Hofmeisterin II

Details

• Internal ID: d694cf49-f266-4c25-9934-40a4e900ec4e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1,4-bis(2-hydroxy-4-methylphenyl)butane-1,4-dione
• SMILES (Canonical): CC1=CC(=C(C=C1)C(=O)CCC(=O)C2=C(C=C(C=C2)C)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(=O)CCC(=O)C2=C(C=C(C=C2)C)O)O
• InChI: InChI=1S/C18H18O4/c1-11-3-5-13(17(21)9-11)15(19)7-8-16(20)14-6-4-12(2)10-18(14)22/h3-6,9-10,21-22H,7-8H2,1-2H3
• InChI Key: VCMZMLWIPPPAOG-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• GlyTouCan:G00654VN
• G00654VN
• 122427-50-3
• 1,4-bis(2'-hydroxy-4'-methylphenyl)butane-1,4-dione
• Hofmeisterin II
• 1,4-bis(2-hydroxy-4-methylphenyl)butane-1,4-dione
• CHEBI:67436
• Q27135901

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9441	94.41%
Caco-2	+	0.8541	85.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.9574	95.74%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5095	50.95%
P-glycoprotein inhibitior	-	0.7213	72.13%
P-glycoprotein substrate	-	0.9749	97.49%
CYP3A4 substrate	-	0.7409	74.09%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8096	80.96%
CYP3A4 inhibition	-	0.5383	53.83%
CYP2C9 inhibition	+	0.8257	82.57%
CYP2C19 inhibition	+	0.7915	79.15%
CYP2D6 inhibition	-	0.6183	61.83%
CYP1A2 inhibition	+	0.8345	83.45%
CYP2C8 inhibition	-	0.9256	92.56%
CYP inhibitory promiscuity	-	0.5875	58.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7099	70.99%
Carcinogenicity (trinary)	Non-required	0.7281	72.81%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.8325	83.25%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.8259	82.59%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5134	51.34%
Micronuclear	-	0.5782	57.82%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8816	88.16%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5868	58.68%
Acute Oral Toxicity (c)	III	0.7353	73.53%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.5850	58.50%
Thyroid receptor binding	-	0.6217	62.17%
Glucocorticoid receptor binding	-	0.4883	48.83%
Aromatase binding	-	0.5864	58.64%
PPAR gamma	+	0.6610	66.10%
Honey bee toxicity	-	0.9852	98.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9666	96.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.71%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.26%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%

Plants that contains it

• Hofmeisteria schaffneri

Cross-Links

• PubChem: 14107494
• NPASS: NPC298456
• LOTUS: LTS0164705
• wikiData: Q27135901