Dihydrosorbicillin

Details

• Internal ID: 71eb0b2c-7189-4e7c-887e-bf362cb32dcc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hex-4-en-1-one
• SMILES (Canonical): CC=CCCC(=O)C1=C(C(=C(C(=C1)C)O)C)O
• SMILES (Isomeric): C/C=C/CCC(=O)C1=C(C(=C(C(=C1)C)O)C)O
• InChI: InChI=1S/C14H18O3/c1-4-5-6-7-12(15)11-8-9(2)13(16)10(3)14(11)17/h4-5,8,16-17H,6-7H2,1-3H3/b5-4+
• InChI Key: QQBOFNUXGPKLIK-SNAWJCMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 2',3'-Dihydrosorbicillin
• 79950-82-6
• R5UQ4Q5HUQ
• UNII-R5UQ4Q5HUQ
• (4E)-1-(2,4-Dihydroxy-3,5-dimethylphenyl)-4-hexen-1-one
• 4-Hexen-1-one, 1-(2,4-dihydroxy-3,5-dimethylphenyl)-, (4E)-
• 4-Hexen-1-one, 1-(2,4-dihydroxy-3,5-dimethylphenyl)-, (E)-
• 2'3'-dihydrosorbicillin
• CHEMBL460262
• (E)-1-(2,4-Dihydroxy-3,5-dimethylphenyl)-4-hexen-1-one
• AKOS030213188
• (E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hex-4-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.8876	88.76%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.7065	70.65%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7595	75.95%
P-glycoprotein inhibitior	-	0.9663	96.63%
P-glycoprotein substrate	-	0.9381	93.81%
CYP3A4 substrate	-	0.6281	62.81%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8310	83.10%
CYP3A4 inhibition	+	0.7406	74.06%
CYP2C9 inhibition	+	0.5109	51.09%
CYP2C19 inhibition	+	0.6450	64.50%
CYP2D6 inhibition	-	0.7758	77.58%
CYP1A2 inhibition	+	0.7458	74.58%
CYP2C8 inhibition	-	0.8422	84.22%
CYP inhibitory promiscuity	+	0.6523	65.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7873	78.73%
Carcinogenicity (trinary)	Non-required	0.7265	72.65%
Eye corrosion	-	0.9275	92.75%
Eye irritation	+	0.6914	69.14%
Skin irritation	+	0.5550	55.50%
Skin corrosion	-	0.7538	75.38%
Ames mutagenesis	-	0.5832	58.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.6701	67.01%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5214	52.14%
skin sensitisation	+	0.7022	70.22%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.7378	73.78%
Estrogen receptor binding	+	0.5561	55.61%
Androgen receptor binding	-	0.7389	73.89%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	-	0.6406	64.06%
PPAR gamma	+	0.5975	59.75%
Honey bee toxicity	-	0.9622	96.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9355	93.55%

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	93.24%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.10%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.95%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.80%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.36%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.94%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.10%	90.71%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 21676140
• LOTUS: LTS0079585
• wikiData: Q105225725