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

Details

• Internal ID: e337c091-d7f6-4c5b-b0a6-3944366a2076
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,3R,4aR,6aS,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,3-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C49H78O20/c1-21-24(53)17-49(43(61)69-41-36(60)34(58)32(56)27(19-51)66-41)16-15-46(6)23(39(49)48(21,8)62)9-10-29-45(5)13-12-30(44(3,4)28(45)11-14-47(29,46)7)67-42-38(64-22(2)52)37(25(54)20-63-42)68-40-35(59)33(57)31(55)26(18-50)65-40/h9,21,24-42,50-51,53-60,62H,10-20H2,1-8H3/t21-,24-,25+,26-,27-,28+,29+,30+,31-,32-,33+,34+,35-,36-,37+,38-,39+,40+,41+,42+,45+,46-,47-,48-,49-/m1/s1
• InChI Key: LXFTUROBVOXYOC-WQPJKBOESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₂₀
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.50864487 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7289	72.89%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.7812	78.12%
P-glycoprotein inhibitior	+	0.7539	75.39%
P-glycoprotein substrate	-	0.5663	56.63%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6935	69.35%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7028	70.28%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8007	80.07%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	-	0.5121	51.21%
Glucocorticoid receptor binding	+	0.7751	77.51%
Aromatase binding	+	0.6100	61.00%
PPAR gamma	+	0.8134	81.34%
Honey bee toxicity	-	0.6565	65.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.15%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.20%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.12%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.00%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.94%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.27%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.22%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.01%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.95%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.73%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.71%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.17%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.53%	95.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.38%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Ilex crenata

Cross-Links

• PubChem: 162943096
• LOTUS: LTS0048401
• wikiData: Q105158821