(2R,3R,4R,5R,6S)-2-[[(3R,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-4-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 47a1cc3c-9a2e-4e8e-bf38-6990242adbcd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(3R,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-4-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3(C(CCC4C3(CC(C5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)C)O)O)O)C)O)C)C8(C2C(CC8)C(C)(C)O)C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@@]3([C@H](CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)O)C)[C@@]8([C@@H]2[C@@H](CC8)C(C)(C)O)C)C)O)O)O
• InChI: InChI=1S/C47H80O16/c1-20-30(50)33(53)35(55)39(59-20)61-25-18-47(10)26(44(7)15-13-22(29(25)44)43(5,6)57)11-12-27-45(8)16-14-28(42(3,4)38(45)23(48)17-46(27,47)9)62-41-37(32(52)24(49)19-58-41)63-40-36(56)34(54)31(51)21(2)60-40/h20-41,48-57H,11-19H2,1-10H3/t20-,21-,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: AVGKNCAXWVZLRL-YMXWZILNSA-N
• Popularity: 0 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: 2.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6783	67.83%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6912	69.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.8939	89.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7391	73.91%
P-glycoprotein inhibitior	+	0.7621	76.21%
P-glycoprotein substrate	-	0.5127	51.27%
CYP3A4 substrate	+	0.7263	72.63%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9520	95.20%
CYP2C9 inhibition	-	0.8964	89.64%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	+	0.6386	63.86%
CYP inhibitory promiscuity	-	0.9763	97.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6596	65.96%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7293	72.93%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6876	68.76%
skin sensitisation	-	0.9129	91.29%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9411	94.11%
Acute Oral Toxicity (c)	I	0.4128	41.28%
Estrogen receptor binding	+	0.7092	70.92%
Androgen receptor binding	+	0.7272	72.72%
Thyroid receptor binding	-	0.5462	54.62%
Glucocorticoid receptor binding	+	0.6180	61.80%
Aromatase binding	+	0.6628	66.28%
PPAR gamma	+	0.7221	72.21%
Honey bee toxicity	-	0.6048	60.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8824	88.24%

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	97.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.39%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.95%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	93.02%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.99%	92.88%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.27%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.23%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.56%	96.77%
CHEMBL2581	P07339	Cathepsin D	87.87%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.74%	97.36%
CHEMBL325	Q13547	Histone deacetylase 1	87.27%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.99%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.43%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.14%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.94%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.78%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.48%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.80%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.62%	97.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.35%	97.86%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.05%	97.28%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.47%	93.04%

Plants that contains it

• Glinus lotoides

Cross-Links

• PubChem: 162900714
• LOTUS: LTS0052801
• wikiData: Q104919475