Arugosin I

Details

• Internal ID: f31de76d-0124-4a75-b063-5d62c6423907
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: 2-[2,6-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-3-hydroxy-5-methylbenzaldehyde
• SMILES (Canonical): CC1=CC(=C(C(=C1)O)C(=O)C2=C(C=CC(=C2O)CC=C(C)C)O)C=O
• SMILES (Isomeric): CC1=CC(=C(C(=C1)O)C(=O)C2=C(C=CC(=C2O)CC=C(C)C)O)C=O
• InChI: InChI=1S/C20H20O5/c1-11(2)4-5-13-6-7-15(22)18(19(13)24)20(25)17-14(10-21)8-12(3)9-16(17)23/h4,6-10,22-24H,5H2,1-3H3
• InChI Key: KGZNOUBMMQKVJS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 2-[2,6-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-3-hydroxy-5-methylbenzaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6880	68.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.8699	86.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7308	73.08%
P-glycoprotein inhibitior	-	0.7289	72.89%
P-glycoprotein substrate	-	0.8396	83.96%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8107	81.07%
CYP3A4 inhibition	-	0.5643	56.43%
CYP2C9 inhibition	+	0.9200	92.00%
CYP2C19 inhibition	+	0.8919	89.19%
CYP2D6 inhibition	-	0.6525	65.25%
CYP1A2 inhibition	+	0.9055	90.55%
CYP2C8 inhibition	-	0.7470	74.70%
CYP inhibitory promiscuity	+	0.8371	83.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7683	76.83%
Carcinogenicity (trinary)	Non-required	0.7578	75.78%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.8865	88.65%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6368	63.68%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	+	0.5588	55.88%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5261	52.61%
Acute Oral Toxicity (c)	III	0.6441	64.41%
Estrogen receptor binding	+	0.8709	87.09%
Androgen receptor binding	+	0.7420	74.20%
Thyroid receptor binding	+	0.5311	53.11%
Glucocorticoid receptor binding	+	0.9326	93.26%
Aromatase binding	+	0.5498	54.98%
PPAR gamma	+	0.8762	87.62%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.38%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	93.62%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.14%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.31%	85.30%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.25%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.51%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL3194	P02766	Transthyretin	82.36%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.21%	96.95%

Plants that contains it

• Aegiceras corniculatum

Cross-Links

• PubChem: 24854386
• LOTUS: LTS0047151
• wikiData: Q75062204