(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d6245486-5b89-4ac1-924f-9c23c7da00ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C59H100O26/c1-25(2)10-9-16-59(8,85-53-48(75)43(70)40(67)32(82-53)24-78-51-46(73)42(69)39(66)31(81-51)23-77-50-45(72)36(63)28(62)22-76-50)27-13-18-57(6)26(27)11-12-34-56(5)17-15-35(55(3,4)33(56)14-19-58(34,57)7)83-54-49(44(71)38(65)30(21-61)80-54)84-52-47(74)41(68)37(64)29(20-60)79-52/h10,26-54,60-75H,9,11-24H2,1-8H3/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-,52+,53+,54+,56+,57-,58-,59+/m1/s1
• InChI Key: LKDAHGOPAGKHQL-USRYQCAESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₁₀₀O₂₆
• Molecular Weight: 1225.40 g/mol
• Exact Mass: 1224.65028329 g/mol
• Topological Polar Surface Area (TPSA): 416.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.71
• H-Bond Acceptor: 26
• H-Bond Donor: 16
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.9050	90.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.6170	61.70%
CYP3A4 substrate	+	0.7392	73.92%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.7152	71.52%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8436	84.36%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8996	89.96%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.7557	75.57%
Thyroid receptor binding	+	0.5913	59.13%
Glucocorticoid receptor binding	+	0.7691	76.91%
Aromatase binding	+	0.6826	68.26%
PPAR gamma	+	0.8060	80.60%
Honey bee toxicity	-	0.5539	55.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	98.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.95%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.36%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.66%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.26%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.32%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	89.24%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.78%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.64%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.50%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.41%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.96%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.82%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.61%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.39%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.20%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.85%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.70%	95.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.04%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.60%	96.90%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.70%	97.50%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	80.30%	91.49%

Plants that contains it

• Panax japonicus

Cross-Links

• PubChem: 162892139
• LOTUS: LTS0196338
• wikiData: Q105152997