Lascoumaronochromone - Compound Card

Lascoumaronochromone

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Lascoumaronochromone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1c(O)c(OC)cc2c1c1c(o2)oc2c(c1=O)ccc(c2)O
InChI InChI=1S/C17H12O7/c1-21-11-6-10-12(16(22-2)15(11)20)13-14(19)8-4-3-7(18)5-9(8)23-17(13)24-10/h3-6,18,20H,1-2H3
InChIKey XMEPYFLSKWFXTO-UHFFFAOYSA-N
Formula C17H12O7
HBA 7
HBD 2
MW 328.28
Rotatable Bonds 2
TPSA 102.27
LogP 3.12
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 328.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia lasiantha Leguminosae/Fabaceae Plantae 185969

Showing of synonyms

  • Daniel B, Solomon D, et al. (2021). A coumestan and a coumaronochromone from Millettia lasiantha. Biochemical Systematics and Ecology, 2021, 97,104277. [View]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)oc2oc4c(c3=O)cccc4

Level: 0

Mol. Weight: 328.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.690
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.230
Plasma Protein Binding
81.29
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
9.990
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.870
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.150
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.490
Micronucleos
Toxic
NR-AhR
Toxic
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
2.620
Rat (Acute)
2.380
Rat (Chronic Oral)
2.580
Fathead Minnow
5.070
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
520.600
Hydration Free Energy
-12.000
Log(D) at pH=7.4
2.490
Log(P)
2.73
Log S
-5.69
Log(Vapor Pressure)
-9.43
Melting Point
305.25
pKa Acid
5.61
pKa Basic
5.83
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9751
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9442
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9427
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9416
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9339
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 3 0.9097
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8912
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8840
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8798
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8781
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8755
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8702
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8681
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8663
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8660
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8591
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8581
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8576
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8557
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8509
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8494
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8474
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8447
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8440
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8436
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8351
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8332
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8302
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.8293
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8276
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8225
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8218
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8195
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8191
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8172
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8163
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8155
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8130
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8107
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8102
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8083
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8048
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8035
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8034
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8007
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7977
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7966
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7957
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7944
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7930
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7930
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7921
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7915
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7885
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.7873
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7849
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7833
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7803
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7795
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7787
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7785
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7782
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7777
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7771
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7766
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7766
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7733
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7731
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7728
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7723
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7696
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7686
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7672
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7667
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7647
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7644
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7604
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7603
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7591
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7581
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7561
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7561
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7558
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7558
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7513
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7491
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7477
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7472
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7467
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7465
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7465
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7464
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7457
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7451
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7440
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7439
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.7428
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7413
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7393
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7391
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7384
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7383
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7378
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7362
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7356
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7346
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7315
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7304
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7300
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7298
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7296
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7295
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7293
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7289
Biphenyl-2,3-diol 1,2-dioxygenase P47228 BPHC_PARXL Paraburkholderia xenovorans 3 0.7284
Cytokinin dehydrogenase 1 Q9T0N8 CKX1_MAIZE Zea mays 3 0.7276
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7275
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7273
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7270
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7269
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7263
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7250
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7227
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7226
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7222
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7212
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7203
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7202
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7194
Uncharacterized protein mg662 G5CQN7 G5CQN7_9VIRU Megavirus chiliensis 4 0.7187
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7187
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7184
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.7181
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7178
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 4 0.7171
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7171
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.7158
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.7142
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7140
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7132
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7120
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7116
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7113
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7108
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7093
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7090
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7089
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7079
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7070
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7069
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7064
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7060
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7044
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7037
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7031
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7028
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7025
Flavodoxin P00323 FLAV_DESVH Nitratidesulfovibrio vulgaris 4 0.7022
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7019
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7003

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