Arenol

Details

• Internal ID: 98072a9a-c544-45a0-bff6-4d6dd2cfdc51
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 3-[[4-acetyl-2,3,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-4-hydroxy-5,6-dimethylpyran-2-one
• SMILES (Canonical): CC1=C(OC(=O)C(=C1O)CC2=C(C(=C(C(=C2O)O)C(=O)C)CC=C(C)C)O)C
• SMILES (Isomeric): CC1=C(OC(=O)C(=C1O)CC2=C(C(=C(C(=C2O)O)C(=O)C)CC=C(C)C)O)C
• InChI: InChI=1S/C21H24O7/c1-9(2)6-7-13-16(11(4)22)20(26)19(25)14(18(13)24)8-15-17(23)10(3)12(5)28-21(15)27/h6,23-26H,7-8H2,1-5H3
• InChI Key: BGLAMXJBTZOWLK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 32274-51-4
• 3-[[4-acetyl-2,3,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-4-hydroxy-5,6-dimethylpyran-2-one
• 3-[4-Acetyl-2,3,6-trihydroxy-5-(3-methyl-2-butenyl)benzyl]-4-hydroxy-5,6-dimethyl-2H-pyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7834	78.34%
Caco-2	-	0.5308	53.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	0.5595	55.95%
OATP1B1 inhibitior	-	0.3535	35.35%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6505	65.05%
P-glycoprotein inhibitior	-	0.7658	76.58%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	+	0.8266	82.66%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8560	85.60%
CYP2C9 inhibition	+	0.6974	69.74%
CYP2C19 inhibition	+	0.5902	59.02%
CYP2D6 inhibition	-	0.7683	76.83%
CYP1A2 inhibition	-	0.5907	59.07%
CYP2C8 inhibition	-	0.7315	73.15%
CYP inhibitory promiscuity	-	0.6441	64.41%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7222	72.22%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.5558	55.58%
Skin irritation	-	0.7511	75.11%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4302	43.02%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7315	73.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.5461	54.61%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.5869	58.69%
Thyroid receptor binding	-	0.5956	59.56%
Glucocorticoid receptor binding	+	0.8207	82.07%
Aromatase binding	-	0.5639	56.39%
PPAR gamma	+	0.7956	79.56%
Honey bee toxicity	-	0.8998	89.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6751	67.51%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.88%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	95.20%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.93%	83.57%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.66%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.40%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%

Plants that contains it

• Helichrysum stoechas

Cross-Links

• PubChem: 71436959
• LOTUS: LTS0210000
• wikiData: Q104397758