Fremontin Tetraacetate

Details

• Internal ID: a6084cb8-360b-462c-86eb-ddfe36b98b27
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: [5-acetyloxy-3-[4,5-diacetyloxy-2-(2-methylbut-3-en-2-yl)phenyl]-4-oxochromen-7-yl] acetate
• InChI: InChI=1S/C28H26O10/c1-8-28(6,7)21-12-23(37-16(4)31)22(36-15(3)30)11-19(21)20-13-34-24-9-18(35-14(2)29)10-25(38-17(5)32)26(24)27(20)33/h8-13H,1H2,2-7H3
• InChI Key: GXUDMRDICMYDQL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₁₀
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.15259702 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• (5-acetyloxy-3-(4,5-diacetyloxy-2-(2-methylbut-3-en-2-yl)phenyl)-4-oxochromen-7-yl) acetate
• [5-acetyloxy-3-[4,5-diacetyloxy-2-(2-methylbut-3-en-2-yl)phenyl]-4-oxochromen-7-yl] acetate
• RefChem:141523
• CHEMBL491160

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	-	0.7565	75.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6832	68.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9508	95.08%
P-glycoprotein inhibitior	+	0.8991	89.91%
P-glycoprotein substrate	-	0.8219	82.19%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	-	0.6480	64.80%
CYP2C19 inhibition	-	0.5113	51.13%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.5589	55.89%
CYP2C8 inhibition	+	0.5155	51.55%
CYP inhibitory promiscuity	+	0.5489	54.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4620	46.20%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8078	80.78%
Skin irritation	-	0.8003	80.03%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8526	85.26%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.8050	80.50%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7305	73.05%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.7749	77.49%
Thyroid receptor binding	+	0.6533	65.33%
Glucocorticoid receptor binding	+	0.7373	73.73%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.6649	66.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.75%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.39%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.95%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.03%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.03%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.81%	91.07%
CHEMBL4208	P20618	Proteasome component C5	81.13%	90.00%

Plants that contains it

• Psorodendron arborescens

Cross-Links

• PubChem: 44566227
• NPASS: NPC474983
• ChEMBL: CHEMBL491160
• LOTUS: LTS0123945
• wikiData: Q105023400