Lespecyrtin C1

Details

• Internal ID: 2b3f7c68-684b-4d45-bc06-2bb5dc60a585
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 3-(4-hydroxyphenyl)-1-(4-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC(=C2O)C(=O)CCC3=CC=C(C=C3)O
• SMILES (Isomeric): CC(=C)C1CC2=C(O1)C=CC(=C2O)C(=O)CCC3=CC=C(C=C3)O
• InChI: InChI=1S/C20H20O4/c1-12(2)19-11-16-18(24-19)10-8-15(20(16)23)17(22)9-5-13-3-6-14(21)7-4-13/h3-4,6-8,10,19,21,23H,1,5,9,11H2,2H3
• InChI Key: VOGSGMTZZJCGMI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL549416

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.7218	72.18%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7984	79.84%
OATP2B1 inhibitior	-	0.5792	57.92%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9320	93.20%
BSEP inhibitior	+	0.7282	72.82%
P-glycoprotein inhibitior	-	0.5469	54.69%
P-glycoprotein substrate	-	0.5636	56.36%
CYP3A4 substrate	+	0.5573	55.73%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6078	60.78%
CYP2C9 inhibition	+	0.7374	73.74%
CYP2C19 inhibition	+	0.7641	76.41%
CYP2D6 inhibition	-	0.7725	77.25%
CYP1A2 inhibition	+	0.9112	91.12%
CYP2C8 inhibition	+	0.5302	53.02%
CYP inhibitory promiscuity	+	0.8885	88.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4984	49.84%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.5802	58.02%
Skin irritation	-	0.6896	68.96%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5866	58.66%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6074	60.74%
skin sensitisation	-	0.6775	67.75%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7327	73.27%
Acute Oral Toxicity (c)	I	0.3225	32.25%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.7713	77.13%
Thyroid receptor binding	+	0.6205	62.05%
Glucocorticoid receptor binding	+	0.6640	66.40%
Aromatase binding	+	0.7210	72.10%
PPAR gamma	+	0.8095	80.95%
Honey bee toxicity	-	0.7413	74.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.13%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.40%	85.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.35%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.47%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.34%	96.37%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.52%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.36%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.27%	100.00%

Plants that contains it

• Lespedeza cyrtobotrya

Cross-Links

• PubChem: 25195061
• LOTUS: LTS0192937
• wikiData: Q105290180