(2R,3R,4R,4aR,6aR,6bS,8aS,11S,12S,12aS,14aR,14bR)-2,3,12-trihydroxy-11-(hydroxymethyl)-4,6a,6b,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 18424d61-3d4f-47bd-8c51-950b70869c7f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,4aR,6aR,6bS,8aS,11S,12S,12aS,14aR,14bR)-2,3,12-trihydroxy-11-(hydroxymethyl)-4,6a,6b,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC12CCC3C(C1CC=C4C2(CCC5(C4C(C(CC5)CO)(C)O)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)(CC(C(C3(C)C(=O)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4[C@]([C@@H](CC5)CO)(C)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@H]([C@@H]([C@]3(C)C(=O)O)O)O)C
• InChI: InChI=1S/C36H56O13/c1-31-14-19(39)27(43)34(4,29(44)45)22(31)9-10-33(3)21(31)7-6-18-26-35(5,47)17(15-37)8-11-36(26,13-12-32(18,33)2)30(46)49-28-25(42)24(41)23(40)20(16-38)48-28/h6,17,19-28,37-43,47H,7-16H2,1-5H3,(H,44,45)/t17-,19+,20+,21+,22+,23+,24-,25+,26+,27-,28-,31+,32+,33+,34+,35+,36-/m0/s1
• InChI Key: LVBOKTOBPDULLX-GVLMCFEKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₃
• Molecular Weight: 696.80 g/mol
• Exact Mass: 696.37209184 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7437	74.37%
Caco-2	-	0.8542	85.42%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	0.7251	72.51%
OATP1B1 inhibitior	+	0.8076	80.76%
OATP1B3 inhibitior	-	0.2815	28.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5548	55.48%
BSEP inhibitior	-	0.6205	62.05%
P-glycoprotein inhibitior	+	0.7043	70.43%
P-glycoprotein substrate	-	0.6072	60.72%
CYP3A4 substrate	+	0.7103	71.03%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8428	84.28%
CYP2C8 inhibition	+	0.6000	60.00%
CYP inhibitory promiscuity	-	0.9683	96.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6912	69.12%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.5389	53.89%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.8040	80.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7007	70.07%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6435	64.35%
Acute Oral Toxicity (c)	III	0.7277	72.77%
Estrogen receptor binding	+	0.6935	69.35%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	-	0.5680	56.80%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	+	0.6322	63.22%
PPAR gamma	+	0.6870	68.70%
Honey bee toxicity	-	0.7863	78.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9525	95.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.80%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL4072	P07858	Cathepsin B	89.55%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.50%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	85.04%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	84.67%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.22%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.16%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.00%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.68%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.04%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.97%	93.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.72%	95.17%

Plants that contains it

• Corchorus trilocularis

Cross-Links

• PubChem: 101248986
• LOTUS: LTS0014709
• wikiData: Q105213779