Hiburipyranone

Details

• Internal ID: 2ffdd86a-f9fa-4275-8e63-2ea2b047aea5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 7-bromo-6,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CCCC1CC2=CC(=C(C(=C2C(=O)O1)O)Br)O
• SMILES (Isomeric): CCCC1CC2=CC(=C(C(=C2C(=O)O1)O)Br)O
• InChI: InChI=1S/C12H13BrO4/c1-2-3-7-4-6-5-8(14)10(13)11(15)9(6)12(16)17-7/h5,7,14-15H,2-4H2,1H3
• InChI Key: ABYJQBOBODIJHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃BrO₄
• Molecular Weight: 301.13 g/mol
• Exact Mass: 299.99972 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 7-bromo-6,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• 7-Bromo-3,4-dihydro-6,8-dihydroxy-3-propyl-1H-2-benzopyran-1-one
• CHEMBL3800199

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8985	89.85%
Caco-2	+	0.8754	87.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4603	46.03%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9669	96.69%
P-glycoprotein inhibitior	-	0.9500	95.00%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	-	0.5385	53.85%
CYP2C9 substrate	+	0.6210	62.10%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	+	0.6988	69.88%
CYP2C9 inhibition	+	0.5622	56.22%
CYP2C19 inhibition	-	0.6806	68.06%
CYP2D6 inhibition	-	0.8415	84.15%
CYP1A2 inhibition	-	0.5757	57.57%
CYP2C8 inhibition	-	0.8112	81.12%
CYP inhibitory promiscuity	+	0.5872	58.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8491	84.91%
Carcinogenicity (trinary)	Non-required	0.4688	46.88%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.8714	87.14%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5153	51.53%
Micronuclear	-	0.6752	67.52%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7884	78.84%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6963	69.63%
Acute Oral Toxicity (c)	II	0.3434	34.34%
Estrogen receptor binding	+	0.8861	88.61%
Androgen receptor binding	+	0.6183	61.83%
Thyroid receptor binding	+	0.5785	57.85%
Glucocorticoid receptor binding	+	0.8629	86.29%
Aromatase binding	-	0.5112	51.12%
PPAR gamma	+	0.6698	66.98%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	98.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.06%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.03%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.20%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.30%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.26%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	82.01%	95.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10335012
• LOTUS: LTS0030116
• wikiData: Q104908935