[(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-5-hydroxy-4-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: da67c1a8-6570-4511-8b98-adbc42c229e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-5-hydroxy-4-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC(=CCCC(C)(C=C)O)C(=O)OC1C(COC(C1OC(=O)C=CC2=CC=CC=C2)OC3C(C(OC(C3OC4C(C(C(CO4)O)OC5C(C(CO5)(CO)O)O)O)OC(=O)C67CCC(CC6C8=CCC9C1(CCC(C(C1CCC9(C8(CC7O)C)C)(C)C)OC1C(C(C(C(O1)COC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)NC(=O)C)C)(C)C)COC(=O)C)O)O
• SMILES (Isomeric): C/C(=C\CC[C@@](C)(C=C)O)/C(=O)O[C@H]1[C@@H](CO[C@H]([C@@H]1OC(=O)/C=C/C2=CC=CC=C2)O[C@H]3[C@@H]([C@H](O[C@H]([C@@H]3O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)OC(=O)[C@]67CCC(C[C@H]6C8=CC[C@@H]9[C@]1(CC[C@@H](C([C@@H]1CC[C@]9([C@@]8(C[C@H]7O)C)C)(C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]1[C@@H]([C@H]([C@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)NC(=O)C)C)(C)C)COC(=O)C)O)O
• InChI: InChI=1S/C96H143NO43/c1-13-91(9,120)27-17-18-43(2)79(118)134-73-52(105)38-126-85(76(73)133-60(107)24-21-46-19-15-14-16-20-46)138-75-64(110)54(39-122-45(4)101)130-86(77(75)139-83-70(116)72(51(104)37-125-83)136-87-78(117)95(121,41-99)42-128-87)140-88(119)96-31-30-89(5,6)32-48(96)47-22-23-57-92(10)28-26-59(90(7,8)56(92)25-29-93(57,11)94(47,12)33-58(96)106)132-80-61(97-44(3)100)65(111)74(137-84-68(114)66(112)63(109)53(34-98)129-84)55(131-80)40-127-81-69(115)71(50(103)36-123-81)135-82-67(113)62(108)49(102)35-124-82/h13-16,18-22,24,48-59,61-78,80-87,98-99,102-106,108-117,120-121H,1,17,23,25-42H2,2-12H3,(H,97,100)/b24-21+,43-18+/t48-,49+,50-,51+,52+,53+,54+,55+,56-,57+,58+,59-,61+,62-,63+,64+,65+,66-,67+,68+,69+,70+,71-,72-,73-,74+,75-,76+,77+,78-,80-,81-,82-,83-,84-,85-,86-,87-,91+,92-,93+,94+,95+,96+/m0/s1
• InChI Key: CRGQIUWGNKROHI-JLEVOCTESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₆H₁₄₃NO₄₃
• Molecular Weight: 1999.10 g/mol
• Exact Mass: 1998.9067370 g/mol
• Topological Polar Surface Area (TPSA): 657.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -3.38
• H-Bond Acceptor: 43
• H-Bond Donor: 20
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7118	71.18%
Caco-2	-	0.8569	85.69%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6818	68.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7616	76.16%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.9446	94.46%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9769	97.69%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8156	81.56%
CYP3A4 substrate	+	0.7657	76.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.6557	65.57%
CYP2C9 inhibition	-	0.8548	85.48%
CYP2C19 inhibition	-	0.8549	85.49%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8665	86.65%
CYP2C8 inhibition	+	0.8767	87.67%
CYP inhibitory promiscuity	-	0.7597	75.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4672	46.72%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7079	70.79%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7443	74.43%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8029	80.29%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	-	0.5541	55.41%
Androgen receptor binding	+	0.7704	77.04%
Thyroid receptor binding	+	0.8098	80.98%
Glucocorticoid receptor binding	+	0.8502	85.02%
Aromatase binding	+	0.8000	80.00%
PPAR gamma	+	0.8160	81.60%
Honey bee toxicity	-	0.5943	59.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	99.36%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.16%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.52%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.80%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	94.43%	92.98%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.05%	94.73%
CHEMBL5028	O14672	ADAM10	93.60%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.22%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.38%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.49%	97.21%
CHEMBL1937	Q92769	Histone deacetylase 2	90.82%	94.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.40%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.41%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.59%	91.07%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.09%	94.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.97%	89.44%
CHEMBL4581	P52732	Kinesin-like protein 1	87.37%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.29%	97.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.25%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.64%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.59%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.47%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.17%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.48%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	83.24%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.78%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.70%	94.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.34%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.94%	89.34%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.81%	95.83%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.07%	89.62%

Plants that contains it

• Entada africana

Cross-Links

• PubChem: 44566569
• NPASS: NPC475345
• ChEMBL: CHEMBL503852
• LOTUS: LTS0036064
• wikiData: Q104968531