Flemistrictin B

Details

• Internal ID: 2b1797a3-c8bb-485f-a971-47fcd990ec6e
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Furanochalcones
• IUPAC Name: (E)-1-[4-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2O)C(=O)C=CC3=CC=CC=C3)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C=CC(=C2O)C(=O)/C=C/C3=CC=CC=C3)O
• InChI: InChI=1S/C20H20O4/c1-20(2,23)18-12-15-17(24-18)11-9-14(19(15)22)16(21)10-8-13-6-4-3-5-7-13/h3-11,18,22-23H,12H2,1-2H3/b10-8+
• InChI Key: VQIOSZCXCDBKPH-CSKARUKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• LMPK12120006

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	-	0.6143	61.43%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7740	77.40%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7641	76.41%
P-glycoprotein inhibitior	-	0.5578	55.78%
P-glycoprotein substrate	-	0.8289	82.89%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.7446	74.46%
CYP2C9 inhibition	-	0.5141	51.41%
CYP2C19 inhibition	-	0.5181	51.81%
CYP2D6 inhibition	-	0.7913	79.13%
CYP1A2 inhibition	+	0.7698	76.98%
CYP2C8 inhibition	+	0.6673	66.73%
CYP inhibitory promiscuity	+	0.6143	61.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4478	44.78%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.6006	60.06%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.8724	87.24%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5978	59.78%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	-	0.5435	54.35%
skin sensitisation	-	0.6331	63.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7631	76.31%
Acute Oral Toxicity (c)	III	0.5972	59.72%
Estrogen receptor binding	+	0.9364	93.64%
Androgen receptor binding	+	0.7813	78.13%
Thyroid receptor binding	+	0.6534	65.34%
Glucocorticoid receptor binding	+	0.7441	74.41%
Aromatase binding	+	0.8015	80.15%
PPAR gamma	+	0.9232	92.32%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	98.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.17%	94.73%
CHEMBL5028	O14672	ADAM10	83.12%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.08%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.95%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.11%	97.09%

Plants that contains it

• Lonchocarpus sericeus

Cross-Links

• PubChem: 42607516
• LOTUS: LTS0015115
• wikiData: Q105291275