[(2S,3R,4S,5S,6R)-5-acetyloxy-4-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-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-methyloxan-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: 7b147da0-b005-4b36-830e-1f29e3ec92ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-5-acetyloxy-4-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-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-methyloxan-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)C)OC(=O)C)OC8C(C(C(O8)CO)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)C)OC(=O)C)O[C@@H]8[C@@H]([C@H]([C@@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C54H84O21/c1-24-40(72-44-37(63)34(60)29(58)22-67-44)36(62)39(65)45(68-24)74-43-42(73-46-38(64)35(61)30(21-55)71-46)41(70-26(3)57)25(2)69-47(43)75-48(66)54-18-16-49(4,5)20-28(54)27-10-11-32-50(6)14-13-33(59)51(7,23-56)31(50)12-15-53(32,9)52(27,8)17-19-54/h10,23-25,28-47,55,58-65H,11-22H2,1-9H3/t24-,25+,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: GIOGFSNKYHZMLD-OVUAMUEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₁
• Molecular Weight: 1069.20 g/mol
• Exact Mass: 1068.55050968 g/mol
• Topological Polar Surface Area (TPSA): 316.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 21
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7688	76.88%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9752	97.52%
P-glycoprotein inhibitior	+	0.7507	75.07%
P-glycoprotein substrate	+	0.5096	50.96%
CYP3A4 substrate	+	0.7349	73.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
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	+	0.6963	69.63%
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	-	0.9012	90.12%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7166	71.66%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8500	85.00%
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	-	0.8230	82.30%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.7417	74.17%
Thyroid receptor binding	+	0.5696	56.96%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	+	0.8336	83.36%
Honey bee toxicity	-	0.6608	66.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.14%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.65%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.58%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.65%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.61%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.29%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.74%	89.44%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.69%	95.17%
CHEMBL5028	O14672	ADAM10	84.19%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.13%	95.89%

Plants that contains it

• Arenaria filicaulis

Cross-Links

• PubChem: 163029803
• LOTUS: LTS0151716
• wikiData: Q105009121