3-hydroxy-11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: ada3a1ce-b3ee-478d-8e32-d10aa8e1c46d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3-hydroxy-11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)CO
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)CO
• InChI: InChI=1S/C42H66O16/c1-37(19-44)12-14-42(36(54)58-34-32(51)30(49)28(47)23(57-34)18-55-33-31(50)29(48)27(46)22(17-43)56-33)15-13-39(3)20(21(42)16-37)6-7-24-38(2)10-9-26(45)41(5,35(52)53)25(38)8-11-40(24,39)4/h6,21-34,43-51H,7-19H2,1-5H3,(H,52,53)/t21?,22-,23-,24?,25?,26?,27-,28-,29+,30+,31-,32-,33-,34+,37?,38?,39?,40?,41?,42?/m1/s1
• InChI Key: VFGTXIPJRALTGK-PVAWLIRYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₆
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.43508601 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	-	0.4902	49.02%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	-	0.6657	66.57%
CYP3A4 substrate	+	0.7141	71.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.6792	67.92%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9108	91.08%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.9070	90.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6757	67.57%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6894	68.94%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.7888	78.88%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	-	0.6315	63.15%
Glucocorticoid receptor binding	+	0.6534	65.34%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.7484	74.84%
Honey bee toxicity	-	0.7582	75.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9440	94.40%

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	97.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.87%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.59%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.35%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	88.32%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.52%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.67%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.57%	100.00%
CHEMBL5028	O14672	ADAM10	82.41%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.31%	96.95%
CHEMBL2581	P07339	Cathepsin D	80.52%	98.95%

Plants that contains it

• Dianthus superbus

Cross-Links

• PubChem: 11968417
• LOTUS: LTS0078860
• wikiData: Q105285281