Arugosin H

Details

• Internal ID: bf191e7f-f4ae-49bc-8a1f-e676d959e5c6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: 2-[2,6-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-3,6-dihydroxy-5-methylbenzaldehyde
• SMILES (Canonical): CC1=CC(=C(C(=C1O)C=O)C(=O)C2=C(C=CC(=C2O)CC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1O)C=O)C(=O)C2=C(C=CC(=C2O)CC=C(C)C)O)O
• InChI: InChI=1S/C20H20O6/c1-10(2)4-5-12-6-7-14(22)17(19(12)25)20(26)16-13(9-21)18(24)11(3)8-15(16)23/h4,6-9,22-25H,5H2,1-3H3
• InChI Key: CZDJEEIZTUDKDU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• arugosins H
• CHEMBL495669
• DTXSID401036993
• 2-[2,6-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-3,6-dihydroxy-5-methylbenzaldehyde
• 905929-10-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	-	0.5201	52.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	+	0.5796	57.96%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.8699	86.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6430	64.30%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.8416	84.16%
CYP3A4 substrate	-	0.5410	54.10%
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	-	0.7217	72.17%
CYP inhibitory promiscuity	+	0.8371	83.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7683	76.83%
Carcinogenicity (trinary)	Non-required	0.7578	75.78%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5723	57.23%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.8865	88.65%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6014	60.14%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.5588	55.88%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.6441	64.41%
Estrogen receptor binding	+	0.9148	91.48%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	+	0.5173	51.73%
Glucocorticoid receptor binding	+	0.9146	91.46%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.9032	90.32%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.99%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.24%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.62%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.24%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.13%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.11%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.85%	96.09%

Plants that contains it

• Lophira alata
• Lophira lanceolata
• Ochna afzelii
• Ochna calodendron

Cross-Links

• PubChem: 11844239
• LOTUS: LTS0155780
• wikiData: Q104394317