8a-[3-[3-Acetyloxy-4-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-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: 415d66bd-a170-4ca4-97c8-49bb816c0d66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[3-[3-acetyloxy-4-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-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(CO)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)OC(=O)C)O)OC9C(C(C(CO9)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)OC(=O)C)O)OC9C(C(C(CO9)O)O)O
• InChI: InChI=1S/C54H84O26/c1-21-39(77-43-36(66)32(62)26(59)18-72-43)38(68)41(75-22(2)57)46(74-21)78-40-33(63)27(60)19-73-45(40)80-48(71)53-13-12-49(3,4)14-24(53)23-8-9-29-50(5)15-25(58)42(79-44-37(67)35(65)34(64)28(17-55)76-44)54(20-56,47(69)70)30(50)10-11-51(29,6)52(23,7)16-31(53)61/h8,21,24-46,55-56,58-68H,9-20H2,1-7H3,(H,69,70)
• InChI Key: YZEFIGJKLAWBJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₆
• Molecular Weight: 1149.20 g/mol
• Exact Mass: 1148.52508278 g/mol
• Topological Polar Surface Area (TPSA): 418.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3203	32.03%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9446	94.46%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6156	61.56%
CYP3A4 substrate	+	0.7355	73.55%
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	+	0.7572	75.72%
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	-	0.8988	89.88%
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	+	0.7427	74.27%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7567	75.67%
Androgen receptor binding	+	0.7514	75.14%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.6189	61.89%
PPAR gamma	+	0.8265	82.65%
Honey bee toxicity	-	0.6772	67.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.35%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.32%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.43%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	91.61%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.47%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.49%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.30%	93.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.39%	89.44%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.20%	94.00%
CHEMBL5028	O14672	ADAM10	86.14%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.32%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.23%	91.19%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.46%	87.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.22%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.27%	95.52%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.24%	95.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.69%	89.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.47%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	80.05%	94.73%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 163004304
• LOTUS: LTS0116562
• wikiData: Q105369166