2-[4-Hydroxy-6-[[14-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 8d54c15f-ba7f-4b55-80b7-ed0147a1c9c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[4-hydroxy-6-[[14-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• InChI: InChI=1S/C52H86O23/c1-20(19-67-46-40(62)39(61)36(58)30(17-53)71-46)10-13-52(66-7)21(2)33-29(75-52)16-28-26-9-8-24-14-25(15-32(55)51(24,6)27(26)11-12-50(28,33)5)70-49-45(74-48-42(64)38(60)35(57)23(4)69-48)43(65)44(31(18-54)72-49)73-47-41(63)37(59)34(56)22(3)68-47/h8,20-23,25-49,53-65H,9-19H2,1-7H3
• InChI Key: FGBKUZCLCZZLSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₃
• Molecular Weight: 1079.20 g/mol
• Exact Mass: 1078.55598899 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.35
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7474	74.74%
Caco-2	-	0.8868	88.68%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8614	86.14%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8681	86.81%
P-glycoprotein inhibitior	+	0.7415	74.15%
P-glycoprotein substrate	+	0.6666	66.66%
CYP3A4 substrate	+	0.7516	75.16%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9441	94.41%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.7449	74.49%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5094	50.94%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8201	82.01%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8760	87.60%
Acute Oral Toxicity (c)	I	0.5855	58.55%
Estrogen receptor binding	+	0.8600	86.00%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	+	0.8023	80.23%
Honey bee toxicity	-	0.5983	59.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8517	85.17%

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	98.89%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.71%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.67%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.52%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.13%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	90.07%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	89.19%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.91%	95.89%
CHEMBL1871	P10275	Androgen Receptor	87.53%	96.43%
CHEMBL1914	P06276	Butyrylcholinesterase	87.42%	95.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.32%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.80%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.75%	93.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.94%	98.46%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.09%	89.05%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.01%	91.65%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.54%	97.33%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.20%	92.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.00%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.72%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.53%	85.14%
CHEMBL5028	O14672	ADAM10	80.78%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.70%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.63%	94.08%

Plants that contains it

• Clintonia udensis

Cross-Links

• PubChem: 163015429
• LOTUS: LTS0190910
• wikiData: Q104994797