8a-[3-[5-Acetyloxy-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 11522aa0-ec3b-413e-b216-c9eb3f909edc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[3-[5-acetyloxy-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC(=O)C
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC(=O)C
• InChI: InChI=1S/C54H84O25/c1-22-37(74-23(2)57)38(76-45-40(66)53(70,20-56)21-72-45)36(65)43(73-22)77-39-32(61)27(59)19-71-44(39)79-47(69)54-14-13-48(3,4)15-25(54)24-9-10-29-49(5)16-26(58)41(78-42-35(64)34(63)33(62)28(18-55)75-42)52(8,46(67)68)30(49)11-12-50(29,6)51(24,7)17-31(54)60/h9,22,25-45,55-56,58-66,70H,10-21H2,1-8H3,(H,67,68)
• InChI Key: RGRSUZYFWOWEEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₅
• Molecular Weight: 1133.20 g/mol
• Exact Mass: 1132.53016816 g/mol
• Topological Polar Surface Area (TPSA): 397.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7144	71.44%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8981	89.81%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.6910	69.10%
CYP3A4 substrate	+	0.7427	74.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7761	77.61%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8988	89.88%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7735	77.35%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4855	48.55%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7391	73.91%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.6488	64.88%
Glucocorticoid receptor binding	+	0.7838	78.38%
Aromatase binding	+	0.6254	62.54%
PPAR gamma	+	0.8206	82.06%
Honey bee toxicity	-	0.6601	66.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9692	96.92%

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	99.16%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.45%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.08%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.41%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.67%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.40%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.87%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.55%	86.92%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.25%	87.67%
CHEMBL1937	Q92769	Histone deacetylase 2	86.81%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	86.22%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.32%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.53%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.23%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.17%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.54%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.31%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.18%	81.11%

Plants that contains it

• Aster ageratoides

Cross-Links

• PubChem: 73109921
• LOTUS: LTS0164199
• wikiData: Q105236020