(1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,6a,6b,9,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: f1ef00f7-63c4-4b2b-8158-cdead5baed4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-1,6a,6b,9,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1C(CCC2(C1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)O)COC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H](CC[C@]2([C@@H]1C3=CC[C@@H]4[C@]5(CC[C@@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C(=O)O)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C42H68O15/c1-20-21(18-54-35-33(50)31(48)29(46)23(16-43)55-35)8-13-42(37(52)53)15-14-40(4)22(28(20)42)6-7-26-38(2)11-10-27(39(3,19-45)25(38)9-12-41(26,40)5)57-36-34(51)32(49)30(47)24(17-44)56-36/h6,20-21,23-36,43-51H,7-19H2,1-5H3,(H,52,53)/t20-,21-,23+,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35+,36-,38-,39-,40+,41+,42-/m0/s1
• InChI Key: FEUONHIGMWVYIS-MSCWNXHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₅
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.45582146 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6937	69.37%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8456	84.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	-	0.4567	45.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.5651	56.51%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	-	0.6352	63.52%
CYP3A4 substrate	+	0.7151	71.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9614	96.14%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8754	87.54%
CYP2C8 inhibition	+	0.7214	72.14%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.6050	60.50%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.8124	81.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7059	70.59%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4914	49.14%
Acute Oral Toxicity (c)	III	0.6936	69.36%
Estrogen receptor binding	+	0.7408	74.08%
Androgen receptor binding	+	0.7473	74.73%
Thyroid receptor binding	-	0.6255	62.55%
Glucocorticoid receptor binding	+	0.5953	59.53%
Aromatase binding	+	0.6296	62.96%
PPAR gamma	+	0.7257	72.57%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9464	94.64%

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	97.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.87%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	84.42%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.73%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.13%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.77%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.53%	94.45%

Plants that contains it

• Ilex rotunda

Cross-Links

• PubChem: 101641691
• LOTUS: LTS0141809
• wikiData: Q104994207