[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,8aR,10S,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylate

Details

• Internal ID: 7bd9146f-dc39-461c-8215-b34e8ad44910
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,8aR,10S,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3CCC4(C5CCC6C7CC(CCC7(CCC6(C5(CCC4C3(C)C)C)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)(C)C)C)O)O)OC9C(C(C(CO9)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](CO[C@H]([C@@H]2O)O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@@H]7CC(CC[C@@]7(CC[C@]6([C@@]5(CC[C@H]4C3(C)C)C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)(C)C)C)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O
• InChI: InChI=1S/C52H86O20/c1-23-32(56)41(71-42-36(60)33(57)26(54)21-65-42)39(63)45(67-23)70-40-27(55)22-66-43(38(40)62)69-31-12-13-49(6)29(48(31,4)5)11-14-51(8)30(49)10-9-24-25-19-47(2,3)15-17-52(25,18-16-50(24,51)7)46(64)72-44-37(61)35(59)34(58)28(20-53)68-44/h23-45,53-63H,9-22H2,1-8H3/t23-,24+,25-,26+,27-,28+,29-,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,40-,41+,42-,43-,44-,45+,49-,50+,51+,52-/m0/s1
• InChI Key: DYQGHLDUOOBQAX-XTLATHSUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₀
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.57124513 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4664	46.64%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7843	78.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7899	78.99%
OATP1B3 inhibitior	+	0.7883	78.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7050	70.50%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	-	0.5754	57.54%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9040	90.40%
CYP2C8 inhibition	+	0.6521	65.21%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7582	75.82%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9703	97.03%
Acute Oral Toxicity (c)	III	0.5442	54.42%
Estrogen receptor binding	+	0.8171	81.71%
Androgen receptor binding	+	0.7353	73.53%
Thyroid receptor binding	+	0.5223	52.23%
Glucocorticoid receptor binding	+	0.7411	74.11%
Aromatase binding	+	0.6310	63.10%
PPAR gamma	+	0.7973	79.73%
Honey bee toxicity	-	0.6086	60.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.8193	81.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.73%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.16%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.46%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	89.60%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.85%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.68%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.63%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.15%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.96%	95.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.61%	97.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.55%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.14%	95.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.70%	92.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.03%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.88%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.76%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.35%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.31%	92.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.67%	95.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.61%	95.83%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.43%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.11%	97.93%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.06%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.04%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.01%	94.00%

Plants that contains it

• Cephalaria scoparia

Cross-Links

• PubChem: 162938978
• LOTUS: LTS0038101
• wikiData: Q104991515