Lespeflorin I1

Details

• Internal ID: 9b6622c9-65b2-46a7-813e-0670ce866946
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 3,8,9-trihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OC(=O)C3=C2OC4=CC(=C(C=C43)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OC(=O)C3=C2OC4=CC(=C(C=C43)O)O)C
• InChI: InChI=1S/C20H16O6/c1-9(2)3-4-10-5-12-17(7-13(10)21)26-20(24)18-11-6-14(22)15(23)8-16(11)25-19(12)18/h3,5-8,21-23H,4H2,1-2H3
• InChI Key: QQFZXERRGYMNKV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.09468823 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL557283
• J3.596.292A

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	-	0.7088	70.88%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7766	77.66%
OATP2B1 inhibitior	-	0.5565	55.65%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6829	68.29%
P-glycoprotein inhibitior	-	0.5909	59.09%
P-glycoprotein substrate	-	0.8105	81.05%
CYP3A4 substrate	-	0.5515	55.15%
CYP2C9 substrate	-	0.5590	55.90%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	+	0.8360	83.60%
CYP2C19 inhibition	+	0.8164	81.64%
CYP2D6 inhibition	-	0.7193	71.93%
CYP1A2 inhibition	+	0.5494	54.94%
CYP2C8 inhibition	-	0.8838	88.38%
CYP inhibitory promiscuity	+	0.6857	68.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5479	54.79%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5056	50.56%
Skin irritation	-	0.6785	67.85%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.6102	61.02%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6711	67.11%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6863	68.63%
Acute Oral Toxicity (c)	III	0.4659	46.59%
Estrogen receptor binding	+	0.9175	91.75%
Androgen receptor binding	+	0.8058	80.58%
Thyroid receptor binding	+	0.5141	51.41%
Glucocorticoid receptor binding	+	0.8834	88.34%
Aromatase binding	+	0.7742	77.42%
PPAR gamma	+	0.8965	89.65%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	99.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.18%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.16%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.54%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.49%	99.17%

Plants that contains it

• Lespedeza floribunda

Cross-Links

• PubChem: 25243000
• NPASS: NPC218533
• ChEMBL: CHEMBL557283
• LOTUS: LTS0021198
• wikiData: Q105225809