[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-2-(acetyloxymethyl)-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 65e9d1ca-cb48-448d-afd8-16214acea6ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-2-(acetyloxymethyl)-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC(=O)OCC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=O)OC[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@@H]([C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C44H70O17/c1-21(48)57-20-39(2)11-13-44(38(56)61-37-34(55)32(53)30(51)26(18-46)59-37)14-12-42(5)22(23(44)15-39)7-8-28-40(3)16-24(49)35(41(4,19-47)27(40)9-10-43(28,42)6)60-36-33(54)31(52)29(50)25(17-45)58-36/h7,23-37,45-47,49-55H,8-20H2,1-6H3/t23-,24-,25+,26+,27+,28+,29+,30+,31-,32-,33+,34+,35-,36-,37-,39-,40-,41-,42+,43+,44-/m0/s1
• InChI Key: YHCZIDBPKVGNOC-AGFJVCHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₇
• Molecular Weight: 871.00 g/mol
• Exact Mass: 870.46130076 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.7853	78.53%
P-glycoprotein inhibitior	+	0.7560	75.60%
P-glycoprotein substrate	-	0.5935	59.35%
CYP3A4 substrate	+	0.7188	71.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.6686	66.86%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.8678	86.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6895	68.95%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7902	79.02%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	-	0.5586	55.86%
Glucocorticoid receptor binding	+	0.6924	69.24%
Aromatase binding	+	0.6171	61.71%
PPAR gamma	+	0.7630	76.30%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9440	94.40%

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	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.77%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.33%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.83%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.36%	97.25%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	90.31%	91.65%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.51%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.69%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.69%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.72%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.74%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	84.08%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.43%	95.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.88%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.22%	95.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.92%	91.07%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.41%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.22%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.14%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.02%	96.61%

Plants that contains it

• Phytolacca polyandra

Cross-Links

• PubChem: 101690975
• LOTUS: LTS0179816
• wikiData: Q105348362