Durmillone - Compound Card

Durmillone

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Durmillone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1cc2c(=O)c(coc2c2c1OC(C)(C)C=C2)c1ccc2c(c1)OCO2
InChI InChI=1S/C22H18O6/c1-22(2)7-6-13-20-14(9-18(24-3)21(13)28-22)19(23)15(10-25-20)12-4-5-16-17(8-12)27-11-26-16/h4-10H,11H2,1-3H3
InChIKey SQBVRNCDBATODN-UHFFFAOYSA-N
Formula C22H18O6
HBA 6
HBD 0
MW 378.38
Rotatable Bonds 2
TPSA 67.13
LogP 4.38
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.23
Exact Mass 378.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia dura Leguminosae/Fabaceae Plantae 62119
2 Millettia dura Leguminosae/Fabaceae Plantae 62119
3 Millettia dura Leguminosae/Fabaceae Plantae 62119
4 Millettia dura Leguminosae/Fabaceae Plantae 62119
5 Millettia oblata Leguminosae/Fabaceae Plantae 3090232

Showing of synonyms

  • Derese S, Barasa L, et al. (2014). 4'-Prenyloxyderrone from the stem bark of Millettia oblata ssp. teitensis and the antiplasmodial activities of isoflavones from some Millettia species.. Phytochemistry Letters,2014,31(8),69-72. [View] [PubMed]
  • Yenesew A, Derese S, et al. (2003). Effect of rotenoids from the seeds of Millettia dura on larvae of Aedes aegypti.. Pest Management Science,2003,59(10),1159-1161. [View] [PubMed]
  • Marco M, Deyou T, et al. (2016). Pterocarpans and Isoflavones from the Root Bark of Millettia micans and of Millettia dura. Advances in Drug Discovery and Development,2016,1,1-8. [View] [PubMed]
  • Marco M, Deyou T, et al. (2017). Pterocarpans and isoflavones from the root bark of Millettia micans and of Millettia dura.. Phytochemistry Letters,2017,21,216-220.. [View] [PubMed]
  • Marco M, Deyou T, et al. (2016). Pterocarpans and isoflavones from the root bark of Millettia micans and of Millettia dura.. Advances in Drug Discovery and Development, 2016, 1-8. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 378.38 g/mol

Structure

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

Level: 0

Mol. Weight: 378.38 g/mol

Structure

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 378.38 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-4.87
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.570
Plasma Protein Binding
84.67
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
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
7.700
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.890
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.820
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.460
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
-16.690
Rat (Acute)
3.290
Rat (Chronic Oral)
1.300
Fathead Minnow
5.620
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
485.530
Hydration Free Energy
-6.080
Log(D) at pH=7.4
3.300
Log(P)
4.18
Log S
-5.54
Log(Vapor Pressure)
-8.59
Melting Point
179.78
pKa Acid
8.71
pKa Basic
1.2
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 0.9533
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9533
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9491
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9491
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9484
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9484
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9258
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9258
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9097
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9097
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9057
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9057
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9005
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9005
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8877
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8877
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8777
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8777
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8588
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8588
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8495
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8495
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8490
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8490
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8301
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8301
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8264
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8264
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8235
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8235
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8157
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8157
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8062
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8062
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8060
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8060
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7994
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7994
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7928
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7928
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7885
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7885
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7864
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7864
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7845
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7845
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7733
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7733
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7696
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7696
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7679
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7679
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7616
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7616
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7612
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7612
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7605
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7605
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7539
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7539
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7526
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7526
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7521
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7521
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7506
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7506
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7487
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7487
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7484
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7484
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7483
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7483
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7380
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7380
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7360
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7360
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7360
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7360
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7347
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7347
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7323
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7323
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7295
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7295
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7254
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7254
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7245
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7245
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7242
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7242
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7240
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7240
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7213
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7213
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7206
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7206
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7206
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7206
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7196
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7196
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7193
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7193
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7193
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7193
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7191
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7191
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7164
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7164
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7162
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7162
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7154
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7154
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7146
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7146
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7129
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7129
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7110
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7110
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7102
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7102
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7089
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7089
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7079
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7079
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7074
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7074
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7067
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7067
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7058
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7058
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7048
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7048
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7035
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7035
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7033
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7033
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7028
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7028
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7021
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7021
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7019
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7019
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7014
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7014
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7013
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7013
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7009
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 2 0.7009
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 2 0.7009
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7009
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7004
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7004

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