1-(2,4,5-Trimethoxyphenyl)-1,2-propanedione

Details

• Internal ID: 776c4107-08e5-4f34-a6c6-ca8615d37084
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 1-(2,4,5-trimethoxyphenyl)propane-1,2-dione
• SMILES (Canonical): CC(=O)C(=O)C1=CC(=C(C=C1OC)OC)OC
• SMILES (Isomeric): CC(=O)C(=O)C1=CC(=C(C=C1OC)OC)OC
• InChI: InChI=1S/C12H14O5/c1-7(13)12(14)8-5-10(16-3)11(17-4)6-9(8)15-2/h5-6H,1-4H3
• InChI Key: UUZQHDNTPXKEID-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 1-(2,4,5-trimethoxyphenyl)propane-1,2-dione
• CHEMBL450829
• 2020-84-0
• DTXSID90569535
• CHEBI:174229
• BDBM50259875
• 1-(2,4,5-trimethoxyphenyl)propan-1,2-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.7914	79.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7728	77.28%
P-glycoprotein inhibitior	-	0.9047	90.47%
P-glycoprotein substrate	-	0.9350	93.50%
CYP3A4 substrate	-	0.6687	66.87%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.7499	74.99%
CYP3A4 inhibition	-	0.8489	84.89%
CYP2C9 inhibition	-	0.9850	98.50%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	+	0.7349	73.49%
CYP2C8 inhibition	-	0.9019	90.19%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7517	75.17%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	+	0.5790	57.90%
Eye irritation	+	0.9383	93.83%
Skin irritation	-	0.6856	68.56%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5576	55.76%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5170	51.70%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.6479	64.79%
Androgen receptor binding	-	0.7680	76.80%
Thyroid receptor binding	-	0.6283	62.83%
Glucocorticoid receptor binding	-	0.7359	73.59%
Aromatase binding	-	0.5921	59.21%
PPAR gamma	-	0.8158	81.58%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7704	77.04%
Fish aquatic toxicity	+	0.9177	91.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.22%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.60%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.64%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.09%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.95%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.27%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Acorus calamus
• Acorus calamus var. angustatus
• Acorus gramineus
• Magnolia salicifolia
• Piper cubeba

Cross-Links

• PubChem: 15172937
• NPASS: NPC143649
• LOTUS: LTS0144016
• wikiData: Q82456694