Thonningiisoflavone - Compound Card

Thonningiisoflavone

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Thonningiisoflavone

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1cc(O)c2c(c1)occ(c2=O)c1ccc(c(c1O)CCC(O)(C)C)O
InChI InChI=1S/C20H20O7/c1-20(2,26)6-5-12-14(22)4-3-11(18(12)24)13-9-27-16-8-10(21)7-15(23)17(16)19(13)25/h3-4,7-9,21-24,26H,5-6H2,1-2H3
InChIKey ZYPFDZZCXFGBIH-UHFFFAOYSA-N
Formula C20H20O7
HBA 7
HBD 5
MW 372.37
Rotatable Bonds 4
TPSA 131.36
LogP 2.99
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 372.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ficus thonningii Moraceae Plantae 309310

Showing of synonyms

  • Fongang Y, Bankeu J, et al. (2015). Flavonoids and other bioactive constituents from Ficus thonningii Blume (Moraceae). Phytochemistry Letters, 2015, 11, 139-145. [View]
Pubchem: 101134677

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)occ(c2=O)-c3ccccc3

Level: 1

Mol. Weight: 372.37 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 372.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 372.37 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-6.09
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.23
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
78.38
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.86
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.98
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.18
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.14
Rat (Acute)
2.5
Rat (Chronic Oral)
3.07
Fathead Minnow
4.29
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
515.92
Hydration Free Energy
-11.77
Log(D) at pH=7.4
2.49
Log(P)
3.55
Log S
-4.23
Log(Vapor Pressure)
-8.68
Melting Point
247.37
pKa Acid
6.57
pKa Basic
7.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.9447
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9228
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9164
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9160
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.9095
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9014
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8999
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8859
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8818
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8681
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8672
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8651
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8645
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8499
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8441
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8367
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8356
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8351
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8308
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.8305
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8282
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8281
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8219
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8131
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8120
Renin P00797 RENI_HUMAN Homo sapiens 3 0.8091
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.8053
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8045
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8018
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7992
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7961
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7937
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7910
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7867
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7857
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 5 0.7848
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7837
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7829
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7824
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7810
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7787
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7748
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7738
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7691
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7637
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7631
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7506
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7487
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7477
Adenosine 5'-monophosphoramidase HINT1 P49773 HINT1_HUMAN Homo sapiens 3 0.7457
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7427
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7417
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7410
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7407
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7400
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7397
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.7382
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7381
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7373
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7372
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7358
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7349
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7336
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7331
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7310
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7308
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7304
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7295
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7292
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7264
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7247
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7235
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7227
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7200
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7195
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7190
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7182
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7178
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7170
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7164
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7157
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7141
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7139
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7132
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7121
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7112
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7110
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7102
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7098
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7097
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7086
Enoyl-[acyl-carrier-protein] reductase [NADH], chloroplastic P80030 FABI_BRANA Brassica napus 4 0.7074
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7066
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7057
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7055
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7040
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.7034
CDP-alcohol phosphatidyltransferase AF-2299-like N-terminal domain-containing protein O27985 O27985_ARCFU Archaeoglobus fulgidus 4 0.7031
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7021
Alpha-2,3/2,6-sialyltransferase/sialidase Q15KI8 Q15KI8_PASMD Pasteurella multocida 4 0.7018
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7014
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7010
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7009
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7008
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7003

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