(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-10-benzoyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-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: c827a993-5944-4655-a088-394f8cea5e41
• 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)-10-benzoyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylpropanoyloxy)-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(C)C(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C9=CC=CC=C9
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H](C[C@@]3(C2=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)O)CO)(C)C)OC(=O)C9=CC=CC=C9
• InChI: InChI=1S/C58H86O22/c1-26(2)48(71)80-46-45(79-49(72)27-13-11-10-12-14-27)53(3,4)21-29-28-15-16-33-55(7)19-18-35(54(5,6)32(55)17-20-56(33,8)57(28,9)22-34(62)58(29,46)25-60)75-52-44(78-51-40(67)38(65)37(64)31(23-59)74-51)42(41(68)43(77-52)47(69)70)76-50-39(66)36(63)30(61)24-73-50/h10-15,26,29-46,50-52,59-68H,16-25H2,1-9H3,(H,69,70)/t29-,30+,31+,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45-,46-,50-,51-,52+,55-,56+,57+,58-/m0/s1
• InChI Key: QWBPMBCNZGRNJF-DRCDSMDOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆O₂₂
• Molecular Weight: 1135.30 g/mol
• Exact Mass: 1134.56107437 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

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	-	0.8657	86.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7601	76.01%
OATP1B3 inhibitior	-	0.4332	43.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9596	95.96%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.6095	60.95%
CYP3A4 substrate	+	0.7474	74.74%
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	+	0.8269	82.69%
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	-	0.8982	89.82%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7722	77.22%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8216	82.16%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8787	87.87%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	+	0.6397	63.97%
Glucocorticoid receptor binding	+	0.7988	79.88%
Aromatase binding	+	0.6047	60.47%
PPAR gamma	+	0.8131	81.31%
Honey bee toxicity	-	0.6360	63.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.22%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.01%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	94.36%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.12%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	92.11%	89.44%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.33%	96.21%
CHEMBL5028	O14672	ADAM10	90.19%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.94%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.70%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	88.23%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.14%	95.83%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.05%	91.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.55%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.17%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.86%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.68%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.65%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.07%	99.23%

Plants that contains it

• Barringtonia acutangula

Cross-Links

• PubChem: 11400559
• LOTUS: LTS0043514
• wikiData: Q105229073