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

Details

• Internal ID: 5e68b55e-4d58-44ff-9ac9-ce911e44c6a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[8a-[3-[4-acetyloxy-5-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,4-bis(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)CO)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)C)C)(C)C)O)O)O)OC(=O)C)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)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)CO)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)C)C)(C)C)O)O)O)OC(=O)C)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O
• InChI: InChI=1S/C59H92O30/c1-23-39(84-47-37(72)40(29(66)18-79-47)85-51-44(74)58(78,21-62)22-81-51)41(83-24(2)63)38(73)49(82-23)87-43-33(68)28(65)17-80-50(43)89-52(77)59-13-12-53(3,4)14-26(59)25-8-9-30-54(5)15-27(64)45(88-48-36(71)34(69)35(70)42(86-48)46(75)76)57(19-60,20-61)31(54)10-11-55(30,6)56(25,7)16-32(59)67/h8,23,26-45,47-51,60-62,64-74,78H,9-22H2,1-7H3,(H,75,76)
• InChI Key: FVPZMQQUESZOOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₂O₃₀
• Molecular Weight: 1281.30 g/mol
• Exact Mass: 1280.56734151 g/mol
• Topological Polar Surface Area (TPSA): 476.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -4.72
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7437	74.37%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9637	96.37%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.6960	69.60%
CYP3A4 substrate	+	0.7426	74.26%
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	+	0.8129	81.29%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8973	89.73%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7797	77.97%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6819	68.19%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6586	65.86%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7187	71.87%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	+	0.6935	69.35%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.8236	82.36%
Honey bee toxicity	-	0.6659	66.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	98.38%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.00%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.50%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.15%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.43%	95.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.34%	89.44%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.98%	87.67%
CHEMBL340	P08684	Cytochrome P450 3A4	88.71%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.48%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.11%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	88.01%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.76%	94.33%
CHEMBL5028	O14672	ADAM10	85.23%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.20%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.82%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.33%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.57%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.52%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.10%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.12%	97.09%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 163038677
• LOTUS: LTS0233200
• wikiData: Q105002691