Engyodontiumone K - Compound Card

Engyodontiumone K

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Engyodontiumone K

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Chromone
Canonical Smiles C=C(c1ccc(cc1O)C(=O)O)CCCC(O)(C)C
InChI InChI=1S/C15H20O4/c1-10(5-4-8-15(2,3)19)12-7-6-11(14(17)18)9-13(12)16/h6-7,9,16,19H,1,4-5,8H2,2-3H3,(H,17,18)
InChIKey OTGUTWCLOUSGAA-UHFFFAOYSA-N
Formula C15H20O4
HBA 3
HBD 3
MW 264.32
Rotatable Bonds 6
TPSA 77.76
LogP 3.04
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 264.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus versicolor Trichocomaceae Fungi 46472

Showing of synonyms

  • Elsbaey M, Tanaka C, et al. (2019). New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor. Phytochemistry Letters,2019,32,70-76. [View]
Pubchem: 38358903
Nmrshiftdb2: 80022892

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 264.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.76
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.15

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
48.67
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.06
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.83
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.29
Micronucleos
Safe
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
Safe
T. Pyriformis
2.31
Rat (Acute)
2.07
Rat (Chronic Oral)
2.76
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
329.41
Hydration Free Energy
-9.16
Log(D) at pH=7.4
0.06
Log(P)
2.98
Log S
-3.03
Log(Vapor Pressure)
-6.51
Melting Point
154.33
pKa Acid
6.56
pKa Basic
6.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9680
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9617
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9303
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9038
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9021
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8795
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8751
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8681
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8678
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.8660
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8641
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8594
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8591
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8559
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8526
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8503
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8503
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8495
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8487
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8485
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8466
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8465
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8457
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8453
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8407
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8397
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8314
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.8289
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8264
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 3 0.8262
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.8210
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8203
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8191
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8116
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.8109
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8057
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.8019
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7979
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7915
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7898
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7844
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7831
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7822
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7774
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7756
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7696
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7694
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7673
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7666
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7660
Anthranilate phosphoribosyltransferase P50384 TRPD_SACS2 Saccharolobus solfataricus 3 0.7660
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7646
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7639
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.7633
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7628
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7623
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7616
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7611
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7596
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7595
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7590
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7574
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7573
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7556
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7548
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7547
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7541
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7532
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7530
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 3 0.7529
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7512
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7502
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7498
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7489
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7487
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.7463
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7463
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7461
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7439
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7432
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7410
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7407
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7399
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7398
Anthranilate phosphoribosyltransferase P50384 TRPD_SACS2 Saccharolobus solfataricus 3 0.7392
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7389
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7387
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7373
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 3 0.7359
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.7305
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7287
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7284
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7283
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7280
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7274
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7263
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7256
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7253
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7253
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7242
Carboxyethyl-arginine beta-lactam-synthase P0DJQ7 BLS_STRCL Streptomyces clavuligerus 3 0.7229
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7219
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7218
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7213
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 3 0.7212
2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase Q988D3 Q988D3_RHILO Mesorhizobium japonicum) 3 0.7203
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7200
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7195
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7177
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7177
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7171
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7168
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7165
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7163
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7163
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7161
L-methionine gamma-lyase P13254 MEGL_PSEPU Pseudomonas putida 3 0.7159
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7159
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7157
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7155
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7148
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.7148
Alpha/beta hydrolase fold A5VAT9 A5VAT9_SPHWW Sphingomonas wittichii 2 0.7137
Aminotransferase homolog Q9S5Y7 Q9S5Y7_CAMJU Campylobacter jejuni 3 0.7136
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7122
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7121
p-hydroxyphenylacetate 3-hydroxylase, oxygenase component Q6Q272 HPAH_ACIBA Acinetobacter baumannii 3 0.7114
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7112
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7112
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7108
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7106
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7103
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7096
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7078
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7069
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7068
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7068
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7063
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7060
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7060
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7058
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7054
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7045
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7036
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7036
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7030
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7030
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7019
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 3 0.7016
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7016
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7015
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7013
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7004

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