Griffonianone F - Compound Card

Griffonianone F

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Griffonianone F

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1ccc2c(c1CC=C(C)C)occ(c2=O)c1ccc2c(c1)OCO2
InChI InChI=1S/C22H20O5/c1-13(2)4-6-15-18(24-3)9-7-16-21(23)17(11-25-22(15)16)14-5-8-19-20(10-14)27-12-26-19/h4-5,7-11H,6,12H2,1-3H3
InChIKey NNBZEYJLJHOTAR-UHFFFAOYSA-N
Formula C22H20O5
HBA 5
HBD 0
MW 364.4
Rotatable Bonds 4
TPSA 57.9
LogP 4.71
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.23
Exact Mass 364.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia griffoniana Leguminosae/Fabaceae Plantae 3090223

Showing of synonyms

  • Ngamga D, Yankep E, et al. (2005). Isoflavonoids from Seeds of Millettia griffoniana (Bail). Zeitschrift für Naturforschung B. 2005, 60(9), 973-977. [View]
Pubchem: 101385741
Nmrshiftdb2: 70015959

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 364.4 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 364.4 g/mol

Structure

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 364.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.93
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.570
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.590
Plasma Protein Binding
90.09
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
6.490
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.090
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.790
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.890
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
-7.040
Rat (Acute)
2.350
Rat (Chronic Oral)
1.710
Fathead Minnow
5.830
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
469.230
Hydration Free Energy
-6.670
Log(D) at pH=7.4
3.410
Log(P)
5.24
Log S
-6.01
Log(Vapor Pressure)
-8.27
Melting Point
138.69
pKa Acid
9.45
pKa Basic
3.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9580
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9519
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9514
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9496
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9492
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9410
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.9249
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9218
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9059
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9054
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9003
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8990
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8960
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8912
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8840
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8801
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8801
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8776
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8750
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8703
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8654
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8643
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8638
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8634
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8608
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8599
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8455
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8402
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8384
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8382
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8355
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8328
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8256
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8236
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8156
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8089
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8048
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7961
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7942
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7903
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.7902
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7865
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7860
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7843
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7838
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7829
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7800
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7799
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7782
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7745
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 4 0.7733
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7697
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7688
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7684
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 4 0.7675
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7636
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7635
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7625
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7597
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7591
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7576
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7567
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7561
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7555
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7546
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7522
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7508
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7507
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7501
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7501
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7499
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7497
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7490
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7469
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7465
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7452
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7417
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7409
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7396
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7396
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7388
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7381
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7369
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7368
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7350
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7332
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7329
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 2 0.7315
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7313
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7310
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7307
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7299
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7287
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7280
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7277
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7276
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7269
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7268
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7268
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7266
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7264
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7256
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7248
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7237
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7233
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7227
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7219
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7219
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7214
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7213
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7208
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7208
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7200
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7196
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7179
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7174
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7172
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7171
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7167
Aclacinomycin 10-hydroxylase RdmB Q54527 RDMB_STREF Streptomyces purpurascens 3 0.7162
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7161
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7152
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7147
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7143
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7130
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7124
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7122
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7120
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7111
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7108
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7107
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7101
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7096
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7091
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7089
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7088
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7087
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7082
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7078
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7069
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7067
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7066
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7045
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7041
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7034
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7031
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7026
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 Q9R1E6 ENPP2_MOUSE Mus musculus 3 0.7024
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7022
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7021
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7016
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7014
Collagenase 3 P45452 MMP13_HUMAN Homo sapiens 3 0.7009

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