(2S,3R,4S,5S,6S)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(1S,2R,4S,5R,8R,10S,13S,14R,17R,18R,19S,20S,21S)-2,21-dihydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 20afba34-4148-45d5-8ad3-be4560fcb2de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6S)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(1S,2R,4S,5R,8R,10S,13S,14R,17R,18R,19S,20S,21S)-2,21-dihydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C2C3(CC1O)COC24C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(C(O7)C)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]2[C@@]3(C[C@@H]1O)CO[C@]24C=C[C@@H]5[C@]6(CC[C@@H](C([C@@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@@H](O9)C)O)O)O)C)C
• InChI: InChI=1S/C48H78O17/c1-20-21(2)39-47(16-24(20)50)19-59-48(39)15-11-27-44(7)13-12-29(43(5,6)26(44)10-14-45(27,8)46(48,9)17-28(47)51)63-41-37(34(56)31(53)23(4)61-41)65-42-38(35(57)32(54)25(18-49)62-42)64-40-36(58)33(55)30(52)22(3)60-40/h11,15,20-42,49-58H,10,12-14,16-19H2,1-9H3/t20-,21-,22-,23+,24-,25+,26-,27+,28+,29-,30+,31-,32+,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,44-,45+,46-,47-,48+/m0/s1
• InChI Key: QMTJQYFIEZNPTM-QXZMIFQBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₇
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.52390102 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 17
• 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	+	0.6441	64.41%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8067	80.67%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5102	51.02%
P-glycoprotein inhibitior	+	0.7502	75.02%
P-glycoprotein substrate	-	0.5127	51.27%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.6804	68.04%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7853	78.53%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7511	75.11%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8236	82.36%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	+	0.6866	68.66%
Aromatase binding	+	0.6451	64.51%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.6338	63.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.63%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.93%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.08%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	90.35%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.05%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.54%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.43%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.26%	97.47%
CHEMBL1937	Q92769	Histone deacetylase 2	82.13%	94.75%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.01%	89.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.74%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.56%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	81.17%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.20%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.14%	92.50%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 162859938
• LOTUS: LTS0112555
• wikiData: Q105224147