[3,4,5-Trihydroxy-6-[2-hydroxy-4,4,6,6-tetramethyl-2-(2-methylpropyl)-3,5-dioxocyclohexyl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: e14872f7-58d6-486c-91cb-a3fd0f37b416
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[2-hydroxy-4,4,6,6-tetramethyl-2-(2-methylpropyl)-3,5-dioxocyclohexyl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(C)CC1(C(C(C(=O)C(C1=O)(C)C)(C)C)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(C)CC1(C(C(C(=O)C(C1=O)(C)C)(C)C)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H38O13/c1-11(2)9-27(37)23(36)25(3,4)22(35)26(5,6)24(27)40-21-19(33)18(32)17(31)15(39-21)10-38-20(34)12-7-13(28)16(30)14(29)8-12/h7-8,11,15,17-19,21,24,28-33,37H,9-10H2,1-6H3
• InChI Key: WCCHBRULTMYRJM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₁₃
• Molecular Weight: 570.60 g/mol
• Exact Mass: 570.23124126 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5510	55.10%
Caco-2	-	0.8525	85.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.7028	70.28%
OATP1B3 inhibitior	+	0.8900	89.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6524	65.24%
P-glycoprotein inhibitior	+	0.5973	59.73%
P-glycoprotein substrate	-	0.7699	76.99%
CYP3A4 substrate	+	0.6426	64.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.7999	79.99%
CYP2C9 inhibition	-	0.7116	71.16%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	+	0.5195	51.95%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9135	91.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.8377	83.77%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5251	52.51%
Micronuclear	-	0.6408	64.08%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8138	81.38%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8872	88.72%
Acute Oral Toxicity (c)	III	0.7340	73.40%
Estrogen receptor binding	+	0.7341	73.41%
Androgen receptor binding	+	0.6915	69.15%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.6557	65.57%
PPAR gamma	+	0.6592	65.92%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9347	93.47%

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	99.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.95%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.57%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.28%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.21%	85.14%
CHEMBL4208	P20618	Proteasome component C5	88.98%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.75%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.68%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.35%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.96%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.86%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	86.78%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.92%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.38%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.36%	94.42%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.12%	92.62%

Plants that contains it

• Myrtus communis

Cross-Links

• PubChem: 20112026
• LOTUS: LTS0227448
• wikiData: Q105301298