Liliflol A

Details

• Internal ID: 089e8814-7043-45f2-b9a3-f12b5d77f27a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3S)-2-(1,3-benzodioxol-5-yl)-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-6-ol
• SMILES (Canonical): CC1C(OC2=C1C=C(C(=C2)O)CC=C)C3=CC4=C(C=C3)OCO4
• SMILES (Isomeric): C[C@@H]1[C@H](OC2=C1C=C(C(=C2)O)CC=C)C3=CC4=C(C=C3)OCO4
• InChI: InChI=1S/C19H18O4/c1-3-4-12-7-14-11(2)19(23-17(14)9-15(12)20)13-5-6-16-18(8-13)22-10-21-16/h3,5-9,11,19-20H,1,4,10H2,2H3/t11-,19-/m0/s1
• InChI Key: ZEACHMAUZGHOTQ-WLRWDXFRSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL578402
• BDBM50303156

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.6548	65.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7323	73.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4925	49.25%
P-glycoprotein inhibitior	-	0.6651	66.51%
P-glycoprotein substrate	-	0.9222	92.22%
CYP3A4 substrate	-	0.5111	51.11%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.3715	37.15%
CYP3A4 inhibition	+	0.6723	67.23%
CYP2C9 inhibition	+	0.7887	78.87%
CYP2C19 inhibition	+	0.7064	70.64%
CYP2D6 inhibition	-	0.7184	71.84%
CYP1A2 inhibition	+	0.5696	56.96%
CYP2C8 inhibition	-	0.6660	66.60%
CYP inhibitory promiscuity	+	0.8564	85.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4195	41.95%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8062	80.62%
Skin irritation	-	0.6491	64.91%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3785	37.85%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6108	61.08%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.5922	59.22%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	-	0.5141	51.41%
Thyroid receptor binding	+	0.6794	67.94%
Glucocorticoid receptor binding	+	0.7666	76.66%
Aromatase binding	+	0.7458	74.58%
PPAR gamma	+	0.6852	68.52%
Honey bee toxicity	-	0.8697	86.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	99.31%	91.11%
CHEMBL240	Q12809	HERG	97.89%	89.76%
CHEMBL1951	P21397	Monoamine oxidase A	96.24%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.12%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.35%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.98%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.26%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.16%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.75%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	83.36%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.20%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.99%	92.62%

Plants that contains it

• Nectandra amazonum

Cross-Links

• PubChem: 45487097
• LOTUS: LTS0163970
• wikiData: Q105372966