[(3R,4R,5R,6R)-3-formyl-5,6,7-trihydroxy-1-oxo-1-(3,4,5-trihydroxyphenyl)heptan-4-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: d67af3d3-cb02-4f88-aabe-61f808e9e686
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: [(3R,4R,5R,6R)-3-formyl-5,6,7-trihydroxy-1-oxo-1-(3,4,5-trihydroxyphenyl)heptan-4-yl] 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C21H22O13/c22-6-10(5-11(24)8-1-12(25)17(30)13(26)2-8)20(19(32)16(29)7-23)34-21(33)9-3-14(27)18(31)15(28)4-9/h1-4,6,10,16,19-20,23,25-32H,5,7H2/t10-,16+,19+,20+/m0/s1
• InChI Key: DVPUPKPPHGCXOA-LCGBAKTPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₃
• Molecular Weight: 482.40 g/mol
• Exact Mass: 482.10604075 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.75
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6497	64.97%
Caco-2	-	0.9147	91.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6264	62.64%
OATP2B1 inhibitior	-	0.5626	56.26%
OATP1B1 inhibitior	+	0.7771	77.71%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5517	55.17%
P-glycoprotein inhibitior	-	0.6136	61.36%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8306	83.06%
CYP3A4 inhibition	-	0.8697	86.97%
CYP2C9 inhibition	-	0.9221	92.21%
CYP2C19 inhibition	-	0.9632	96.32%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.7405	74.05%
CYP2C8 inhibition	-	0.6008	60.08%
CYP inhibitory promiscuity	-	0.9427	94.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8732	87.32%
Carcinogenicity (trinary)	Non-required	0.7667	76.67%
Eye corrosion	-	0.9970	99.70%
Eye irritation	-	0.8386	83.86%
Skin irritation	-	0.8017	80.17%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7518	75.18%
Micronuclear	+	0.5508	55.08%
Hepatotoxicity	-	0.7593	75.93%
skin sensitisation	-	0.7223	72.23%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7760	77.60%
Acute Oral Toxicity (c)	III	0.7572	75.72%
Estrogen receptor binding	+	0.6857	68.57%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	-	0.6166	61.66%
Glucocorticoid receptor binding	-	0.5169	51.69%
Aromatase binding	-	0.6599	65.99%
PPAR gamma	-	0.5241	52.41%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9420	94.20%

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	98.04%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL3194	P02766	Transthyretin	91.79%	90.71%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.30%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.69%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.02%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.44%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.40%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.05%	89.00%

Plants that contains it

• Ephedra alata

Cross-Links

• PubChem: 162861538
• LOTUS: LTS0126939
• wikiData: Q104990286