(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[2-[(3S,3aS,4S,5aR,5bR,7aS,9S,11aR,11bR,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]propan-2-yloxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: f2212cec-f665-42d1-8460-2a220b86d26d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[2-[(3S,3aS,4S,5aR,5bR,7aS,9S,11aR,11bR,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]propan-2-yloxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C47H80O16/c1-21-31(51)33(53)36(56)40(59-21)62-38-25(19-48)60-41(37(57)34(38)54)63-43(4,5)22-12-15-45(7)28-11-10-27-44(6)16-14-29(61-39-35(55)32(52)24(50)20-58-39)42(2,3)26(44)13-17-46(27,8)47(28,9)18-23(49)30(22)45/h21-41,48-57H,10-20H2,1-9H3/t21-,22-,23-,24-,25+,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,36+,37+,38+,39-,40-,41-,44-,45+,46+,47+/m0/s1
• InChI Key: XAJCDULOYMUKSG-WGSNSDKVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₆
• Molecular Weight: 901.10 g/mol
• Exact Mass: 900.54463646 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5073	50.73%
Caco-2	-	0.8858	88.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5862	58.62%
P-glycoprotein inhibitior	+	0.7556	75.56%
P-glycoprotein substrate	-	0.5878	58.78%
CYP3A4 substrate	+	0.7337	73.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.9558	95.58%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9207	92.07%
CYP2C8 inhibition	+	0.6759	67.59%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.7045	70.45%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7469	74.69%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7202	72.02%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9779	97.79%
Acute Oral Toxicity (c)	I	0.6587	65.87%
Estrogen receptor binding	+	0.7741	77.41%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	-	0.5466	54.66%
Glucocorticoid receptor binding	+	0.6552	65.52%
Aromatase binding	+	0.6613	66.13%
PPAR gamma	+	0.7596	75.96%
Honey bee toxicity	-	0.5906	59.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7773	77.73%

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	98.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.45%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.59%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.10%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.39%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.71%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.17%	98.95%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	88.95%	91.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.32%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	88.28%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.20%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.89%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.31%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.81%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.77%	97.14%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.49%	97.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.87%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.41%	92.62%
CHEMBL3589	P55263	Adenosine kinase	81.01%	98.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.45%	91.24%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.40%	87.16%
CHEMBL1951	P21397	Monoamine oxidase A	80.32%	91.49%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.26%	90.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.17%	95.83%

Plants that contains it

• Glinus lotoides

Cross-Links

• PubChem: 163194788
• LOTUS: LTS0257017
• wikiData: Q105323951