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

Details

• Internal ID: 2caebb6c-65ba-49ea-bc10-61274f868192
• 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] (1R,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-1,8,10,11-tetrahydroxy-1,2,6a,6b,9,12a-hexamethyl-9-[(3,4,5-trihydroxybenzoyl)oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C)O)C)C2C1(C)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C)O)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C43H62O16/c1-19-9-10-43(37(55)59-36-31(52)30(51)29(50)26(17-44)58-36)12-11-40(4)21(32(43)42(19,6)56)7-8-27-38(2)15-25(48)34(53)39(3,33(38)24(47)16-41(27,40)5)18-57-35(54)20-13-22(45)28(49)23(46)14-20/h7,13-14,19,24-27,29-34,36,44-53,56H,8-12,15-18H2,1-6H3/t19-,24-,25-,26-,27-,29-,30+,31-,32-,33-,34+,36+,38-,39+,40-,41-,42-,43+/m1/s1
• InChI Key: KTOMTVREHDYENB-NJPWZPHXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₂O₁₆
• Molecular Weight: 834.90 g/mol
• Exact Mass: 834.40378589 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8672	86.72%
Caco-2	-	0.8696	86.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7898	78.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7857	78.57%
OATP1B3 inhibitior	-	0.2633	26.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.7817	78.17%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.5603	56.03%
CYP3A4 substrate	+	0.7284	72.84%
CYP2C9 substrate	-	0.6064	60.64%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.7653	76.53%
CYP2C9 inhibition	-	0.8603	86.03%
CYP2C19 inhibition	-	0.8021	80.21%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	-	0.5622	56.22%
CYP2C8 inhibition	+	0.7779	77.79%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.6669	66.69%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6846	68.46%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9362	93.62%
Acute Oral Toxicity (c)	III	0.5125	51.25%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	+	0.7683	76.83%
Thyroid receptor binding	-	0.5120	51.20%
Glucocorticoid receptor binding	+	0.7378	73.78%
Aromatase binding	+	0.6210	62.10%
PPAR gamma	+	0.7805	78.05%
Honey bee toxicity	-	0.7413	74.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9890	98.90%

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	99.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.76%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.67%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.85%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	91.41%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.12%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.99%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.41%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.39%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.25%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.76%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.54%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.97%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.80%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.67%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.56%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.12%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.63%	95.83%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10676955
• LOTUS: LTS0249482
• wikiData: Q105145895