Cordifolin - Compound Card

Cordifolin

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Cordifolin

Structure
Zoomed Structure
  • Family: Plantae - Cyperaceae
  • Kingdom: Plantae
  • Class: Chalcone
Canonical Smiles C=CC1C(O)OC=C(C1Cc1nc(cc2c1[nH]c1c2cc(cc1)O)C(=O)O)C(=O)OC
InChI InChI=1S/C22H20N2O7/c1-3-11-12(15(21(28)30-2)9-31-22(11)29)7-17-19-14(8-18(23-17)20(26)27)13-6-10(25)4-5-16(13)24-19/h3-6,8-9,11-12,22,24-25,29H,1,7H2,2H3,(H,26,27)
InChIKey VNPZOYKPFMJWPK-UHFFFAOYSA-N
Formula C22H20N2O7
HBA 7
HBD 4
MW 424.41
Rotatable Bonds 5
TPSA 141.97
LogP 2.49
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.23
Exact Mass 424.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cyperus alternifolius Cyperaceae Plantae 4611

Showing of synonyms

  • Farrag A.R.H, Abdallah H.M.I, et al. (2019). Antiulcer activity of Cyperus alternifolius in relation to its UPLC-MS metabolite fingerprint: A mechanistic study. Phytomedicine : international journal of phytotherapy and phytopharmacology, 2019, 62, 152970. [View] [PubMed]
Pubchem: 100998102

No compound-protein relationship available.

Structure

SMILES: C1COC=CC1Cc(ncc2)c3[nH]c(c4c23)cccc4

Level: 1

Mol. Weight: 424.41 g/mol

Structure

SMILES: c1cncc(c1c23)[nH]c2cccc3

Level: 0

Mol. Weight: 424.41 g/mol

Structure

SMILES: C1=COCCC1

Level: 0

Mol. Weight: 424.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.92
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.15
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.39
Plasma Protein Binding
34.0
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.13
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.13
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.47
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-53.36
Rat (Acute)
2.37
Rat (Chronic Oral)
3.21
Fathead Minnow
4.09
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
532.87
Hydration Free Energy
-2.74
Log(D) at pH=7.4
0.77
Log(P)
2.18
Log S
-3.24
Log(Vapor Pressure)
-11.35
Melting Point
209.92
pKa Acid
7.3
pKa Basic
5.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9542
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9435
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.9180
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8988
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8763
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8680
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8651
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8622
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8618
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8566
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8546
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8410
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase B1MKD5 B1MKD5_MYCA9 Mycobacteroides abscessus 3 0.8390
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8326
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8154
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8133
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8003
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.7977
L-methionine gamma-lyase Q84AR1 Q84AR1_CITFR Citrobacter freundii 4 0.7657
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7655
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7642
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7609
Mannosylglycerate synthase D0MI02 D0MI02_RHOM4 Rhodothermus marinus 3 0.7552
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7503
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7501
Protein mono-ADP-ribosyltransferase PARP14 Q460N5 PAR14_HUMAN Homo sapiens 3 0.7468
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7435
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.7355
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7311
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7283
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7249
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7244
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7244
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7243
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7225
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7206
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7202
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7200
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7194
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 3 0.7185
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7179
Probable nicotinate-nucleotide adenylyltransferase Q9HX21 NADD_PSEAE Pseudomonas aeruginosa 3 0.7172
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7171
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7170
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7152
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7148
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7145
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7143
L-malyl-CoA/beta-methylmalyl-CoA lyase Q3J5L6 MCAL_RHOS4 Cereibacter sphaeroides 3 0.7135
Bifunctional AAC/APH P0A0C1 AACA_STAAU Staphylococcus aureus 3 0.7128
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7128
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7117
CalS13 Q8KND8 Q8KND8_MICEC Micromonospora echinospora 3 0.7116
2'-5'-oligoadenylate synthase 1 P00973 OAS1_HUMAN Homo sapiens 2 0.7092
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7091
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7078
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7074
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7074
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7071
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7050
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7047
Gentamicin resistance protein P96762 P96762_ENTGA Enterococcus gallinarum 3 0.7043
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7026
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.7004
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7003
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7001

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