(3R,3aS,5R,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-3-[2-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxypropan-2-yl]-5-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-one

Details

• Internal ID: 52977763-baf5-4289-826a-376967a00204
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3R,3aS,5R,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-3-[2-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxypropan-2-yl]-5-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,3a,4,5,6,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-7-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC(C)(C)C3CCC4(C3CC(C5(C4CCC6C5(CC(=O)C7C6(CCC(C7(C)C)OC8C(C(C(CO8)O)O)O)C)C)C)O)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC(C)(C)[C@@H]3CC[C@]4([C@H]3C[C@H]([C@@]5([C@@H]4CC[C@H]6[C@]5(CC(=O)[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)C)C)C)O)C)CO)O)O)O
• InChI: InChI=1S/C47H78O17/c1-20-30(52)32(54)35(57)40(60-20)63-37-25(18-48)61-41(36(58)33(37)55)64-43(4,5)21-12-14-44(6)22(21)16-28(51)47(9)27(44)11-10-26-45(7)15-13-29(62-39-34(56)31(53)24(50)19-59-39)42(2,3)38(45)23(49)17-46(26,47)8/h20-22,24-41,48,50-58H,10-19H2,1-9H3/t20-,21+,22-,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: HEUJPDKHSFTORH-UDFOGSEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₇
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.52390102 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 17
• 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	+	0.5878	58.78%
Caco-2	-	0.8852	88.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	0.8776	87.76%
OATP1B1 inhibitior	+	0.8122	81.22%
OATP1B3 inhibitior	+	0.8702	87.02%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6274	62.74%
P-glycoprotein inhibitior	+	0.7529	75.29%
P-glycoprotein substrate	+	0.5519	55.19%
CYP3A4 substrate	+	0.7438	74.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.9394	93.94%
CYP2C9 inhibition	-	0.8941	89.41%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.9213	92.13%
CYP2C8 inhibition	+	0.6464	64.64%
CYP inhibitory promiscuity	-	0.9775	97.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6894	68.94%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.6714	67.14%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.6195	61.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7163	71.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6347	63.47%
skin sensitisation	-	0.9351	93.51%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9520	95.20%
Acute Oral Toxicity (c)	I	0.5589	55.89%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	-	0.5257	52.57%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.6003	60.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8367	83.67%

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	98.70%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.14%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	93.62%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.72%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	92.62%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.56%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.51%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	91.45%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.43%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.76%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.17%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.13%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.89%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.55%	92.88%
CHEMBL5028	O14672	ADAM10	81.01%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.48%	86.92%

Plants that contains it

• Glinus lotoides

Cross-Links

• PubChem: 162898351
• LOTUS: LTS0019419
• wikiData: Q105027046