Thonningiol - Compound Card

Thonningiol

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Thonningiol

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1cc2O[C@H](c3ccc(cc3)O)[C@H](C(=O)c2c(c1CC=C(C)C)O)O
InChI InChI=1S/C21H22O6/c1-11(2)4-9-14-15(26-3)10-16-17(18(14)23)19(24)20(25)21(27-16)12-5-7-13(22)8-6-12/h4-8,10,20-23,25H,9H2,1-3H3/t20-,21+/m0/s1
InChIKey WOLOPTRUBUZPTC-LEWJYISDSA-N
Formula C21H22O6
HBA 6
HBD 3
MW 370.4
Rotatable Bonds 4
TPSA 96.22
LogP 3.29
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 370.14
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: 102531695

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 370.4 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 370.4 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 370.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.810
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.140
Plasma Protein Binding
86.91
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.920
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.690
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.770
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.000
Micronucleos
Toxic
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
-2.460
Rat (Acute)
2.150
Rat (Chronic Oral)
2.980
Fathead Minnow
4.770
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
441.760
Hydration Free Energy
-9.530
Log(D) at pH=7.4
3.010
Log(P)
3.7
Log S
-5.21
Log(Vapor Pressure)
-8.6
Melting Point
173.88
pKa Acid
6.95
pKa Basic
4.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9517
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9344
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9330
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9177
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9106
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9061
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9037
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8952
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8584
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8538
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8505
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8409
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8266
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8254
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8214
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8158
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8011
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7985
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7972
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7940
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7800
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7750
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7742
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7689
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7684
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7682
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7579
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7405
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7383
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7309
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7303
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7264
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7239
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7235
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7223
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7223
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7219
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7209
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7183
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7181
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7178
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7177
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7143
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7132
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7118
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7116
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7116
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7115
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7104
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7103
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7100
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7095
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7093
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7047
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7040
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7029
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7022
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7019
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7018
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7009

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