4-hydroxy-5-[2-[(E)-3-hydroxyprop-1-enyl]-4-methylphenyl]-3-methylhexan-2-one

Details

• Internal ID: ac3fa91e-22ea-4a50-b647-5f17a26da3d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 4-hydroxy-5-[2-[(E)-3-hydroxyprop-1-enyl]-4-methylphenyl]-3-methylhexan-2-one
• SMILES (Canonical): CC1=CC(=C(C=C1)C(C)C(C(C)C(=O)C)O)C=CCO
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(C)C(C(C)C(=O)C)O)/C=C/CO
• InChI: InChI=1S/C17H24O3/c1-11-7-8-16(15(10-11)6-5-9-18)13(3)17(20)12(2)14(4)19/h5-8,10,12-13,17-18,20H,9H2,1-4H3/b6-5+
• InChI Key: FTTQBBNJVTYJPS-AATRIKPKSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 4-hydroxy-5-[2-[(E)-3-hydroxyprop-1-enyl]-4-methylphenyl]-3-methylhexan-2-one
• Antibiotic NFAT 133
• AKOS040735622
• 165133-85-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7744	77.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8932	89.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8473	84.73%
P-glycoprotein inhibitior	-	0.8591	85.91%
P-glycoprotein substrate	-	0.8518	85.18%
CYP3A4 substrate	-	0.5674	56.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	-	0.6560	65.60%
CYP2C9 inhibition	-	0.8730	87.30%
CYP2C19 inhibition	-	0.5940	59.40%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	+	0.5331	53.31%
CYP2C8 inhibition	-	0.9331	93.31%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6263	62.63%
Carcinogenicity (trinary)	Non-required	0.7754	77.54%
Eye corrosion	-	0.8707	87.07%
Eye irritation	-	0.9831	98.31%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6515	65.15%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5399	53.99%
skin sensitisation	+	0.7268	72.68%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6151	61.51%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	-	0.6131	61.31%
Androgen receptor binding	-	0.5342	53.42%
Thyroid receptor binding	-	0.5214	52.14%
Glucocorticoid receptor binding	-	0.6190	61.90%
Aromatase binding	-	0.5062	50.62%
PPAR gamma	-	0.5773	57.73%
Honey bee toxicity	-	0.9650	96.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8852	88.52%

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	95.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.77%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.19%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.61%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.73%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.90%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.99%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.74%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11778214
• LOTUS: LTS0161254
• wikiData: Q75065244