(2S,3S,4R,4aS,6aS,6bS,8aS,12aR,14aS,14bS)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4R,5R,6S)-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: 75aa79cf-a29e-4c49-aa88-de9896f2bb8e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4R,4aS,6aS,6bS,8aS,12aR,14aS,14bS)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4R,5R,6S)-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(CC(C(C5(C)C(=O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@]([C@@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4CC(CC5)(C)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)C)(C[C@@H]([C@H]([C@]3(C)C(=O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O)O)C
• InChI: InChI=1S/C48H76O21/c1-43(2)11-13-48(42(63)69-40-36(60)33(57)30(54)25(67-40)19-64-38-34(58)31(55)28(52)23(17-49)65-38)14-12-45(4)20(21(48)15-43)7-8-26-44(3)16-22(51)37(47(6,41(61)62)27(44)9-10-46(26,45)5)68-39-35(59)32(56)29(53)24(18-50)66-39/h7,21-40,49-60H,8-19H2,1-6H3,(H,61,62)/t21-,22+,23+,24+,25+,26+,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37-,38+,39-,40-,44+,45-,46+,47-,48+/m1/s1
• InChI Key: IFAFXSQFSWYJGN-KUURPJPTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₁
• Molecular Weight: 989.10 g/mol
• Exact Mass: 988.48790943 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 20
• H-Bond Donor: 13
• Rotatable Bonds: 10

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	-	0.8847	88.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8232	82.32%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.6923	69.23%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.6714	67.14%
CYP3A4 substrate	+	0.6987	69.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
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	+	0.6515	65.15%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7292	72.92%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5607	56.07%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	-	0.5132	51.32%
Glucocorticoid receptor binding	+	0.7422	74.22%
Aromatase binding	+	0.6134	61.34%
PPAR gamma	+	0.7929	79.29%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.50%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.38%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.95%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.76%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.38%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.96%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.60%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.83%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.74%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.38%	96.77%
CHEMBL2581	P07339	Cathepsin D	83.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.97%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.87%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.80%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.76%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.00%	95.00%

Plants that contains it

• Aster ageratoides

Cross-Links

• PubChem: 162897661
• LOTUS: LTS0100926
• wikiData: Q105112061