16-[5-[4-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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]icosan-10-one

Details

• Internal ID: 1e26c180-fb1f-4679-9a7a-155230863b8e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[5-[4-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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]icosan-10-one
• SMILES (Canonical): CC1C2C(CC3C2(C(=O)CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): CC1C2C(CC3C2(C(=O)CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• InChI: InChI=1S/C56H92O29/c1-20(18-75-49-42(70)39(67)36(64)29(14-57)78-49)7-10-56(74)21(2)34-28(85-56)12-26-24-6-5-22-11-23(8-9-54(22,3)25(24)13-33(62)55(26,34)4)77-50-44(72)41(69)46(32(17-60)81-50)82-52-45(73)47(38(66)31(16-59)80-52)83-53-48(35(63)27(61)19-76-53)84-51-43(71)40(68)37(65)30(15-58)79-51/h20-32,34-53,57-61,63-74H,5-19H2,1-4H3
• InChI Key: VXIJPMIKEVZGCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₉
• Molecular Weight: 1229.30 g/mol
• Exact Mass: 1228.57242689 g/mol
• Topological Polar Surface Area (TPSA): 463.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -6.31
• H-Bond Acceptor: 29
• H-Bond Donor: 17
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8446	84.46%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.7056	70.56%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6591	65.91%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8002	80.02%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8033	80.33%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8831	88.31%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8650	86.50%
Androgen receptor binding	+	0.7146	71.46%
Thyroid receptor binding	+	0.5588	55.88%
Glucocorticoid receptor binding	+	0.7226	72.26%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.8089	80.89%
Honey bee toxicity	-	0.5907	59.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8173	81.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.21%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	94.47%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.67%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.39%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.23%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	89.94%	93.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.19%	92.86%
CHEMBL220	P22303	Acetylcholinesterase	87.78%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	87.48%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	85.99%	92.98%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.98%	96.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.86%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.43%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	84.48%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.87%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.64%	92.88%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.27%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.18%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	82.02%	92.50%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	82.01%	87.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.88%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.62%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.16%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL233	P35372	Mu opioid receptor	80.79%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.42%	98.46%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.32%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.23%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.06%	100.00%

Plants that contains it

• Tribulus terrestris

Cross-Links

• PubChem: 163002889
• LOTUS: LTS0037172
• wikiData: Q105298524