Communin A

Details

• Internal ID: 5734df14-891e-4991-99a2-947906fc1a8d
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2S)-7-hydroxy-2-phenyl-5-[(Z)-2-phenylethenyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=CC(=CC(=C2C1=O)C=CC3=CC=CC=C3)O)C4=CC=CC=C4
• SMILES (Isomeric): C1[C@H](OC2=CC(=CC(=C2C1=O)/C=C\C3=CC=CC=C3)O)C4=CC=CC=C4
• InChI: InChI=1S/C23H18O3/c24-19-13-18(12-11-16-7-3-1-4-8-16)23-20(25)15-21(26-22(23)14-19)17-9-5-2-6-10-17/h1-14,21,24H,15H2/b12-11-/t21-/m0/s1
• InChI Key: ZPNXTAJKEFNJMW-GMGKOPGTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₈O₃
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL554121

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5267	52.67%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6218	62.18%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7973	79.73%
P-glycoprotein inhibitior	-	0.4347	43.47%
P-glycoprotein substrate	-	0.9352	93.52%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.7608	76.08%
CYP3A4 inhibition	-	0.6317	63.17%
CYP2C9 inhibition	+	0.6908	69.08%
CYP2C19 inhibition	+	0.8932	89.32%
CYP2D6 inhibition	-	0.8951	89.51%
CYP1A2 inhibition	+	0.8235	82.35%
CYP2C8 inhibition	+	0.6269	62.69%
CYP inhibitory promiscuity	+	0.6180	61.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4826	48.26%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.5246	52.46%
Skin irritation	+	0.5874	58.74%
Skin corrosion	-	0.9878	98.78%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6739	67.39%
Micronuclear	+	0.7318	73.18%
Hepatotoxicity	-	0.5142	51.42%
skin sensitisation	-	0.6601	66.01%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6281	62.81%
Acute Oral Toxicity (c)	II	0.5869	58.69%
Estrogen receptor binding	+	0.8184	81.84%
Androgen receptor binding	+	0.8068	80.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.8384	83.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8878	88.78%

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	98.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.32%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.12%	99.23%
CHEMBL3194	P02766	Transthyretin	90.72%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.81%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.65%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.52%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.99%	93.99%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.69%	85.11%

Plants that contains it

• Polytrichum commune

Cross-Links

• PubChem: 44233686
• LOTUS: LTS0235141
• wikiData: Q105381024