2-[4-Hydroxy-2-(hydroxymethyl)-6-[[3-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]icosa-6,18-dien-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 91710e6c-538d-4cae-990d-c2fdb597a4b5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[4-hydroxy-2-(hydroxymethyl)-6-[[3-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]icosa-6,18-dien-16-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)C(C8C7C(=C(O8)CCC(C)COC9C(C(C(C(O9)CO)O)O)O)C)OC)C)C)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)C(C8C7C(=C(O8)CCC(C)COC9C(C(C(C(O9)CO)O)O)O)C)OC)C)C)CO)O)O)O
• InChI: InChI=1S/C52H84O22/c1-20(19-66-47-39(61)38(60)35(57)29(17-53)71-47)8-11-28-21(2)31-45(70-28)44(65-7)32-26-10-9-24-16-25(12-14-51(24,5)27(26)13-15-52(31,32)6)69-50-46(74-49-41(63)37(59)34(56)23(4)68-49)42(64)43(30(18-54)72-50)73-48-40(62)36(58)33(55)22(3)67-48/h9,20,22-23,25-27,29-50,53-64H,8,10-19H2,1-7H3
• InChI Key: FEIHPQZUCHSYKB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₂
• Molecular Weight: 1061.20 g/mol
• Exact Mass: 1060.54542430 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8959	89.59%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.7065	70.65%
CYP3A4 substrate	+	0.7508	75.08%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7468	74.68%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.8337	83.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8102	81.02%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9597	95.97%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8553	85.53%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	+	0.5855	58.55%
Glucocorticoid receptor binding	+	0.7411	74.11%
Aromatase binding	+	0.7043	70.43%
PPAR gamma	+	0.8025	80.25%
Honey bee toxicity	-	0.5996	59.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8970	89.70%

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	98.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.21%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	94.63%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.57%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.44%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.82%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.28%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.17%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.97%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.90%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.90%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.01%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.91%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	87.78%	95.92%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.74%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.52%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.42%	100.00%
CHEMBL233	P35372	Mu opioid receptor	86.19%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.50%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	84.31%	93.18%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.99%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.77%	96.47%
CHEMBL237	P41145	Kappa opioid receptor	82.51%	98.10%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.86%	97.47%
CHEMBL3401	O75469	Pregnane X receptor	81.52%	94.73%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.39%	91.65%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.33%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.04%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.79%	96.00%

Plants that contains it

• Smilax china

Cross-Links

• PubChem: 163041817
• LOTUS: LTS0028620
• wikiData: Q104993981