(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypropan-2-yl]-7-[(2S,3R,4S,5R)-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-9-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: d111da39-6219-4f79-9dd1-7fb5c0d81429
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bR)-4-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-3-[2-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypropan-2-yl]-7-[(2S,3R,4S,5R)-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-9-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7(CCC(C7C(CC6(C5(CC(C4C3(C)C)OC8C(C(C(CO8)O)O)O)C)C)O)C(C)(C)OC9C(C(C(C(O9)C)O)O)O)C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@]7(CC[C@@H]([C@@H]7[C@H](C[C@]6([C@@]5(C[C@@H]([C@H]4C3(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)C)O)C(C)(C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O)O)O)O)O
• InChI: InChI=1S/C52H88O20/c1-21-32(56)36(60)39(63)44(67-21)71-41-35(59)26(55)20-66-46(41)70-30-14-16-50(8)29-12-11-28-49(7)15-13-23(48(5,6)72-45-40(64)37(61)33(57)22(2)68-45)31(49)24(53)17-51(28,9)52(29,10)18-27(42(50)47(30,3)4)69-43-38(62)34(58)25(54)19-65-43/h21-46,53-64H,11-20H2,1-10H3/t21-,22-,23-,24-,25+,26+,27-,28+,29+,30-,31+,32-,33-,34-,35-,36+,37+,38+,39+,40+,41+,42-,43-,44-,45-,46-,49+,50+,51+,52+/m0/s1
• InChI Key: BBFADSCFDWSDSL-HTHMDICSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₈O₂₀
• Molecular Weight: 1033.20 g/mol
• Exact Mass: 1032.58689519 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5910	59.10%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6634	66.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7360	73.60%
P-glycoprotein inhibitior	+	0.7554	75.54%
P-glycoprotein substrate	-	0.5186	51.86%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	-	0.9691	96.91%
CYP2C9 inhibition	-	0.9021	90.21%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.9021	90.21%
CYP2C8 inhibition	+	0.6724	67.24%
CYP inhibitory promiscuity	-	0.9822	98.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7062	70.62%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7402	74.02%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9138	91.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9393	93.93%
Acute Oral Toxicity (c)	I	0.4989	49.89%
Estrogen receptor binding	+	0.7390	73.90%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	-	0.5062	50.62%
Glucocorticoid receptor binding	+	0.6932	69.32%
Aromatase binding	+	0.6380	63.80%
PPAR gamma	+	0.7634	76.34%
Honey bee toxicity	-	0.6086	60.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8551	85.51%

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	97.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.14%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	94.91%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.20%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.42%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.63%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.38%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	88.73%	94.75%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.98%	85.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.44%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.18%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	83.93%	97.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.12%	92.78%
CHEMBL259	P32245	Melanocortin receptor 4	82.11%	95.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.04%	97.33%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.81%	87.16%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.46%	100.00%

Plants that contains it

• Glinus lotoides

Cross-Links

• PubChem: 102465035
• LOTUS: LTS0120469
• wikiData: Q104922674