Chushizisin E

Details

• Internal ID: 8e69234f-e26f-4bc1-ada8-a0fb74cc32ef
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[(2S,3R)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC=C(C=C3)O)CCCO
• SMILES (Isomeric): COC1=CC(=CC2=C1O[C@@H]([C@H]2CO)C3=CC=C(C=C3)O)CCCO
• InChI: InChI=1S/C19H22O5/c1-23-17-10-12(3-2-8-20)9-15-16(11-21)18(24-19(15)17)13-4-6-14(22)7-5-13/h4-7,9-10,16,18,20-22H,2-3,8,11H2,1H3/t16-,18+/m0/s1
• InChI Key: LLBVZGBPQIMZCG-FUHWJXTLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL571673

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.5231	52.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7893	78.93%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.6979	69.79%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4542	45.42%
P-glycoprotein inhibitior	-	0.4831	48.31%
P-glycoprotein substrate	-	0.5221	52.21%
CYP3A4 substrate	+	0.6191	61.91%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.5189	51.89%
CYP3A4 inhibition	-	0.7702	77.02%
CYP2C9 inhibition	+	0.5209	52.09%
CYP2C19 inhibition	+	0.5435	54.35%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	+	0.6136	61.36%
CYP2C8 inhibition	+	0.8876	88.76%
CYP inhibitory promiscuity	+	0.6924	69.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4848	48.48%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8904	89.04%
Skin irritation	-	0.7926	79.26%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7387	73.87%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.6881	68.81%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.7069	70.69%
Estrogen receptor binding	+	0.7307	73.07%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.7821	78.21%
Glucocorticoid receptor binding	+	0.5723	57.23%
Aromatase binding	+	0.5262	52.62%
PPAR gamma	-	0.4914	49.14%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	-	0.5000	50.00%

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	98.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.71%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.73%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.03%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.89%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.20%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.82%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.09%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.41%	98.75%
CHEMBL242	Q92731	Estrogen receptor beta	80.82%	98.35%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 44188450
• LOTUS: LTS0197489
• wikiData: Q105153401