Lespeflorin F1

Details

• Internal ID: e43a1a0c-fea3-43d5-b0d4-9e3cd5066507
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(4-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol
• SMILES (Canonical): COC1=C(C=CC(=C1OC)O)C2=CC3=C(O2)C(=C(C=C3)O)OC
• SMILES (Isomeric): COC1=C(C=CC(=C1OC)O)C2=CC3=C(O2)C(=C(C=C3)O)OC
• InChI: InChI=1S/C17H16O6/c1-20-15-10(5-7-12(19)17(15)22-3)13-8-9-4-6-11(18)16(21-2)14(9)23-13/h4-8,18-19H,1-3H3
• InChI Key: JPIDUHLSGGDKPQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL564683

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.6736	67.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.5800	58.00%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5629	56.29%
P-glycoprotein inhibitior	-	0.5241	52.41%
P-glycoprotein substrate	-	0.8881	88.81%
CYP3A4 substrate	-	0.5915	59.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	+	0.6671	66.71%
CYP2C19 inhibition	+	0.7837	78.37%
CYP2D6 inhibition	-	0.7290	72.90%
CYP1A2 inhibition	+	0.8553	85.53%
CYP2C8 inhibition	-	0.6468	64.68%
CYP inhibitory promiscuity	+	0.9176	91.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Danger	0.3552	35.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.7636	76.36%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6099	60.99%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6869	68.69%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.9014	90.14%
Androgen receptor binding	+	0.8345	83.45%
Thyroid receptor binding	+	0.8001	80.01%
Glucocorticoid receptor binding	+	0.8828	88.28%
Aromatase binding	+	0.8722	87.22%
PPAR gamma	+	0.7012	70.12%
Honey bee toxicity	-	0.9436	94.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9441	94.41%

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	98.05%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.83%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.64%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	90.34%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.09%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.11%	90.24%
CHEMBL4208	P20618	Proteasome component C5	83.64%	90.00%
CHEMBL242	Q92731	Estrogen receptor beta	83.54%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.98%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.16%	95.56%
CHEMBL3194	P02766	Transthyretin	81.10%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.29%	80.78%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.02%	98.11%

Plants that contains it

• Lespedeza floribunda

Cross-Links

• PubChem: 25242926
• NPASS: NPC272722
• ChEMBL: CHEMBL564683
• LOTUS: LTS0001033
• wikiData: Q105132794