6-demethyldurallone - Compound Card

6-demethyldurallone

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6-demethyldurallone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1cc(ccc1OC)c1coc2c(c1=O)cc(c1c2C=CC(O1)(C)C)O
InChI InChI=1S/C22H20O6/c1-22(2)8-7-13-20-14(10-16(23)21(13)28-22)19(24)15(11-27-20)12-5-6-17(25-3)18(9-12)26-4/h5-11,23H,1-4H3
InChIKey BOIZFTZZQWFEJD-UHFFFAOYSA-N
Formula C22H20O6
HBA 6
HBD 1
MW 380.4
Rotatable Bonds 3
TPSA 78.13
LogP 4.37
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.23
Exact Mass 380.13
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

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]
  • Yenesew A, Midiwo JO, et al. (1996). Four isoflavones from seed pods of Millettia dura. Phytochemistry,1996,41(3),951-955. [View] [PubMed]
Pubchem: 15292821
Nmrshiftdb2: 70035643

No compound-protein relationship available.

Structure

SMILES: C1=CCOc(cc2)c1c(c23)occ(c3=O)-c4ccccc4

Level: 1

Mol. Weight: 380.4 g/mol

Structure

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

Level: 0

Mol. Weight: 380.4 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 380.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.410
Plasma Protein Binding
76.92
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
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
8.960
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.010
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.110
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.070
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
-6.960
Rat (Acute)
3.350
Rat (Chronic Oral)
1.800
Fathead Minnow
5.300
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
487.000
Hydration Free Energy
-6.430
Log(D) at pH=7.4
2.940
Log(P)
4.08
Log S
-4.98
Log(Vapor Pressure)
-8.42
Melting Point
198.73
pKa Acid
8.18
pKa Basic
3.37
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 0.9488
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9488
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9485
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9485
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9473
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9473
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9455
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9455
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9275
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9275
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9246
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9246
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9054
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9054
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8883
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8883
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8827
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8827
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8823
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8823
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8723
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8723
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8611
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8611
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8318
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8318
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8293
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8293
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8264
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8264
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8090
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8090
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7921
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7921
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7877
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7877
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7862
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7862
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7846
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7846
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7831
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7831
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7794
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7794
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7777
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7777
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7761
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7761
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7754
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7754
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7695
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7695
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7687
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7687
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7686
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7686
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7686
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7686
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7622
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7622
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7600
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7600
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7569
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7569
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7535
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7535
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7499
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7499
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7488
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7488
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7472
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7472
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7448
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7448
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7441
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7441
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7424
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7424
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7409
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7409
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7402
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7402
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7391
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7391
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7375
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7375
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7375
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7375
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7325
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7325
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7313
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7313
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7303
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7303
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7294
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7294
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7271
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7271
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7265
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7265
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7262
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7262
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7258
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7258
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7234
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7234
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7213
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7213
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7193
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7193
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7188
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7188
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7187
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7187
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7177
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7177
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7174
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7174
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7169
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7169
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7167
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7167
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7158
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7158
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7142
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7142
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7135
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7135
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7127
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7127
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7116
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7116
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7103
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7103
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7086
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7086
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7062
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7062
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7049
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7049
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7038
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7038
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7026
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7026
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7019
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7019

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