Pre-5-methoxydurmillon - Compound Card

Pre-5-methoxydurmillon

Select a section from the left sidebar

Pre-5-methoxydurmillon

Structure
Zoomed Structure
  • Family: Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1c(OC)c(O)c(c2c1c(=O)c(co2)c1ccc2c(c1)OCO2)CC=C(C)C
InChI InChI=1S/C23H22O7/c1-12(2)5-7-14-20(25)23(27-4)22(26-3)18-19(24)15(10-28-21(14)18)13-6-8-16-17(9-13)30-11-29-16/h5-6,8-10,25H,7,11H2,1-4H3
InChIKey DVGPZIMBJLTERM-UHFFFAOYSA-N
Formula C23H22O7
HBA 7
HBD 1
MW 410.42
Rotatable Bonds 5
TPSA 87.36
LogP 4.42
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 410.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia dura Leguminosae/Fabaceae Plantae 62119
2 Millettia ferruginea Leguminosae/Fabaceae Plantae 1096003

Showing of synonyms

  • Buyinza D, Chalo DM, et al. (2020). Flavonoids and Isoflavonoids of Millettia dura and Millettia ferruginea: Phytochemical review and chemotaxonomic values. Biochemical Systematics and Ecology, 2020, 91, 104053. [View]
Pubchem: 14730817
Nmrshiftdb2: 70088510

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)ccc(c2)-c(c3=O)coc(c34)cccc4

Level: 1

Mol. Weight: 266.25 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 122.12 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.660
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.450
Plasma Protein Binding
85.72
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.120
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.720
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.940
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.970
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
-40.150
Rat (Acute)
2.400
Rat (Chronic Oral)
2.040
Fathead Minnow
5.700
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
480.110
Hydration Free Energy
-4.180
Log(D) at pH=7.4
2.870
Log(P)
4.48
Log S
-5.27
Log(Vapor Pressure)
-8.64
Melting Point
149.69
pKa Acid
7.83
pKa Basic
3.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9808
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9553
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9525
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9513
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9481
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9367
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9345
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9322
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9155
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9145
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9108
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9079
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8960
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8933
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8904
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8803
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8789
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8782
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8753
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8740
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8677
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8676
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8659
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8622
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8578
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8573
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8561
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8499
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8457
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8402
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8402
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8373
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8360
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8315
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8230
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8209
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8196
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8189
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8188
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8185
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8182
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8167
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8138
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8022
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7999
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7998
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7957
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7943
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7941
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7939
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7896
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7892
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7892
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7851
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7808
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7806
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7783
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7752
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7751
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7695
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7691
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7650
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 4 0.7648
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7585
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7560
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7559
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7557
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7547
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7542
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7530
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7530
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7513
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7508
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7508
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7487
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7485
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7484
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7481
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7474
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7470
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7466
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7448
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7445
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7435
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7435
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7425
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7417
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7410
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7409
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7397
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7381
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7380
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7375
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7372
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7366
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7356
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7349
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7346
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7320
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7309
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7308
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7296
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7275
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7266
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7256
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7256
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7254
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7244
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7215
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7212
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.7204
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7193
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7178
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7175
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7134
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7123
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7117
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7116
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7113
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7113
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7099
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7097
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7095
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7092
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7083
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7073
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7072
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7068
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7067
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7054
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7031
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7030
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7026
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7021
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7019
Adenylosuccinate synthetase P0A7D4 PURA_ECOLI Escherichia coli 4 0.7014
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7010
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7010
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7009
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7008
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7002

Download SDF