(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-10-benzoyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 84e83d98-2df5-423f-b3cc-0921045aa1e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-10-benzoyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=O)OCC12C(CC(C(C1O)OC(=O)C3=CC=CC=C3)(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(CC2O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)C)C)[C@@H]1CC([C@H]([C@@H]2O)OC(=O)C9=CC=CC=C9)(C)C)C)O
• InChI: InChI=1S/C56H82O22/c1-25(58)72-24-56-28(20-51(2,3)45(44(56)67)78-47(70)26-12-10-9-11-13-26)27-14-15-32-53(6)18-17-34(52(4,5)31(53)16-19-54(32,7)55(27,8)21-33(56)60)74-50-43(77-49-39(65)37(63)36(62)30(22-57)73-49)41(40(66)42(76-50)46(68)69)75-48-38(64)35(61)29(59)23-71-48/h9-14,28-45,48-50,57,59-67H,15-24H2,1-8H3,(H,68,69)/t28-,29+,30+,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,48-,49-,50+,53-,54+,55+,56-/m0/s1
• InChI Key: OHHRFKYWKSEADF-YFXUEBQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₂O₂₂
• Molecular Weight: 1107.20 g/mol
• Exact Mass: 1106.52977424 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8071	80.71%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7397	73.97%
OATP1B3 inhibitior	-	0.4332	43.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9602	96.02%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.6032	60.32%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.6485	64.85%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	+	0.8427	84.27%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7420	74.20%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8749	87.49%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.7506	75.06%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	+	0.6200	62.00%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.5928	59.28%
PPAR gamma	+	0.8171	81.71%
Honey bee toxicity	-	0.6388	63.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9824	98.24%

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	95.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.53%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.03%	90.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	93.46%	91.65%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	92.32%	89.44%
CHEMBL5028	O14672	ADAM10	90.80%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.95%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.60%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.15%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.00%	96.21%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.73%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.65%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.58%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	83.12%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.09%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	82.65%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.85%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.84%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.23%	94.08%
CHEMBL4302	P08183	P-glycoprotein 1	81.17%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.15%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.96%	95.83%

Plants that contains it

• Barringtonia acutangula

Cross-Links

• PubChem: 11182370
• LOTUS: LTS0159080
• wikiData: Q105192085