(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(1S,2R,4S,5R,8R,10S,13S,14R,17S,18R,21R)-2,21-dihydroxy-4,5,9,9,13,20,20-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]oxyoxane-3,4,5-triol

Details

• Internal ID: 6f395f11-322b-46c6-bd2f-7a9acd63863a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-2-[[(1S,2R,4S,5R,8R,10S,13S,14R,17S,18R,21R)-2,21-dihydroxy-4,5,9,9,13,20,20-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]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3C=CC56C4(CC(C7(C5CC(C(C7)O)(C)C)CO6)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@H]([C@@]7([C@H]5CC([C@@H](C7)O)(C)C)CO6)O)C)C)C)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](CO9)O)O)O)O)O
• InChI: InChI=1S/C47H76O17/c1-21-30(52)33(55)36(64-40-37(34(56)32(54)23(18-48)61-40)63-38-35(57)31(53)22(49)19-58-38)39(60-21)62-29-11-12-43(6)24(42(29,4)5)9-13-44(7)25(43)10-14-47-26-15-41(2,3)27(50)17-46(26,20-59-47)28(51)16-45(44,47)8/h10,14,21-40,48-57H,9,11-13,15-20H2,1-8H3/t21-,22-,23-,24+,25-,26-,27-,28-,29+,30+,31+,32-,33+,34+,35-,36-,37-,38+,39+,40+,43+,44-,45+,46-,47+/m1/s1
• InChI Key: ZCUQTZVOUTYBFB-GUUSSYIDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.24
• 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	-	0.8885	88.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7850	78.50%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6323	63.23%
P-glycoprotein inhibitior	+	0.7492	74.92%
P-glycoprotein substrate	+	0.5497	54.97%
CYP3A4 substrate	+	0.7358	73.58%
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	+	0.7005	70.05%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7584	75.84%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9165	91.65%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.7645	76.45%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	-	0.5376	53.76%
Glucocorticoid receptor binding	+	0.6730	67.30%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.7679	76.79%
Honey bee toxicity	-	0.6166	61.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.65%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	95.03%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.29%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.56%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.54%	92.94%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.09%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.97%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.81%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.74%	97.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.32%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.05%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	80.96%	94.75%
CHEMBL237	P41145	Kappa opioid receptor	80.69%	98.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.51%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.48%	90.17%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 16097912
• LOTUS: LTS0225180
• wikiData: Q105371556