3-O-[[(3S,4R,6aR,6bS,8aS,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl] 1-O-methyl propanedioate

Details

• Internal ID: 0cabda79-4d29-486e-91ee-f0601bc69a85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3-O-[[(3S,4R,6aR,6bS,8aS,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl] 1-O-methyl propanedioate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)COC(=O)CC(=O)OC)O)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CCC7[C@]6(CCC8[C@@]7(CC[C@@H]([C@@]8(C)COC(=O)CC(=O)OC)O)C)C)C4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C52H82O21/c1-24-34(57)36(59)39(62)44(69-24)72-42-27(21-53)70-43(41(64)38(42)61)67-22-28-35(58)37(60)40(63)45(71-28)73-46(65)52-17-15-47(2,3)20-26(52)25-9-10-30-48(4)13-12-31(54)49(5,23-68-33(56)19-32(55)66-8)29(48)11-14-51(30,7)50(25,6)16-18-52/h9,24,26-31,34-45,53-54,57-64H,10-23H2,1-8H3/t24-,26?,27+,28+,29?,30?,31-,34-,35+,36+,37-,38+,39+,40+,41+,42+,43+,44-,45-,48-,49-,50+,51+,52-/m0/s1
• InChI Key: JUSAHTLVCFPQER-BYALQOHYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₁
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.53485962 g/mol
• Topological Polar Surface Area (TPSA): 327.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 21
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9213	92.13%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7366	73.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9011	90.11%
CYP2C8 inhibition	+	0.7662	76.62%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7616	76.16%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8629	86.29%
Acute Oral Toxicity (c)	III	0.7499	74.99%
Estrogen receptor binding	+	0.7986	79.86%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	+	0.5732	57.32%
Glucocorticoid receptor binding	+	0.7774	77.74%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.8266	82.66%
Honey bee toxicity	-	0.6586	65.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	98.70%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.53%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.56%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.24%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.89%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.34%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.00%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	85.66%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.61%	95.89%
CHEMBL5028	O14672	ADAM10	85.47%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.36%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.26%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.52%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.14%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.42%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL1871	P10275	Androgen Receptor	80.38%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.30%	96.77%

Plants that contains it

• Anemone begoniifolia

Cross-Links

• PubChem: 6325672
• LOTUS: LTS0113533
• wikiData: Q105135379