Chikusetsusaponin III

Details

• Internal ID: 369876d0-a455-47ee-bd37-4e9660de8639
• 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-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C47H80O17/c1-22(2)10-9-14-47(8,58)23-11-16-46(7)31(23)24(49)18-29-44(5)15-13-30(43(3,4)28(44)12-17-45(29,46)6)63-42-39(64-41-38(57)35(54)33(52)26(19-48)61-41)36(55)34(53)27(62-42)21-60-40-37(56)32(51)25(50)20-59-40/h10,23-42,48-58H,9,11-21H2,1-8H3/t23-,24+,25+,26+,27+,28-,29+,30-,31-,32-,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,44-,45+,46+,47-/m0/s1
• InChI Key: ZICDJKZDHVLVOD-HUGMCNGHSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₇
• Molecular Weight: 917.10 g/mol
• Exact Mass: 916.53955108 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

• 29845-71-4
• DTXSID901314697
• RefChem:125173
• DTXCID401744627
• (2S,3R,4S,5S,6R)-2-((2R,3R,4S,5S,6R)-4,5-dihydroxy-2-(((3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-((2S)-2-hydroxy-6-methylhept-5-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-yl)oxy)-6-(((2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl)oxymethyl)oxan-3-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CHEBI:81170
• C17539
• Q27155125

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8009	80.09%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7980	79.80%
P-glycoprotein inhibitior	+	0.7710	77.10%
P-glycoprotein substrate	-	0.7463	74.63%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
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	+	0.7086	70.86%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8017	80.17%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8367	83.67%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7259	72.59%
Thyroid receptor binding	-	0.5625	56.25%
Glucocorticoid receptor binding	+	0.6852	68.52%
Aromatase binding	+	0.6740	67.40%
PPAR gamma	+	0.7723	77.23%
Honey bee toxicity	-	0.5463	54.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.23%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.03%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.22%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	92.21%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.63%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.63%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	90.22%	94.75%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.01%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.57%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	88.90%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.23%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.07%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.21%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.31%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.11%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.28%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.18%	92.62%
CHEMBL1977	P11473	Vitamin D receptor	83.85%	99.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.67%	96.90%
CHEMBL2581	P07339	Cathepsin D	83.50%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.95%	100.00%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.03%	92.88%
CHEMBL5255	O00206	Toll-like receptor 4	80.64%	92.50%
CHEMBL1871	P10275	Androgen Receptor	80.11%	96.43%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.05%	97.25%

Plants that contains it

• Panax ginseng
• Panax pseudoginseng

Cross-Links

• PubChem: 46173930
• NPASS: NPC4291
• LOTUS: LTS0007452
• wikiData: Q27155125