8a-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,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: d29570cf-da68-45fe-a061-58ab3d8890a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,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
• InChI: InChI=1S/C58H92O28/c1-23-32(64)41(83-49-43(72)58(76,21-61)22-78-49)42(84-46-39(71)36(68)40(24(2)80-46)82-45-37(69)33(65)28(63)19-77-45)48(79-23)86-51(75)56-13-12-52(3,4)16-26(56)25-8-9-30-53(5)17-27(62)44(85-47-38(70)35(67)34(66)29(18-59)81-47)55(7,50(73)74)31(53)10-11-54(30,6)57(25,20-60)15-14-56/h8,23-24,26-49,59-72,76H,9-22H2,1-7H3,(H,73,74)
• InChI Key: VEXXFAYITKBJJB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₈
• Molecular Weight: 1237.30 g/mol
• Exact Mass: 1236.57751227 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -3.87
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 14

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	-	0.8723	87.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7972	79.72%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9691	96.91%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.6668	66.68%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
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	+	0.7632	76.32%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8986	89.86%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7727	77.27%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7179	71.79%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.6694	66.94%
Glucocorticoid receptor binding	+	0.7843	78.43%
Aromatase binding	+	0.6274	62.74%
PPAR gamma	+	0.8218	82.18%
Honey bee toxicity	-	0.6683	66.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	99.17%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.53%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.11%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.37%	95.17%
CHEMBL4302	P08183	P-glycoprotein 1	91.97%	92.98%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.37%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.45%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.04%	83.57%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.91%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.84%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.48%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.67%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.02%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.17%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.42%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.17%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.11%	94.00%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.35%	96.77%

Plants that contains it

• Polygala japonica

Cross-Links

• PubChem: 163027424
• LOTUS: LTS0150604
• wikiData: Q105284913