[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 4281cf1d-ab98-420b-b56f-55f2e673e927
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C(C)CCC(=C)C(C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@@H]([C@]4(CC[C@@]35[C@@]2(C5)CC[C@@H]1O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)[C@H](C)CCC(=C)C(C)C)C
• InChI: InChI=1S/C44H68O10/c1-24(2)25(3)12-13-26(4)32-16-18-42(11)36-15-14-33-27(5)34(17-19-43(33)23-44(36,43)21-20-41(32,42)10)53-40-39(52-31(9)48)38(51-30(8)47)37(50-29(7)46)35(54-40)22-49-28(6)45/h24,26-27,32-40H,3,12-23H2,1-2,4-11H3/t26-,27+,32-,33+,34+,35-,36+,37-,38+,39-,40-,41-,42+,43-,44+/m1/s1
• InChI Key: LAVUZVQCPJCUEF-IYZCGXTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₈O₁₀
• Molecular Weight: 757.00 g/mol
• Exact Mass: 756.48124836 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 8.13
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7670	76.70%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8303	83.03%
OATP1B3 inhibitior	+	0.9092	90.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9854	98.54%
P-glycoprotein inhibitior	+	0.7888	78.88%
P-glycoprotein substrate	-	0.5433	54.33%
CYP3A4 substrate	+	0.7255	72.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.6947	69.47%
CYP2C19 inhibition	-	0.7915	79.15%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.6650	66.50%
CYP2C8 inhibition	+	0.6277	62.77%
CYP inhibitory promiscuity	-	0.7818	78.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5889	58.89%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6882	68.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3780	37.80%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6019	60.19%
skin sensitisation	-	0.7793	77.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7564	75.64%
Acute Oral Toxicity (c)	III	0.4613	46.13%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	-	0.5574	55.74%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6929	69.29%
PPAR gamma	+	0.7419	74.19%
Honey bee toxicity	-	0.6514	65.14%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.61%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.27%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	89.75%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.72%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.89%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.84%	92.62%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.99%	95.58%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.76%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.54%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.54%	97.79%
CHEMBL3837	P07711	Cathepsin L	86.25%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.23%	96.95%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.65%	99.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.25%	95.89%
CHEMBL204	P00734	Thrombin	84.21%	96.01%
CHEMBL233	P35372	Mu opioid receptor	83.90%	97.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.41%	95.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.30%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.78%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.77%	96.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.36%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.17%	95.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.16%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.11%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.05%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.94%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.70%	95.50%

Plants that contains it

• Cedrela odorata

Cross-Links

• PubChem: 162820165
• LOTUS: LTS0221266
• wikiData: Q105149008