3beta-(alpha-L-Arabinopyranosyloxy)-23-hydroxyoleana-12-ene-28-oic acid 2-O-alpha-L-rhamnopyranosyl-6-O-(3-O-acetyl-beta-D-xylopyranosyl)-beta-D-glucopyranosyl ester

Details

• Internal ID: 0ac01873-2133-456d-81b2-40d500daa9bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R)-4-acetyloxy-3,5-dihydroxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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)CO)OC8C(C(C(CO8)O)O)O)C)(C)C)COC9C(C(C(CO9)O)OC(=O)C)O)O)O)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)CO)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)CO[C@H]9[C@@H]([C@H]([C@@H](CO9)O)OC(=O)C)O)O)O)O)O)O
• InChI: InChI=1S/C54H86O22/c1-24-34(59)37(62)40(65)46(71-24)75-43-38(63)36(61)30(22-70-44-41(66)42(72-25(2)56)29(58)21-68-44)73-47(43)76-48(67)54-17-15-49(3,4)19-27(54)26-9-10-32-50(5)13-12-33(74-45-39(64)35(60)28(57)20-69-45)51(6,23-55)31(50)11-14-53(32,8)52(26,7)16-18-54/h9,24,27-47,55,57-66H,10-23H2,1-8H3/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: LUWOFQAXJZOSCK-FALDPJCHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₂
• Molecular Weight: 1087.20 g/mol
• Exact Mass: 1086.56107437 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• 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	-	0.8805	88.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9509	95.09%
P-glycoprotein inhibitior	+	0.7492	74.92%
P-glycoprotein substrate	+	0.5382	53.82%
CYP3A4 substrate	+	0.7445	74.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
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	+	0.7438	74.38%
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	-	0.9012	90.12%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7541	75.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7919	79.19%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.7969	79.69%
Aromatase binding	+	0.6612	66.12%
PPAR gamma	+	0.8345	83.45%
Honey bee toxicity	-	0.6667	66.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
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	98.81%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.72%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.28%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.19%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.79%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.72%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.71%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.26%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.47%	96.90%
CHEMBL5028	O14672	ADAM10	84.24%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.18%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.37%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.13%	91.07%

Plants that contains it

• Acacia aulacocarpa
• Anemonastrum flaccidum
• Ardisia neriifolia
• Aspidosperma subincanum
• Cryptocarya aschersoniana
• Eupatorium argentinum
• Garcinia madruno
• Guatteria ucayalina
• Juniperus brevifolia
• Lonicera japonica
• Peritassa compta
• Psiadia dentata

Cross-Links

• PubChem: 72945299
• NPASS: NPC240971