(2S,3S,4R,5R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-ethoxy-4,5-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: d80b55d4-3d9d-462d-a332-a587354a823d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4R,5R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-ethoxy-4,5-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CCOC1C(C(C(OC1C(=O)O)OC2CCC3(C(C2(C)CO)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C)O)O
• SMILES (Isomeric): CCO[C@H]1[C@@H]([C@H](C(O[C@@H]1C(=O)O)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3CC=C5[C@]4(CC[C@@]6([C@H]5CC(CC6)(C)C)C(=O)O)C)C)C)O)O
• InChI: InChI=1S/C38H60O10/c1-8-46-28-26(40)27(41)31(48-29(28)30(42)43)47-25-12-13-34(4)23(35(25,5)20-39)11-14-37(7)24(34)10-9-21-22-19-33(2,3)15-17-38(22,32(44)45)18-16-36(21,37)6/h9,22-29,31,39-41H,8,10-20H2,1-7H3,(H,42,43)(H,44,45)/t22-,23+,24+,25-,26+,27+,28-,29-,31?,34-,35-,36+,37+,38-/m0/s1
• InChI Key: MNXGYEJYONFZKY-LFOKCNBKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₀
• Molecular Weight: 676.90 g/mol
• Exact Mass: 676.41864811 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9234	92.34%
Caco-2	-	0.8550	85.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8731	87.31%
OATP2B1 inhibitior	-	0.7264	72.64%
OATP1B1 inhibitior	+	0.7974	79.74%
OATP1B3 inhibitior	-	0.2991	29.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.6847	68.47%
P-glycoprotein inhibitior	+	0.7731	77.31%
P-glycoprotein substrate	-	0.6991	69.91%
CYP3A4 substrate	+	0.7096	70.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.6242	62.42%
CYP2C9 inhibition	-	0.8041	80.41%
CYP2C19 inhibition	-	0.8102	81.02%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.7529	75.29%
CYP2C8 inhibition	+	0.6904	69.04%
CYP inhibitory promiscuity	-	0.9013	90.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.6039	60.39%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6524	65.24%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8195	81.95%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6148	61.48%
Acute Oral Toxicity (c)	III	0.7225	72.25%
Estrogen receptor binding	+	0.6401	64.01%
Androgen receptor binding	+	0.7345	73.45%
Thyroid receptor binding	-	0.5861	58.61%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	+	0.6871	68.71%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.7933	79.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.81%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.65%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.88%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.34%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.78%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.90%	92.50%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%

Plants that contains it

• Atriplex nummularia

Cross-Links

• PubChem: 163033443
• LOTUS: LTS0172826
• wikiData: Q105168661