(3S)-4-(5-acetyl-2-hydroxyphenyl)-3-methoxy-2-methylidenebutanal

Details

• Internal ID: 4e82b9fc-b15d-45c5-845d-97fe945e8b00
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (3S)-4-(5-acetyl-2-hydroxyphenyl)-3-methoxy-2-methylidenebutanal
• SMILES (Canonical): CC(=O)C1=CC(=C(C=C1)O)CC(C(=C)C=O)OC
• SMILES (Isomeric): CC(=O)C1=CC(=C(C=C1)O)C[C@@H](C(=C)C=O)OC
• InChI: InChI=1S/C14H16O4/c1-9(8-15)14(18-3)7-12-6-11(10(2)16)4-5-13(12)17/h4-6,8,14,17H,1,7H2,2-3H3/t14-/m0/s1
• InChI Key: JTMOFRTYJKYSLR-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.5449	54.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8539	85.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8454	84.54%
P-glycoprotein inhibitior	-	0.9375	93.75%
P-glycoprotein substrate	-	0.8192	81.92%
CYP3A4 substrate	-	0.5561	55.61%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.7015	70.15%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	+	0.6312	63.12%
CYP2D6 inhibition	-	0.7829	78.29%
CYP1A2 inhibition	+	0.5986	59.86%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6784	67.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7103	71.03%
Carcinogenicity (trinary)	Non-required	0.7774	77.74%
Eye corrosion	-	0.9369	93.69%
Eye irritation	-	0.5318	53.18%
Skin irritation	-	0.6836	68.36%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4313	43.13%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.4753	47.53%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5937	59.37%
Acute Oral Toxicity (c)	III	0.4539	45.39%
Estrogen receptor binding	+	0.7406	74.06%
Androgen receptor binding	-	0.5516	55.16%
Thyroid receptor binding	-	0.5852	58.52%
Glucocorticoid receptor binding	+	0.6477	64.77%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	-	0.6622	66.22%
Honey bee toxicity	-	0.8826	88.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	97.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.26%	91.49%
CHEMBL4208	P20618	Proteasome component C5	91.10%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.88%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.12%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.30%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.82%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.27%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	86.94%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.22%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.04%	97.21%
CHEMBL3194	P02766	Transthyretin	81.79%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%

Plants that contains it

• Osteospermum imbricatum

Cross-Links

• PubChem: 162883912
• LOTUS: LTS0161780
• wikiData: Q105134860