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

Details

• Internal ID: 48573f28-20f0-46cd-8851-f61b0569764d
• 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,8aR,9R,10R,11R,12aR,14bS)-1,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-10-(3,4,5-trihydroxybenzoyl)oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)C)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(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)C)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/C43H62O15/c1-20-9-12-43(37(54)58-36-32(52)31(51)30(50)26(18-44)56-36)14-13-40(4)22(33(43)42(20,6)55)7-8-28-38(2)17-25(48)34(39(3,19-45)27(38)10-11-41(28,40)5)57-35(53)21-15-23(46)29(49)24(47)16-21/h7,15-16,20,25-28,30-34,36,44-52,55H,8-14,17-19H2,1-6H3/t20-,25-,26-,27-,28-,30-,31+,32-,33-,34+,36+,38+,39+,40-,41-,42-,43+/m1/s1
• InChI Key: BOJKDXPVZHQDAW-YJYZHTLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₂O₁₅
• Molecular Weight: 818.90 g/mol
• Exact Mass: 818.40887127 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• 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	-	0.8673	86.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7898	78.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7815	78.15%
OATP1B3 inhibitior	-	0.2633	26.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.8358	83.58%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	+	0.5677	56.77%
CYP3A4 substrate	+	0.7265	72.65%
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	+	0.7703	77.03%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9062	90.62%
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	+	0.6786	67.86%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8260	82.60%
Acute Oral Toxicity (c)	III	0.5125	51.25%
Estrogen receptor binding	+	0.7596	75.96%
Androgen receptor binding	+	0.7655	76.55%
Thyroid receptor binding	-	0.5349	53.49%
Glucocorticoid receptor binding	+	0.7427	74.27%
Aromatase binding	+	0.6212	62.12%
PPAR gamma	+	0.7705	77.05%
Honey bee toxicity	-	0.7525	75.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
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	99.70%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.80%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.40%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.30%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.71%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.67%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.99%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.55%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.03%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	87.98%	92.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.60%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.43%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.42%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.33%	96.77%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.40%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	82.66%	97.79%
CHEMBL4302	P08183	P-glycoprotein 1	82.14%	92.98%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.72%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	80.90%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.89%	94.33%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.06%	95.89%

Plants that contains it

• Quercus laurifolia

Cross-Links

• PubChem: 101635437
• LOTUS: LTS0212196
• wikiData: Q104939258