[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 9379ec32-e36d-4d1a-864c-1bd264d443d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)CO
• SMILES (Isomeric): C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)CO
• InChI: InChI=1S/C36H58O10/c1-31(18-38)12-14-36(30(44)46-29-28(43)27(42)26(41)22(17-37)45-29)15-13-34(4)20(21(36)16-31)6-7-24-32(2)10-9-25(40)33(3,19-39)23(32)8-11-35(24,34)5/h6,21-29,37-43H,7-19H2,1-5H3/t21-,22+,23+,24+,25-,26+,27-,28+,29-,31+,32-,33-,34+,35+,36-/m0/s1
• InChI Key: AVGSQQXPYYPWLU-PENQKJCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₀
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.40299804 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8325	83.25%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.5776	57.76%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.5579	55.79%
P-glycoprotein inhibitior	+	0.6809	68.09%
P-glycoprotein substrate	-	0.7635	76.35%
CYP3A4 substrate	+	0.7099	70.99%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.6197	61.97%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6893	68.93%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5378	53.78%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6730	67.30%
Androgen receptor binding	+	0.7303	73.03%
Thyroid receptor binding	-	0.5787	57.87%
Glucocorticoid receptor binding	+	0.6679	66.79%
Aromatase binding	+	0.6397	63.97%
PPAR gamma	+	0.6067	60.67%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9323	93.23%

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	96.60%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.30%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.91%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.06%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.53%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.13%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL5028	O14672	ADAM10	80.07%	97.50%

Plants that contains it

• Kalidium foliatum

Cross-Links

• PubChem: 23650411
• LOTUS: LTS0157914
• wikiData: Q104919483