8a-[3-[5-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2-hydroxy-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: e97e6bf7-eaa4-4d92-b3ae-67ba5effe6b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[3-[5-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2-hydroxy-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(CC4)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)O)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(CC4)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)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O
• InChI: InChI=1S/C57H90O27/c1-23-39(80-44-38(69)40(28(62)20-75-44)81-48-42(70)57(74,21-59)22-77-48)35(66)37(68)45(78-23)82-41-32(63)27(61)19-76-47(41)84-50(73)56-14-12-51(2,3)16-25(56)24-8-9-30-52(4)17-26(60)43(83-46-36(67)34(65)33(64)29(18-58)79-46)55(7,49(71)72)31(52)10-11-54(30,6)53(24,5)13-15-56/h8,23,25-48,58-70,74H,9-22H2,1-7H3,(H,71,72)
• InChI Key: XDKDGXMJAWRMLN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₇
• Molecular Weight: 1207.30 g/mol
• Exact Mass: 1206.56694759 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.23
• H-Bond Acceptor: 26
• 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	+	0.8427	84.27%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7696	76.96%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9563	95.63%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6184	61.84%
CYP3A4 substrate	+	0.7361	73.61%
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	+	0.7777	77.77%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8985	89.85%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7969	79.69%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6334	63.34%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.6504	65.04%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	+	0.6496	64.96%
PPAR gamma	+	0.8260	82.60%
Honey bee toxicity	-	0.6724	67.24%
Biodegradation	-	0.8000	80.00%
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	99.19%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.83%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.15%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.25%	90.17%
CHEMBL4302	P08183	P-glycoprotein 1	90.02%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.27%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.45%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	86.47%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.35%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.87%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	85.03%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.77%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.45%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.46%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.44%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.24%	94.33%

Plants that contains it

• Muraltia ononidifolia

Cross-Links

• PubChem: 162843937
• LOTUS: LTS0048475
• wikiData: Q105325775