Lespeflorin E1

Details

• Internal ID: 5dd5a7b9-6a09-4cf7-9f7e-4ae76ba541d0
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 8-O-methylated isoflavonoids
• IUPAC Name: 3-(4-hydroxy-2,3-dimethoxyphenyl)-8-methoxy-2H-chromen-7-ol
• SMILES (Canonical): COC1=C(C=CC(=C1OC)O)C2=CC3=C(C(=C(C=C3)O)OC)OC2
• SMILES (Isomeric): COC1=C(C=CC(=C1OC)O)C2=CC3=C(C(=C(C=C3)O)OC)OC2
• InChI: InChI=1S/C18H18O6/c1-21-16-12(5-7-14(20)18(16)23-3)11-8-10-4-6-13(19)17(22-2)15(10)24-9-11/h4-8,19-20H,9H2,1-3H3
• InChI Key: KQIIEUWMLQSINE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL560441

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.8758	87.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6870	68.70%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6792	67.92%
P-glycoprotein inhibitior	-	0.7507	75.07%
P-glycoprotein substrate	-	0.7611	76.11%
CYP3A4 substrate	+	0.5068	50.68%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.4028	40.28%
CYP3A4 inhibition	+	0.5579	55.79%
CYP2C9 inhibition	+	0.7196	71.96%
CYP2C19 inhibition	+	0.9295	92.95%
CYP2D6 inhibition	-	0.7825	78.25%
CYP1A2 inhibition	+	0.8018	80.18%
CYP2C8 inhibition	+	0.4439	44.39%
CYP inhibitory promiscuity	+	0.9319	93.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.6141	61.41%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6471	64.71%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5947	59.47%
skin sensitisation	-	0.8476	84.76%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6208	62.08%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.8571	85.71%
Androgen receptor binding	+	0.6504	65.04%
Thyroid receptor binding	+	0.8121	81.21%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.5551	55.51%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9516	95.16%

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	97.83%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.60%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.04%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.47%	99.15%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.68%	82.67%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.25%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.10%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.01%	98.75%

Plants that contains it

• Lespedeza floribunda

Cross-Links

• PubChem: 25243078
• NPASS: NPC229442
• ChEMBL: CHEMBL560441
• LOTUS: LTS0089879
• wikiData: Q105144564