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

Details

• Internal ID: 71af46dd-23ab-4efc-b320-6b28878a2ab0
• 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,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-9-(2-methylpropanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@]2([C@@H](CC1(C)C)C3=CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3([C@H]([C@H]2O)O)C)C)(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](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)C)CO)OC(=O)C(C)C
• InChI: InChI=1S/C56H88O23/c1-12-24(4)47(71)78-43-44(79-46(70)23(2)3)56(22-59)26(19-51(43,5)6)25-13-14-30-53(9)17-16-31(52(7,8)29(53)15-18-54(30,10)55(25,11)41(66)42(56)67)74-50-40(77-49-36(64)34(62)32(60)27(20-57)72-49)38(37(65)39(76-50)45(68)69)75-48-35(63)33(61)28(21-58)73-48/h12-13,23,26-44,48-50,57-67H,14-22H2,1-11H3,(H,68,69)/b24-12+/t26-,27+,28-,29-,30+,31-,32-,33-,34-,35+,36+,37-,38-,39-,40+,41-,42+,43-,44-,48-,49-,50+,53-,54+,55-,56-/m0/s1
• InChI Key: RVQIIYKKYAGRII-POBYCZKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₂₃
• Molecular Weight: 1129.30 g/mol
• Exact Mass: 1128.57163905 g/mol
• Topological Polar Surface Area (TPSA): 368.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8938	89.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7760	77.60%
OATP1B3 inhibitior	-	0.2400	24.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9385	93.85%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.5250	52.50%
CYP3A4 substrate	+	0.7377	73.77%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	+	0.7437	74.37%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4933	49.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.5513	55.13%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6942	69.42%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7732	77.32%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.7300	73.00%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.5954	59.54%
Glucocorticoid receptor binding	+	0.7921	79.21%
Aromatase binding	+	0.6321	63.21%
PPAR gamma	+	0.8133	81.33%
Honey bee toxicity	-	0.6507	65.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.31%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.21%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.78%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.53%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.01%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.39%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.83%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.93%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.60%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.18%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.02%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.84%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.99%	95.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.93%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.83%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.66%	100.00%
CHEMBL5028	O14672	ADAM10	81.09%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.47%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.30%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.29%	97.14%

Plants that contains it

• Aesculus pavia

Cross-Links

• PubChem: 162970189
• LOTUS: LTS0110208
• wikiData: Q105246212