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

Details

• Internal ID: 330df68c-078c-48fd-869d-af37bc5a347e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S)-2-[(2R)-3,5-dihydroxy-2-[[(1S,4S,5R,8R,9R,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C([C@@H](O1)OC2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(CC([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8C(C(C(C(O8)CO)O)O)O)O
• InChI: InChI=1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21?,22?,23-,24-,25-,26?,27?,28?,29?,30?,31?,32?,33?,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1
• InChI Key: KYWSCMDFVARMPN-RPLIYQGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₃
• Molecular Weight: 781.00 g/mol
• Exact Mass: 780.46599222 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 6

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	-	0.8751	87.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6101	61.01%
P-glycoprotein inhibitior	+	0.7523	75.23%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7234	72.34%
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	+	0.6838	68.38%
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	-	0.9095	90.95%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7524	75.24%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5439	54.39%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7051	70.51%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.7036	70.36%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6256	62.56%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.7266	72.66%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.69%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	94.16%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.33%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.82%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.29%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.68%	97.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.36%	92.94%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.24%	97.53%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.56%	92.78%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.71%	97.86%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.26%	98.99%
CHEMBL2581	P07339	Cathepsin D	81.00%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	80.69%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.13%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.00%	94.00%

Plants that contains it

• Buddleja japonica
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum kaoi
• Bupleurum kunmingense
• Bupleurum polyclonum
• Bupleurum rockii
• Clinopodium chinense
• Clinopodium gracile
• Clinopodium micranthum
• Scrophularia kakudensis
• Verbascum sinaiticum

Cross-Links

• PubChem: 138114182
• LOTUS: LTS0238261
• wikiData: Q104246825