1-[2-(6-Acetonyl-2-hydroxy-3,4-dimethoxy-phenyl)-3-hydroxy-4,5-dimethoxy-phenyl]propan-2-one

Details

• Internal ID: d5461329-ed5f-41b6-abb4-5371fb320ae4
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 1-[3-hydroxy-2-[2-hydroxy-3,4-dimethoxy-6-(2-oxopropyl)phenyl]-4,5-dimethoxyphenyl]propan-2-one
• SMILES (Canonical): CC(=O)CC1=CC(=C(C(=C1C2=C(C(=C(C=C2CC(=O)C)OC)OC)O)O)OC)OC
• SMILES (Isomeric): CC(=O)CC1=CC(=C(C(=C1C2=C(C(=C(C=C2CC(=O)C)OC)OC)O)O)OC)OC
• InChI: InChI=1S/C22H26O8/c1-11(23)7-13-9-15(27-3)21(29-5)19(25)17(13)18-14(8-12(2)24)10-16(28-4)22(30-6)20(18)26/h9-10,25-26H,7-8H2,1-6H3
• InChI Key: UJBPQMDXFRCLOJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	+	0.7583	75.83%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8886	88.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.7885	78.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7864	78.64%
P-glycoprotein inhibitior	-	0.4590	45.90%
P-glycoprotein substrate	-	0.9347	93.47%
CYP3A4 substrate	-	0.5769	57.69%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	+	0.3653	36.53%
CYP3A4 inhibition	-	0.7951	79.51%
CYP2C9 inhibition	-	0.6873	68.73%
CYP2C19 inhibition	+	0.7263	72.63%
CYP2D6 inhibition	+	0.5714	57.14%
CYP1A2 inhibition	+	0.7800	78.00%
CYP2C8 inhibition	+	0.4832	48.32%
CYP inhibitory promiscuity	-	0.5836	58.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7328	73.28%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.6473	64.73%
Skin irritation	-	0.8873	88.73%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4443	44.43%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.5764	57.64%
Estrogen receptor binding	+	0.8408	84.08%
Androgen receptor binding	-	0.6998	69.98%
Thyroid receptor binding	+	0.5594	55.94%
Glucocorticoid receptor binding	+	0.7114	71.14%
Aromatase binding	+	0.6436	64.36%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7104	71.04%
Fish aquatic toxicity	+	0.9816	98.16%

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	97.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.75%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	90.18%	83.82%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.04%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.39%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.13%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.45%	96.95%
CHEMBL2535	P11166	Glucose transporter	81.97%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.69%	95.56%

Plants that contains it

• Schisandra neglecta

Cross-Links

• PubChem: 71726089
• NPASS: NPC48261