Radulannin L

Details

• Internal ID: 04f9d41b-8171-48ea-a050-944ebbc17c66
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 8-[2-(2-hydroxyphenyl)ethyl]-3-methyl-2,5-dihydro-1-benzoxepin-6-ol
• SMILES (Canonical): CC1=CCC2=C(C=C(C=C2OC1)CCC3=CC=CC=C3O)O
• SMILES (Isomeric): CC1=CCC2=C(C=C(C=C2OC1)CCC3=CC=CC=C3O)O
• InChI: InChI=1S/C19H20O3/c1-13-6-9-16-18(21)10-14(11-19(16)22-12-13)7-8-15-4-2-3-5-17(15)20/h2-6,10-11,20-21H,7-9,12H2,1H3
• InChI Key: TVVIOELGHGBQLO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL4473474
• CHEBI:195303
• 8-[2-(2-hydroxyphenyl)ethyl]-3-methyl-2,5-dihydro-1-benzoxepin-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5928	59.28%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7489	74.89%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7572	75.72%
P-glycoprotein inhibitior	-	0.5766	57.66%
P-glycoprotein substrate	-	0.7624	76.24%
CYP3A4 substrate	+	0.5523	55.23%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5350	53.50%
CYP2C19 inhibition	+	0.8055	80.55%
CYP2D6 inhibition	-	0.6850	68.50%
CYP1A2 inhibition	+	0.8998	89.98%
CYP2C8 inhibition	-	0.5886	58.86%
CYP inhibitory promiscuity	+	0.8040	80.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.6898	68.98%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7264	72.64%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.7409	74.09%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5234	52.34%
Acute Oral Toxicity (c)	III	0.4017	40.17%
Estrogen receptor binding	+	0.8571	85.71%
Androgen receptor binding	+	0.8550	85.50%
Thyroid receptor binding	+	0.5994	59.94%
Glucocorticoid receptor binding	+	0.7006	70.06%
Aromatase binding	+	0.6239	62.39%
PPAR gamma	+	0.8804	88.04%
Honey bee toxicity	-	0.9093	90.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
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	98.28%	91.11%
CHEMBL240	Q12809	HERG	97.86%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.41%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.11%	93.99%
CHEMBL5805	Q9NR97	Toll-like receptor 8	90.09%	96.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.98%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.35%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.10%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.14%	90.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.12%	93.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.06%	96.95%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	81.06%	96.42%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.05%	96.37%

Plants that contains it

• Radula complanata

Cross-Links

• PubChem: 14805961
• LOTUS: LTS0105551
• wikiData: Q105265571