[4,5-Dihydroxy-2-[4-hydroxy-6-(hydroxymethyl)-2-[[6-hydroxy-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]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxan-3-yl] acetate

Details

• Internal ID: b98a6338-9cf1-4cf2-ad56-65003cc820fd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [4,5-dihydroxy-2-[4-hydroxy-6-(hydroxymethyl)-2-[[6-hydroxy-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]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(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)OC(=O)C)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(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)OC(=O)C)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• InChI: InChI=1S/C53H86O23/c1-21(20-67-47-41(63)39(61)37(59)32(18-54)72-47)10-15-53(66)22(2)34-31(76-53)17-30-28-9-8-26-16-27(11-13-51(26,6)29(28)12-14-52(30,34)7)71-50-46(75-49-45(70-25(5)56)40(62)36(58)24(4)69-49)43(65)44(33(19-55)73-50)74-48-42(64)38(60)35(57)23(3)68-48/h8,21-24,27-50,54-55,57-66H,9-20H2,1-7H3
• InChI Key: ONICGINOQBFEGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₃
• Molecular Weight: 1091.20 g/mol
• Exact Mass: 1090.55598899 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 23
• 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	+	0.8294	82.94%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9030	90.30%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6914	69.14%
CYP3A4 substrate	+	0.7593	75.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.7432	74.32%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9027	90.27%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8340	83.40%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8807	88.07%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8540	85.40%
Androgen receptor binding	+	0.6979	69.79%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	+	0.7034	70.34%
PPAR gamma	+	0.8231	82.31%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9416	94.16%

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	99.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.76%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	95.62%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.48%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.18%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.04%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.65%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.35%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	88.06%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.79%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.61%	94.08%
CHEMBL1914	P06276	Butyrylcholinesterase	87.12%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.61%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.33%	97.29%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.84%	94.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.59%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.48%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.84%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	82.41%	94.75%
CHEMBL5028	O14672	ADAM10	82.35%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.14%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.99%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.67%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	81.57%	91.19%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.77%	98.46%
CHEMBL2996	Q05655	Protein kinase C delta	80.60%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.18%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.01%	96.90%

Plants that contains it

• Smilax excelsa

Cross-Links

• PubChem: 162976245
• LOTUS: LTS0218681
• wikiData: Q105194699