2,4,6-trihydroxy-3-methyl-5-[(3S)-3-methylpentanoyl]benzaldehyde

Details

• Internal ID: 20821b90-b48f-4060-95bc-70d947e0533d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2,4,6-trihydroxy-3-methyl-5-[(3S)-3-methylpentanoyl]benzaldehyde
• SMILES (Canonical): CCC(C)CC(=O)C1=C(C(=C(C(=C1O)C=O)O)C)O
• SMILES (Isomeric): CC[C@H](C)CC(=O)C1=C(C(=C(C(=C1O)C=O)O)C)O
• InChI: InChI=1S/C14H18O5/c1-4-7(2)5-10(16)11-13(18)8(3)12(17)9(6-15)14(11)19/h6-7,17-19H,4-5H2,1-3H3/t7-/m0/s1
• InChI Key: FNFBYOKOPYBWMY-ZETCQYMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 2,4,6-trihydroxy-3-methyl-5-[(3S)-3-methylpentanoyl]benzaldehyde
• 2,4,6-Trihydroxy-5-methyl-3-[(S)-3-methyl-1-oxopentyl]benzaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	+	0.8585	85.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8210	82.10%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	-	0.3812	38.12%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8570	85.70%
P-glycoprotein inhibitior	-	0.9571	95.71%
P-glycoprotein substrate	-	0.8177	81.77%
CYP3A4 substrate	-	0.5969	59.69%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	+	0.6814	68.14%
CYP2C9 inhibition	-	0.6520	65.20%
CYP2C19 inhibition	+	0.5115	51.15%
CYP2D6 inhibition	-	0.5941	59.41%
CYP1A2 inhibition	+	0.6460	64.60%
CYP2C8 inhibition	-	0.9336	93.36%
CYP inhibitory promiscuity	-	0.7086	70.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7266	72.66%
Carcinogenicity (trinary)	Non-required	0.7466	74.66%
Eye corrosion	-	0.9305	93.05%
Eye irritation	+	0.5669	56.69%
Skin irritation	-	0.6700	67.00%
Skin corrosion	-	0.6985	69.85%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4704	47.04%
Micronuclear	-	0.6999	69.99%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.5251	52.51%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5752	57.52%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5884	58.84%
Acute Oral Toxicity (c)	III	0.5271	52.71%
Estrogen receptor binding	+	0.5645	56.45%
Androgen receptor binding	+	0.5523	55.23%
Thyroid receptor binding	-	0.5599	55.99%
Glucocorticoid receptor binding	+	0.7460	74.60%
Aromatase binding	-	0.5812	58.12%
PPAR gamma	+	0.7854	78.54%
Honey bee toxicity	-	0.9717	97.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.02%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	88.09%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.23%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.16%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.89%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.58%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.29%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.02%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.19%	97.21%

Plants that contains it

• Eucalyptus grandis

Cross-Links

• PubChem: 15609883
• LOTUS: LTS0204444
• wikiData: Q104998270