Hyperbrasilone

Details

• Internal ID: 9deab5d5-9051-4fad-a1f4-85261d7c465d
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: 6-(4-hydroxyphenyl)-2,3,3-trimethyl-2H-furo[2,3-b]pyran-4-one
• SMILES (Canonical): CC1C(C2=C(O1)OC(=CC2=O)C3=CC=C(C=C3)O)(C)C
• SMILES (Isomeric): CC1C(C2=C(O1)OC(=CC2=O)C3=CC=C(C=C3)O)(C)C
• InChI: InChI=1S/C16H16O4/c1-9-16(2,3)14-12(18)8-13(20-15(14)19-9)10-4-6-11(17)7-5-10/h4-9,17H,1-3H3
• InChI Key: ICMYLWYQIYMIFN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 158991-19-6
• 6-(4-hydroxyphenyl)-2,3,3-trimethyl-2H-furo[2,3-b]pyran-4-one
• DTXSID10936028
• 4H-Furo(2,3-b)pyran-4-one, 2,3-dihydro-6-(4-hydroxyphenyl)-2,3,3-trimethyl-
• 6-(4-hydroxyphenyl)-2,3,3-trimethyl-2,3-dihydro-4H-furo[2,3-b]pyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.8225	82.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8082	80.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5149	51.49%
P-glycoprotein inhibitior	-	0.7031	70.31%
P-glycoprotein substrate	-	0.7892	78.92%
CYP3A4 substrate	+	0.5799	57.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7995	79.95%
CYP3A4 inhibition	-	0.5826	58.26%
CYP2C9 inhibition	+	0.8136	81.36%
CYP2C19 inhibition	-	0.5187	51.87%
CYP2D6 inhibition	-	0.8909	89.09%
CYP1A2 inhibition	-	0.5743	57.43%
CYP2C8 inhibition	+	0.5090	50.90%
CYP inhibitory promiscuity	-	0.6368	63.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.3895	38.95%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.5497	54.97%
Skin irritation	-	0.7160	71.60%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5167	51.67%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6597	65.97%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.8035	80.35%
Thyroid receptor binding	+	0.5488	54.88%
Glucocorticoid receptor binding	-	0.6085	60.85%
Aromatase binding	+	0.7585	75.85%
PPAR gamma	+	0.7015	70.15%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	93.10%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.57%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.82%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.95%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.64%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.70%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.10%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.40%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.62%	90.71%

Plants that contains it

• Hypericum brasiliense

Cross-Links

• PubChem: 197685
• LOTUS: LTS0058912
• wikiData: Q82912150