[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: b0acb7a2-f2e0-455f-9444-ec00a39eb509
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C59H95NO26/c1-25(63)60-36-44(84-49-43(73)38(68)29(65)21-78-49)40(70)31(22-79-48-42(72)37(67)28(64)20-77-48)82-47(36)83-35-12-13-55(6)32(54(35,4)5)11-14-56(7)33(55)10-9-26-27-17-53(2,3)15-16-59(27,34(66)18-57(26,56)8)52(75)86-50-45(41(71)39(69)30(19-61)81-50)85-51-46(74)58(76,23-62)24-80-51/h9,27-51,61-62,64-74,76H,10-24H2,1-8H3,(H,60,63)/t27-,28-,29+,30+,31+,32-,33+,34+,35-,36+,37+,38-,39+,40+,41-,42+,43+,44+,45+,46-,47-,48-,49-,50-,51-,55-,56+,57+,58+,59+/m0/s1
• InChI Key: MEOJUIFNOCVHMQ-PLINDMJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₅NO₂₆
• Molecular Weight: 1234.40 g/mol
• Exact Mass: 1233.61423214 g/mol
• Topological Polar Surface Area (TPSA): 422.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6835	68.35%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6934	69.34%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6513	65.13%
CYP3A4 substrate	+	0.7538	75.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7828	78.28%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4535	45.35%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7539	75.39%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.7053	70.53%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	+	0.6529	65.29%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.8041	80.41%
Honey bee toxicity	-	0.6469	64.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9407	94.07%

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	98.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.92%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.53%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	92.39%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.27%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.78%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.84%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.05%	92.50%
CHEMBL5028	O14672	ADAM10	86.91%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.72%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	85.34%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.84%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.66%	96.90%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.60%	97.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.93%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.65%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.50%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.51%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.43%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.14%	96.95%
CHEMBL1937	Q92769	Histone deacetylase 2	81.94%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.85%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.14%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.11%	91.24%

Plants that contains it

• Entada rheedii

Cross-Links

• PubChem: 163105018
• LOTUS: LTS0022868
• wikiData: Q105162324