%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.90%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.67%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.74%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	83.71%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.56%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.76%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.76%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	80.69%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.67%	100.00%

Plants that contains it

• Lilium regale

Cross-Links

• PubChem: 78180721
• LOTUS: LTS0019817
• wikiData: Q105244855