[(2S,3R,4S,5R,6R)-5-acetyloxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-10-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: b2f87cdc-a2bd-41f7-9c6a-fef4c1e65506
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-5-acetyloxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-10-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C=O)O)C)(C)C)CO)OC(=O)C)OC8C(C(C(CO8)O)O)O)O)O)OC9C(C(C(CO9)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H]([C@@]7(C)C=O)O)C)C)[C@@H]3CC(CC4)(C)C)C)CO)OC(=O)C)O[C@@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C54H84O22/c1-24-40(73-44-37(64)34(61)28(58)21-68-44)36(63)39(66)46(70-24)75-43-42(74-45-38(65)35(62)29(59)22-69-45)41(71-25(2)57)30(20-55)72-47(43)76-48(67)54-17-15-49(3,4)19-27(54)26-9-10-32-50(5)13-12-33(60)51(6,23-56)31(50)11-14-53(32,8)52(26,7)16-18-54/h9,23-24,27-47,55,58-66H,10-22H2,1-8H3/t24-,27-,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42-,43+,44-,45+,46-,47-,50-,51-,52+,53+,54-/m0/s1
• InChI Key: BZOVSAADPPEPAN-KTDVIDBKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₂
• Molecular Weight: 1085.20 g/mol
• Exact Mass: 1084.54542430 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 11

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	-	0.8758	87.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7967	79.67%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9775	97.75%
P-glycoprotein inhibitior	+	0.7502	75.02%
P-glycoprotein substrate	+	0.5214	52.14%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
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	+	0.6951	69.51%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7291	72.91%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8317	83.17%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7905	79.05%
Androgen receptor binding	+	0.7399	73.99%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.7918	79.18%
Aromatase binding	+	0.6206	62.06%
PPAR gamma	+	0.8308	83.08%
Honey bee toxicity	-	0.6626	66.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	99.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.94%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.87%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.81%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.29%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.90%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.98%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.65%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL5028	O14672	ADAM10	84.19%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.01%	89.44%
CHEMBL226	P30542	Adenosine A1 receptor	83.42%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.44%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.76%	95.17%

Plants that contains it

• Arenaria filicaulis

Cross-Links

• PubChem: 100973297
• LOTUS: LTS0258033
• wikiData: Q104950607