Ciliatin A - Compound Card

Ciliatin A

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Ciliatin A

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles CC(=C)C1Cc2c(O1)cc1c(c2O)c(=O)cc(o1)c1ccc(cc1)O
InChI InChI=1S/C20H16O5/c1-10(2)15-7-13-17(24-15)9-18-19(20(13)23)14(22)8-16(25-18)11-3-5-12(21)6-4-11/h3-6,8-9,15,21,23H,1,7H2,2H3
InChIKey OEXDXBQIIVHRPG-UHFFFAOYSA-N
Formula C20H16O5
HBA 5
HBD 2
MW 336.34
Rotatable Bonds 2
TPSA 79.9
LogP 3.75
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 336.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dorstenia ciliata Moraceae Plantae 2604984

Showing of synonyms

  • Ngadjui BT, Ngameni B, et al. (2002). Prenylated and geranylated chalcones and flavones from the aerial parts of Dorstenia ciliata. Bulletin of The Chemical Society of Ethiopia, 2002, 16(2), 157-164. [View]
Pubchem: 44257864
Chebi: 196357

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)cc3c(c2)c(=O)cc(o3)-c4ccccc4

Level: 1

Mol. Weight: 336.34 g/mol

Structure

SMILES: C1COc(c12)cc3c(c2)c(=O)cco3

Level: 0

Mol. Weight: 336.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 336.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.81
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.06
Plasma Protein Binding
80.43
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.64
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.36
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.39
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
1.71
Rat (Acute)
2.53
Rat (Chronic Oral)
2.04
Fathead Minnow
4.86
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
481.87
Hydration Free Energy
-10.92
Log(D) at pH=7.4
4.24
Log(P)
4.82
Log S
-5.76
Log(Vapor Pressure)
-10.0
Melting Point
268.39
pKa Acid
7.66
pKa Basic
4.98
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 0.9791
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9489
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9403
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9273
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9272
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9232
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.9224
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9048
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.8935
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8924
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8909
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8877
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8786
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8708
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8667
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8660
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8644
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8643
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8610
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8609
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8488
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8460
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8406
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8369
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8274
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8250
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8193
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8102
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8099
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 4 0.8071
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8057
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8048
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8042
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8029
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8000
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7962
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7952
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7952
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7951
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7935
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7913
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7905
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7898
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7894
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7851
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7833
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7798
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7777
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7771
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7763
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7741
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7734
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7716
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7697
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7694
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7670
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7662
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7648
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7646
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7628
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7625
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7614
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7609
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7603
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7603
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7602
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7587
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7568
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7546
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7538
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7533
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7532
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7512
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7511
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7506
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7495
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7474
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7465
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7450
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7408
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7399
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7394
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7376
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7373
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7357
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7352
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7341
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7331
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7329
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7325
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.7318
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7316
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7295
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7287
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7286
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7281
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7277
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7270
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7263
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7263
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7259
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7241
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7238
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7222
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7216
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7210
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7206
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7203
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7202
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7189
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7175
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7160
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7157
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7150
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7149
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7149
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7143
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7140
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7139
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7131
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7123
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7112
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7104
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7099
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7093
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7092
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 2 0.7092
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7084
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7080
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7066
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7058
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7057
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7050
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7049
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7044
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7034
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7028
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7022
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7020
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7006
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 4 0.7005
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7002

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