5-methoxydurmillone - Compound Card

5-methoxydurmillone

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5-methoxydurmillone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1c(OC)c2OC(C)(C)C=Cc2c2c1c(=O)c(co2)c1ccc2c(c1)OCO2
InChI InChI=1S/C23H20O7/c1-23(2)8-7-13-19-17(21(25-3)22(26-4)20(13)30-23)18(24)14(10-27-19)12-5-6-15-16(9-12)29-11-28-15/h5-10H,11H2,1-4H3
InChIKey MYVZRARGAOPFGY-UHFFFAOYSA-N
Formula C23H20O7
HBA 7
HBD 0
MW 408.41
Rotatable Bonds 3
TPSA 76.36
LogP 4.39
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 408.12
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: 5049148
Chebi: 169536
Nmrshiftdb2: 70009535

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)ccc(c2)-c(c3=O)coc(c34)c5c(cc4)OCC=C5

Level: 1

Mol. Weight: 408.41 g/mol

Structure

SMILES: O=c1ccoc(c12)c3c(cc2)OCC=C3

Level: 0

Mol. Weight: 408.41 g/mol

Structure

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 408.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.92
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.580
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.510
Plasma Protein Binding
82.74
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
Non-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
10.020
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.040
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.940
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-50.430
Rat (Acute)
3.500
Rat (Chronic Oral)
1.220
Fathead Minnow
5.720
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
502.840
Hydration Free Energy
-3.850
Log(D) at pH=7.4
2.970
Log(P)
3.98
Log S
-5.12
Log(Vapor Pressure)
-8.71
Melting Point
181.04
pKa Acid
8.67
pKa Basic
1.04
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9529
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9475
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9473
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9375
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9165
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9105
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9027
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8885
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8769
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8714
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8541
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8383
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8277
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8188
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8147
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8133
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8103
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8101
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7947
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7872
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7869
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7848
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7801
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7752
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7749
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7723
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7703
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7606
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7545
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7515
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7503
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7503
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7435
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7392
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7374
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7371
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7358
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7338
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7318
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7287
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7248
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7242
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7218
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7210
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7196
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7188
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7144
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7138
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7134
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7125
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7123
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7102
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7089
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7089
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7080
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7062
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7055
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7027
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7010
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7006

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