5'-formylpratensein - Compound Card

5'-formylpratensein

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5'-formylpratensein

Structure
Zoomed Structure
  • Family: Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1c(O)cc(cc1C=O)c1coc2c(c1=O)c(O)cc(c2)O
InChI InChI=1S/C17H12O7/c1-23-17-9(6-18)2-8(3-13(17)21)11-7-24-14-5-10(19)4-12(20)15(14)16(11)22/h2-7,19-21H,1H3
InChIKey GGPJFFWBXXHPCP-UHFFFAOYSA-N
Formula C17H12O7
HBA 7
HBD 3
MW 328.28
Rotatable Bonds 3
TPSA 117.2
LogP 2.4
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.06
Exact Mass 328.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina sacleuxii Leguminosae/Fabaceae Plantae 1899109

Showing of synonyms

  • Japheth OO, Gomotsang B, et al. (2020). Erysacleuxins C and D, new isoflavones from the twigs of Erythrina sacleuxii Hua and their cytotoxic activity. Arabian Journal of Chemistry, 13(2),2020, 4019-4023. [View]
Pubchem: 5409359
Nmrshiftdb2: 70107070

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)occ(c2=O)-c3ccccc3

Level: 1

Mol. Weight: 222.24 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.970
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.790
Plasma Protein Binding
72.66
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.020
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.570
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.170
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.940
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.840
Rat (Acute)
2.250
Rat (Chronic Oral)
2.760
Fathead Minnow
4.540
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
481.560
Hydration Free Energy
-10.940
Log(D) at pH=7.4
2.010
Log(P)
2.85
Log S
-5.41
Log(Vapor Pressure)
-8.57
Melting Point
260.78
pKa Acid
8.19
pKa Basic
2.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9421
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.9402
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9386
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9239
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9187
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9135
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.9089
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.9060
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9052
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9010
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8929
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8920
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8896
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8879
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8835
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8795
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8789
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8780
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8745
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8738
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8735
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8707
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8702
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8696
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8644
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.8641
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8621
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.8571
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8530
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8462
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8434
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8428
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8398
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8381
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8323
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8321
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8313
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8312
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 4 0.8303
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8298
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8295
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8287
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8282
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8229
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8229
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8198
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8180
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8175
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.8130
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8121
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8101
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8072
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8063
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8063
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8040
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.8007
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8001
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7968
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7917
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7890
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7858
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7838
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7835
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7817
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7809
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7788
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7787
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7785
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7763
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7758
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7757
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7753
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7687
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7679
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7665
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7659
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7652
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7605
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7603
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7593
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7590
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7576
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7575
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7568
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7552
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7520
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7516
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7515
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7509
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7490
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7476
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7474
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7474
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7472
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7469
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7464
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7425
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7419
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7411
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7407
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7398
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7394
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7389
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7386
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7347
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7344
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7343
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 4 0.7327
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7324
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7322
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7322
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7316
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7311
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7309
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7302
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7284
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7278
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7275
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7268
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7253
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7239
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7238
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7232
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7226
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7217
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7216
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7212
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7211
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7192
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7192
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7170
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7168
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 4 0.7156
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7131
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7129
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7128
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7121
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7121
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7118
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 4 0.7115
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7113
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7110
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7110
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7101
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7100
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7099
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7092
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7090
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7079
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7067
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7064
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7060
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7059
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7050
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7047
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7044
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7032
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7015
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7014
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7002

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