(2R,3R,4R,5R,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aS,6aR,6bS,8aR,10R,14aR,14bS)-10-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 48c39553-7309-4643-a6c5-e9edd6ccaf94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,5R,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aS,6aR,6bS,8aR,10R,14aR,14bS)-10-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC8=C9CC(C(CC9(CCC87C)CO)O)(C)C)C)C)C)O)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)O[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@]6([C@@H]([C@]5(C)CO)CC[C@@]7([C@@H]6C=CC8=C9CC([C@@H](C[C@@]9(CC[C@]87C)CO)O)(C)C)C)C)C)O)CO)O)O)O
• InChI: InChI=1S/C54H88O22/c1-23-33(60)36(63)39(66)45(69-23)74-42-28(20-56)72-47(41(68)38(42)65)75-43-34(61)24(2)70-48(44(43)76-46-40(67)37(64)35(62)27(19-55)71-46)73-32-12-13-50(5)29(51(32,6)21-57)11-14-53(8)30(50)10-9-25-26-17-49(3,4)31(59)18-54(26,22-58)16-15-52(25,53)7/h9-10,23-24,27-48,55-68H,11-22H2,1-8H3/t23-,24-,27-,28-,29+,30-,31-,32+,33+,34+,35-,36-,37+,38-,39-,40-,41-,42-,43+,44-,45-,46+,47+,48+,50+,51+,52-,53-,54+/m1/s1
• InChI Key: MRBUZKJAUIJHKS-MKKWDIIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₂
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.57672443 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8498	84.98%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8216	82.16%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.5840	58.40%
CYP3A4 substrate	+	0.7314	73.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.7102	71.02%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6177	61.77%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8176	81.76%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.5580	55.80%
Glucocorticoid receptor binding	+	0.7192	71.92%
Aromatase binding	+	0.6574	65.74%
PPAR gamma	+	0.8087	80.87%
Honey bee toxicity	-	0.6652	66.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9174	91.74%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.15%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.46%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.40%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.91%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.09%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.24%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.48%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.38%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.26%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.78%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.61%	91.07%
CHEMBL299	P17252	Protein kinase C alpha	82.00%	98.03%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.92%	92.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.51%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	80.28%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.13%	93.04%

Plants that contains it

• Scrophularia kakudensis

Cross-Links

• PubChem: 162948818
• LOTUS: LTS0006193
• wikiData: Q105170466