Brosimacutin G

Details

• Internal ID: 4a3942be-36a5-46b0-985d-dab007204e3f
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Furanochalcones
• IUPAC Name: (E)-1-[(2S,3S)-3,4-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C20H20O6/c1-20(2,25)19-18(24)16-15(26-19)10-8-13(17(16)23)14(22)9-5-11-3-6-12(21)7-4-11/h3-10,18-19,21,23-25H,1-2H3/b9-5+/t18-,19-/m0/s1
• InChI Key: KJPLNWFZFTXFPY-FQMXMGHCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 350221-50-0
• (E)-1-[(2S,3S)-3,4-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• CHEBI:186168
• LMPK12120035
• AKOS040735030
• FS-7597
• (E)-1-[(2S,3S)-3,4-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzouran-5-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.6022	60.22%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6708	67.08%
P-glycoprotein inhibitior	-	0.5377	53.77%
P-glycoprotein substrate	-	0.7753	77.53%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	+	0.5516	55.16%
CYP2C9 inhibition	+	0.7716	77.16%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7263	72.63%
CYP1A2 inhibition	+	0.8902	89.02%
CYP2C8 inhibition	+	0.6289	62.89%
CYP inhibitory promiscuity	+	0.8997	89.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4139	41.39%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6787	67.87%
Skin irritation	-	0.6459	64.59%
Skin corrosion	-	0.8670	86.70%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6228	62.28%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6810	68.10%
skin sensitisation	-	0.6019	60.19%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.6600	66.00%
Estrogen receptor binding	+	0.8295	82.95%
Androgen receptor binding	+	0.7060	70.60%
Thyroid receptor binding	+	0.6648	66.48%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.7142	71.42%
PPAR gamma	+	0.8165	81.65%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	91.84%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.78%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.10%	90.93%
CHEMBL3194	P02766	Transthyretin	89.08%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.90%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	86.47%	97.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.58%	99.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.31%	85.00%

Plants that contains it

• Brosimum acutifolium

Cross-Links

• PubChem: 11325738
• LOTUS: LTS0207054
• wikiData: Q76416954