[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: aa5b5072-e8fe-4c44-aa43-d34446bb0713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C6(CCC(C(C6CCC5(C4(CC3)C)C)(C)C)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(CO9)O)O)O)C)(C)C)O)OC(=O)CC(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)C)C)[C@@H]2CC(CC3)(C)C)C)O)OC(=O)CC(C)C)O
• InChI: InChI=1S/C58H94O22/c1-26(2)21-36(62)77-46-37(63)27(3)73-50(44(46)70)80-52(71)58-19-17-53(4,5)22-29(58)28-11-12-34-55(8)15-14-35(54(6,7)33(55)13-16-57(34,10)56(28,9)18-20-58)76-51-47(79-48-41(67)38(64)30(61)25-72-48)43(69)45(32(24-60)75-51)78-49-42(68)40(66)39(65)31(23-59)74-49/h11,26-27,29-35,37-51,59-61,63-70H,12-25H2,1-10H3/t27-,29-,30+,31+,32+,33-,34+,35-,37-,38-,39+,40-,41+,42+,43-,44+,45+,46+,47+,48-,49-,50-,51-,55-,56+,57+,58-/m0/s1
• InChI Key: HKGRVHPVUWPPMG-YRMWTEPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₂
• Molecular Weight: 1143.40 g/mol
• Exact Mass: 1142.62367462 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7383	73.83%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8892	88.92%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	-	0.5248	52.48%
CYP3A4 substrate	+	0.7388	73.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7382	73.82%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7733	77.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	+	0.7813	78.13%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.8219	82.19%
Honey bee toxicity	-	0.6342	63.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5105	51.05%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.17%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.04%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.98%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.94%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.21%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.67%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.28%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.13%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	84.69%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	84.20%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.42%	93.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.37%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.44%	95.89%
CHEMBL5028	O14672	ADAM10	80.24%	97.50%

Plants that contains it

• Campsiandra guayanensis

Cross-Links

• PubChem: 11672575
• LOTUS: LTS0197557
• wikiData: Q105029637