Abyssinone-IV-4'-methylether - Compound Card

Abyssinone-IV-4'-methylether

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Abyssinone-IV-4'-methylether

Structure
Zoomed Structure
  • Family: Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1c(CC=C(C)C)cc(cc1CC=C(C)C)C1CC(=O)c2c(O1)cc(cc2)O
InChI InChI=1S/C26H30O4/c1-16(2)6-8-18-12-20(13-19(26(18)29-5)9-7-17(3)4)24-15-23(28)22-11-10-21(27)14-25(22)30-24/h6-7,10-14,24,27H,8-9,15H2,1-5H3
InChIKey UOOVGAFDYLDFRW-UHFFFAOYSA-N
Formula C26H30O4
HBA 4
HBD 1
MW 406.52
Rotatable Bonds 6
TPSA 55.76
LogP 6.12
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 406.21
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina droogmansiana Leguminosae/Fabaceae Plantae 2803568

Showing of synonyms

  • Talla E, Yaya GAJ, et al. (2016). Chemical constituents from Erythrina droogmansiana (Fabaceae), radical scavenging and antibacterial potential of some extracts and compounds. NPAIJ,2016, 12(1), 012-020. [View]
Pubchem: 53319791
Nmrshiftdb2: 70124157

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 224.26 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 148.16 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.770
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.310
Plasma Protein Binding
65.55
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
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.750
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.490
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.640
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.690
Micronucleos
Safe
NR-AhR
Safe
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
-17.070
Rat (Acute)
1.940
Rat (Chronic Oral)
2.690
Fathead Minnow
5.620
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
470.620
Hydration Free Energy
-5.180
Log(D) at pH=7.4
4.270
Log(P)
6.71
Log S
-7.06
Log(Vapor Pressure)
-7.97
Melting Point
151.8
pKa Acid
10.01
pKa Basic
6.82
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9745
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9458
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9391
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9246
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8967
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8940
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8869
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8831
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8821
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8682
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8593
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8591
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8573
Phosphatidylinositol 3-kinase catalytic subunit type 3 Q8NEB9 PK3C3_HUMAN Homo sapiens 4 0.8343
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8318
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8311
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8298
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8289
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8233
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.8211
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8183
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8149
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8143
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8139
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.8137
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8109
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8098
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8046
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8042
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8032
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7953
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7939
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7928
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7921
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7894
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7885
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7874
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7862
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 4 0.7857
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7852
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7778
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7760
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7731
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7710
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7687
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7686
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7670
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7657
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7652
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7637
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7629
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7616
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7599
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7584
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7580
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7576
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7571
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7566
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7560
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7559
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7557
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7545
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7518
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7511
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7508
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7506
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7506
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7503
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7502
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7499
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7494
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7490
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7489
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7489
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7485
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7484
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7468
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7466
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7457
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7457
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7456
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7445
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7441
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7430
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7427
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7421
Retinoic acid receptor RXR-beta P28702 RXRB_HUMAN Homo sapiens 4 0.7416
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7414
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7401
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7397
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7367
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7357
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7353
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7344
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7338
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7330
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7329
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7329
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7325
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7320
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7316
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7305
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7301
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7298
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7298
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7290
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7286
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7277
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7269
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7263
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7241
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7229
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7226
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7210
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7206
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7201
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7196
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7194
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7182
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7168
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7165
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7158
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7156
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7154
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7140
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7134
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7127
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7126
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7117
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7112
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7110
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7109
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7101
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7100
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7098
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7093
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7092
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7092
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7090
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7086
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7082
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7075
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7075
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7068
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7065
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7065
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 2 0.7058
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7053
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7052
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7052
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7048
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7043
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7042
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7032
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7031
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7029
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7028
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7026
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 3 0.7021
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7019
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7008
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7006
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7005
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7002
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7001
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7001

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