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

Details

• Internal ID: 1d4a1e1b-98e0-4078-b9e9-683916d9c3a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[3-[5-acetyloxy-3-hydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-3-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-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)OC9C(C(C(CO9)O)O)O)O)O)O)C)C)(C)C)O)O)O)OC1C(C(C(CO1)O)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)OC9C(C(C(CO9)O)O)O)O)O)O)C)C)(C)C)O)O)O)OC1C(C(C(CO1)O)O)O)OC(=O)C
• InChI: InChI=1S/C59H92O29/c1-22-42(82-23(2)61)44(85-48-39(72)35(68)28(64)20-79-48)41(74)50(81-22)86-45-36(69)29(65)21-80-51(45)88-53(77)59-14-13-54(3,4)15-25(59)24-9-10-31-55(5)16-26(62)46(58(8,52(75)76)32(55)11-12-56(31,6)57(24,7)17-33(59)66)87-49-40(73)37(70)43(30(18-60)83-49)84-47-38(71)34(67)27(63)19-78-47/h9,22,25-51,60,62-74H,10-21H2,1-8H3,(H,75,76)
• InChI Key: VJVHXRMWEXNYIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₂O₂₉
• Molecular Weight: 1265.30 g/mol
• Exact Mass: 1264.57242689 g/mol
• Topological Polar Surface Area (TPSA): 456.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -3.69
• H-Bond Acceptor: 28
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6961	69.61%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9377	93.77%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6472	64.72%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7367	73.67%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7782	77.82%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7819	78.19%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7168	71.68%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7118	71.18%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.6715	67.15%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.6754	67.54%
PPAR gamma	+	0.8227	82.27%
Honey bee toxicity	-	0.6611	66.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.71%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.57%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.93%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.03%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.80%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	88.67%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.52%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.75%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.62%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.94%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.24%	87.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.33%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL5028	O14672	ADAM10	82.58%	97.50%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.47%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%

Plants that contains it

• Aster ageratoides

Cross-Links

• PubChem: 85238553
• LOTUS: LTS0246247
• wikiData: Q105287536