[(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bR)-4-acetyloxy-5-hydroxy-10-[(2R,3R,4S,5S,6R)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-6-[[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] acetate

Details

• Internal ID: 3091e06f-31fb-4d06-83ae-b6a4d76a0535
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bR)-4-acetyloxy-5-hydroxy-10-[(2R,3R,4S,5S,6R)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-6-[[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] acetate
• InChI: InChI=1S/C57H92O26/c1-23(61)76-46-47(77-24(2)62)57(22-60)26(16-52(46,3)4)25-10-11-32-54(7)14-13-34(53(5,6)31(54)12-15-55(32,8)56(25,9)17-33(57)64)81-51-45(83-50-42(72)39(69)37(67)29(19-59)79-50)43(73)44(82-49-41(71)38(68)36(66)28(18-58)78-49)30(80-51)21-75-48-40(70)35(65)27(63)20-74-48/h10,26-51,58-60,63-73H,11-22H2,1-9H3/t26-,27-,28-,29-,30-,31+,32-,33-,34+,35-,36-,37-,38+,39+,40+,41-,42-,43+,44-,45-,46+,47+,48-,49+,50+,51+,54+,55-,56-,57+/m1/s1
• InChI Key: QKJMUPGGYODJHI-DXSWQWDNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₂O₂₆
• Molecular Weight: 1193.30 g/mol
• Exact Mass: 1192.58768304 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7538	75.38%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9419	94.19%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	-	0.5355	53.55%
CYP3A4 substrate	+	0.7458	74.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
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	+	0.7415	74.15%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7069	70.69%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7689	76.89%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	+	0.5732	57.32%
Glucocorticoid receptor binding	+	0.7544	75.44%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7889	78.89%
Honey bee toxicity	-	0.6330	63.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
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	99.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.86%	96.77%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.89%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.76%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.66%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.20%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.82%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	85.43%	92.50%
CHEMBL5028	O14672	ADAM10	85.09%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.71%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.40%	96.90%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.38%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.28%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.97%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	80.88%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.65%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.34%	97.28%

Plants that contains it

• Hydrocotyle sibthorpioides

Cross-Links

• PubChem: 162988100
• LOTUS: LTS0269943
• wikiData: Q105223159