Lascoumestan - Compound Card

Lascoumestan

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Lascoumestan

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1c(O)c(OC)cc2c1c1c(=O)oc3c(c1o2)ccc(c3)O
InChI InChI=1S/C17H12O7/c1-21-11-6-10-12(16(22-2)14(11)19)13-15(23-10)8-4-3-7(18)5-9(8)24-17(13)20/h3-6,18-19H,1-2H3
InChIKey ZIAJWOTWLDNFHS-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)oc2c4c(oc3=O)cccc4

Level: 0

Mol. Weight: 328.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.700
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
74.38
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
4.350
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.910
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.970
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.410
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
2.820
Rat (Acute)
2.190
Rat (Chronic Oral)
2.160
Fathead Minnow
5.060
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
520.610
Hydration Free Energy
-12.100
Log(D) at pH=7.4
2.850
Log(P)
2.28
Log S
-4.17
Log(Vapor Pressure)
-8.52
Melting Point
270.26
pKa Acid
4.86
pKa Basic
5.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9546
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9440
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9412
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8989
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8980
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8959
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8866
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8855
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8794
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8777
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8722
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8698
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8682
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8672
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8618
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8613
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8590
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8565
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8556
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.8552
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8515
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8478
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8446
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.8383
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.8358
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8351
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.8280
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8273
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8256
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.8248
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8238
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8190
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8186
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8146
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8119
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.8091
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8064
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8052
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8024
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7985
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7973
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7969
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7936
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7912
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7912
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7909
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7907
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7905
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7903
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7900
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7894
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7890
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7879
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7874
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7866
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7862
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7857
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 4 0.7848
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7843
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7839
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7839
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7833
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7827
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7824
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7824
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7788
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7787
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7785
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7779
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7779
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 4 0.7760
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7756
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7737
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7731
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7715
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7697
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7662
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7658
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7657
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7622
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7619
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7584
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7567
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7555
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7538
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7528
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7513
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7472
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7455
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7438
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7429
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7426
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7422
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7404
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7403
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7394
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7388
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7380
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7376
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7375
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7368
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7366
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7364
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7363
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7352
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7347
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7341
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7338
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7321
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7315
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7314
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7300
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7295
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7293
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7291
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7285
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7273
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7269
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7252
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7250
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7235
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7231
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7230
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7230
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7217
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7216
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7212
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7211
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7202
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7202
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7201
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7195
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7194
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7188
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7188
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7185
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7174
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7173
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7159
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7156
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7155
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7153
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7145
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7144
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7139
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7125
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7116
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7110
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7095
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7094
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7090
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7078
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7073
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.7071
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7064
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7064
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7063
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7062
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7038
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7034
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7030
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7025
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 4 0.7023
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7022
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7022
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7020
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7014
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7011
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7005
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7005

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