[6-[3,5-Dihydroxy-2-(hydroxymethyl)-6-[[6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-4-yl]oxy-3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 00eabfa2-6eb1-4b05-a949-ec3c8937442b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [6-[3,5-dihydroxy-2-(hydroxymethyl)-6-[[6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-4-yl]oxy-3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)COC(=O)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)C)O)O)O)OC
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)COC(=O)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)C)O)O)O)OC
• InChI: InChI=1S/C54H88O24/c1-22(20-70-48-42(64)40(62)36(58)24(3)71-48)10-15-54(68-7)23(2)35-31(78-54)17-30-28-9-8-26-16-27(11-13-52(26,5)29(28)12-14-53(30,35)6)72-50-44(66)46(38(60)33(19-56)74-50)77-51-45(67)47(39(61)34(75-51)21-69-25(4)57)76-49-43(65)41(63)37(59)32(18-55)73-49/h8,22-24,27-51,55-56,58-67H,9-21H2,1-7H3
• InChI Key: YWTWKBDDKZZCIH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₄
• Molecular Weight: 1121.30 g/mol
• Exact Mass: 1120.56655367 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7890	78.90%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8222	82.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9482	94.82%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.7049	70.49%
CYP3A4 substrate	+	0.7557	75.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9572	95.72%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.9117	91.17%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.7594	75.94%
CYP inhibitory promiscuity	-	0.9162	91.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8080	80.80%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8463	84.63%
Acute Oral Toxicity (c)	III	0.4156	41.56%
Estrogen receptor binding	+	0.8378	83.78%
Androgen receptor binding	+	0.7255	72.55%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.7538	75.38%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.8168	81.68%
Honey bee toxicity	-	0.6138	61.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9276	92.76%

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	99.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.91%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.83%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.43%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.74%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.63%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.48%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.47%	96.61%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.07%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.12%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	88.67%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	88.56%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.36%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.19%	100.00%
CHEMBL5028	O14672	ADAM10	84.72%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.49%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.41%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.85%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.18%	96.90%
CHEMBL1914	P06276	Butyrylcholinesterase	81.01%	95.00%
CHEMBL237	P41145	Kappa opioid receptor	80.82%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	80.38%	87.38%

Plants that contains it

• Helleborus viridis

Cross-Links

• PubChem: 73803903
• LOTUS: LTS0177270
• wikiData: Q105367323