Chushizisin F

Details

• Internal ID: e0c2e05c-1c5c-442e-82ab-2077447b7ccc
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-hydroxy-1-[(2S,3R)-3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-one
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC=C(C=C3)O)C(=O)CCO
• SMILES (Isomeric): COC1=CC(=CC2=C1O[C@@H]([C@H]2CO)C3=CC=C(C=C3)O)C(=O)CCO
• InChI: InChI=1S/C19H20O6/c1-24-17-9-12(16(23)6-7-20)8-14-15(10-21)18(25-19(14)17)11-2-4-13(22)5-3-11/h2-5,8-9,15,18,20-22H,6-7,10H2,1H3/t15-,18+/m0/s1
• InChI Key: XZFXZUSMWRAOOU-MAUKXSAKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL562583

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.4913	49.13%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8264	82.64%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.7706	77.06%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7801	78.01%
P-glycoprotein inhibitior	-	0.5152	51.52%
P-glycoprotein substrate	-	0.7030	70.30%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6623	66.23%
CYP3A4 inhibition	-	0.6778	67.78%
CYP2C9 inhibition	+	0.6454	64.54%
CYP2C19 inhibition	+	0.5648	56.48%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	+	0.5721	57.21%
CYP2C8 inhibition	+	0.8202	82.02%
CYP inhibitory promiscuity	+	0.6932	69.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5288	52.88%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.7907	79.07%
Skin irritation	-	0.8058	80.58%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4278	42.78%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6539	65.39%
Acute Oral Toxicity (c)	III	0.7138	71.38%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.6842	68.42%
Thyroid receptor binding	+	0.7244	72.44%
Glucocorticoid receptor binding	+	0.7362	73.62%
Aromatase binding	+	0.5654	56.54%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8906	89.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7304	73.04%
Fish aquatic toxicity	-	0.4362	43.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.07%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.12%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.22%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.44%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.01%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.82%	90.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.02%	89.44%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 42639501
• NPASS: NPC201606
• LOTUS: LTS0255054
• wikiData: Q105344912