Thonningiol - Compound Card

Thonningiol

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Thonningiol

Structure
Zoomed Structure
  • Family: Plantae - Sapotaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1cc2oc(c3ccc(cc3)O)c(c(=O)c2c(c1CC=C(C)C)O)O
InChI InChI=1S/C21H20O6/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/h4-8,10,22-23,25H,9H2,1-3H3
InChIKey AJIIVWWJHANMIK-UHFFFAOYSA-N
Formula C21H20O6
HBA 6
HBD 3
MW 368.39
Rotatable Bonds 4
TPSA 100.13
LogP 4.09
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 368.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Synsepalum zenkeri Sapotaceae Plantae 233754

Showing of synonyms

  • Kuete V, Ngnintedo D, et al. (2018). Cytotoxicity of seputhecarpan D, thonningiol and 12 other phytochemicals from African flora towards human carcinoma cells.. BMC complementary and alternative medicine,2018, 18(1), 36. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 368.39 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 368.39 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 368.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.04
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.960
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.320
Plasma Protein Binding
90.48
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
5.000
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.920
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.290
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.970
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
-0.930
Rat (Acute)
2.370
Rat (Chronic Oral)
2.900
Fathead Minnow
5.130
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
484.770
Hydration Free Energy
-10.050
Log(D) at pH=7.4
2.890
Log(P)
4.05
Log S
-5.93
Log(Vapor Pressure)
-8.32
Melting Point
196.64
pKa Acid
7.21
pKa Basic
5.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9787
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9534
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9367
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9303
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9143
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9122
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9070
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8997
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8881
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8845
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8781
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8776
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8776
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8775
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8690
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8679
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8675
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8597
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8565
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8503
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8464
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8354
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8332
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8195
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.8126
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8109
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8052
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7976
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7929
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7917
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7908
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7906
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7904
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7879
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7869
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7773
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7752
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7747
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7734
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7720
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7660
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7638
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7637
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7627
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7609
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7608
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7595
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7574
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.7560
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7558
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7542
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7523
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7510
Putative secreted protein C9Z6T8 C9Z6T8_STRSW Streptomyces scabiei 4 0.7507
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7492
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7488
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7488
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7477
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7468
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7468
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7462
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7445
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7444
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7438
Glycosyltransferase A4F1R4 A4F1R4_CLITE Clitoria ternatea 5 0.7437
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7423
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7366
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7331
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7320
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7310
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7294
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7284
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7271
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7264
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7259
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7256
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7243
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7241
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7241
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7241
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7236
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7233
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7222
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7217
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7208
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7202
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7199
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7186
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7175
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7175
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7171
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7164
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7156
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7131
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7130
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7115
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7106
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7103
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7095
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7085
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7085
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7084
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7067
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7065
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7062
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7057
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7034
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7022
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7022
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7017
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7004

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