Phyllamyricin E

Details

• Internal ID: e45dfb76-5f60-4bab-95f5-b419fdc70de4
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 4-(1,3-benzodioxol-5-yl)-1,6,7-trimethoxy-1H-benzo[f][2]benzofuran-3-one
• SMILES (Canonical): COC1C2=C(C(=C3C=C(C(=CC3=C2)OC)OC)C4=CC5=C(C=C4)OCO5)C(=O)O1
• SMILES (Isomeric): COC1C2=C(C(=C3C=C(C(=CC3=C2)OC)OC)C4=CC5=C(C=C4)OCO5)C(=O)O1
• InChI: InChI=1S/C22H18O7/c1-24-16-8-12-6-14-20(21(23)29-22(14)26-3)19(13(12)9-17(16)25-2)11-4-5-15-18(7-11)28-10-27-15/h4-9,22H,10H2,1-3H3
• InChI Key: JJEHCCQUBCQCHI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₇
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.10525291 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL512822
• 9-Benzo[1,3]dioxol-5-yl-3,6,7-trimethoxy-3H-naphtho[2,3-c]furan-1-one
• 4-(1,3-benzodioxol-5-yl)-1,6,7-trimethoxy-1H-benzo[f]isobenzofuran-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8195	81.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7346	73.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8679	86.79%
P-glycoprotein inhibitior	+	0.7896	78.96%
P-glycoprotein substrate	-	0.7610	76.10%
CYP3A4 substrate	+	0.5890	58.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	+	0.8902	89.02%
CYP2C9 inhibition	+	0.9104	91.04%
CYP2C19 inhibition	+	0.9300	93.00%
CYP2D6 inhibition	-	0.6067	60.67%
CYP1A2 inhibition	-	0.6180	61.80%
CYP2C8 inhibition	+	0.5841	58.41%
CYP inhibitory promiscuity	+	0.9334	93.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4143	41.43%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.7197	71.97%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7407	74.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.5661	56.61%
Estrogen receptor binding	+	0.9556	95.56%
Androgen receptor binding	+	0.7217	72.17%
Thyroid receptor binding	+	0.7898	78.98%
Glucocorticoid receptor binding	+	0.9307	93.07%
Aromatase binding	+	0.5706	57.06%
PPAR gamma	+	0.7731	77.31%
Honey bee toxicity	-	0.7375	73.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9733	97.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.76%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.96%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.38%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.17%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.69%	96.77%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.93%	80.96%
CHEMBL240	Q12809	HERG	89.46%	89.76%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	89.18%	92.38%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.12%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.18%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.33%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.43%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.01%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.81%	97.14%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.68%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.60%	95.78%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.01%	94.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.39%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.89%	94.75%
CHEMBL1907	P15144	Aminopeptidase N	80.54%	93.31%

Plants that contains it

• Euphorbia fischeriana
• Euphorbia maculata
• Heuchera cylindrica
• Phyllagathis rotundifolia
• Terminalia chebula

Cross-Links

• PubChem: 477161
• LOTUS: LTS0221303
• wikiData: Q105224451