1-(2,6-Dihydroxy-4-methoxyphenyl)butan-1-one

Details

• Internal ID: 76cc3a32-ddb8-4292-b2bb-33fe33ba9b95
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2,6-dihydroxy-4-methoxyphenyl)butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C=C1O)OC)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C=C1O)OC)O
• InChI: InChI=1S/C11H14O4/c1-3-4-8(12)11-9(13)5-7(15-2)6-10(11)14/h5-6,13-14H,3-4H2,1-2H3
• InChI Key: SIAXRISTUAUQAK-UHFFFAOYSA-N
• Popularity: 1 reference 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: 2.20
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 1-(2,6-Dihydroxy-4-methoxyphenyl)-1-butanone
• 437-72-9
• Desaspidinol
• SCHEMBL11851967
• SIAXRISTUAUQAK-UHFFFAOYSA-N
• 1-(2,6-Dihydroxy-4-methoxyphenyl)-1-butanone #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9473	94.73%
Caco-2	+	0.8135	81.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8892	88.92%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9697	96.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7859	78.59%
P-glycoprotein inhibitior	-	0.9354	93.54%
P-glycoprotein substrate	-	0.9291	92.91%
CYP3A4 substrate	-	0.6816	68.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.5209	52.09%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7827	78.27%
CYP2D6 inhibition	-	0.6763	67.63%
CYP1A2 inhibition	+	0.8164	81.64%
CYP2C8 inhibition	-	0.7377	73.77%
CYP inhibitory promiscuity	+	0.5257	52.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7934	79.34%
Carcinogenicity (trinary)	Non-required	0.7459	74.59%
Eye corrosion	-	0.8926	89.26%
Eye irritation	+	0.9677	96.77%
Skin irritation	-	0.7024	70.24%
Skin corrosion	-	0.8586	85.86%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6560	65.60%
Micronuclear	-	0.7741	77.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6057	60.57%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6815	68.15%
Acute Oral Toxicity (c)	III	0.6163	61.63%
Estrogen receptor binding	+	0.5439	54.39%
Androgen receptor binding	-	0.5784	57.84%
Thyroid receptor binding	-	0.7130	71.30%
Glucocorticoid receptor binding	-	0.5412	54.12%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	-	0.4898	48.98%
Honey bee toxicity	-	0.9705	97.05%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8541	85.41%

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	96.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.04%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.58%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.27%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.94%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.78%	86.33%

Plants that contains it

• Berneuxia thibetica
• Dryopteris campyloptera
• Dryopteris crassirhizoma
• Leucosidea sericea

Cross-Links

• PubChem: 597630
• NPASS: NPC243649
• LOTUS: LTS0216260
• wikiData: Q105253512