Robustaol B

Details

• Internal ID: 20a9187a-8541-4508-b51f-0584d550d02e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2,4-dihydroxy-6-methoxyphenyl)-2-methylpropan-1-one
• SMILES (Canonical): CC(C)C(=O)C1=C(C=C(C=C1OC)O)O
• SMILES (Isomeric): CC(C)C(=O)C1=C(C=C(C=C1OC)O)O
• InChI: InChI=1S/C11H14O4/c1-6(2)11(14)10-8(13)4-7(12)5-9(10)15-3/h4-6,12-13H,1-3H3
• InChI Key: BONNBLZTHDEOEP-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23 g/mol
• Exact Mass: 210.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL444423
• 1-(2,4-dihydroxy-6-methoxyphenyl)-2-methyl-1-propanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	+	0.7108	71.08%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8911	89.11%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9498	94.98%
P-glycoprotein inhibitior	-	0.9489	94.89%
P-glycoprotein substrate	-	0.9246	92.46%
CYP3A4 substrate	-	0.6407	64.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.5726	57.26%
CYP2C9 inhibition	-	0.6688	66.88%
CYP2C19 inhibition	+	0.5345	53.45%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	+	0.6296	62.96%
CYP2C8 inhibition	-	0.8320	83.20%
CYP inhibitory promiscuity	-	0.5834	58.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7356	73.56%
Carcinogenicity (trinary)	Non-required	0.7716	77.16%
Eye corrosion	-	0.6420	64.20%
Eye irritation	+	0.7456	74.56%
Skin irritation	-	0.6096	60.96%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6056	60.56%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7499	74.99%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5417	54.17%
Acute Oral Toxicity (c)	III	0.7296	72.96%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6283	62.83%
Thyroid receptor binding	+	0.5282	52.82%
Glucocorticoid receptor binding	-	0.7427	74.27%
Aromatase binding	+	0.5291	52.91%
PPAR gamma	+	0.5336	53.36%
Honey bee toxicity	-	0.8900	89.00%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5504	55.04%
Fish aquatic toxicity	+	0.9070	90.70%

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	97.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.64%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.43%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.40%	99.15%
CHEMBL3194	P02766	Transthyretin	85.97%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	84.21%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.98%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.81%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.76%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.81%	96.00%

Plants that contains it

• Eucalyptus robusta
• Kunzea sinclairii

Cross-Links

• PubChem: 5320990
• LOTUS: LTS0231542
• wikiData: Q104398989