Apigenin O-pentoside - Compound Card

Apigenin O-pentoside

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Apigenin O-pentoside

Structure
Zoomed Structure
  • Family: Plantae - Rosaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Glycoside
Canonical Smiles OCC1OC(C(C1O)O)Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(cc1)O
InChI InChI=1S/C20H18O9/c21-8-16-18(25)19(26)20(29-16)27-11-5-12(23)17-13(24)7-14(28-15(17)6-11)9-1-3-10(22)4-2-9/h1-7,16,18-23,25-26H,8H2
InChIKey TZGGUWBXRPXQFM-UHFFFAOYSA-N
Formula C20H18O9
HBA 9
HBD 5
MW 402.36
Rotatable Bonds 4
TPSA 149.82
LogP 0.69
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 402.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Prunus persica Rosaceae Plantae 3760

Showing of synonyms

  • Elshamy A.I, Abdallah H.M.I, et al. (2019). Evaluation of Anti-inflammatory, Antinociceptive, and Antipyretic Activities of Prunus persica var nucipersica (Nectarine) Kernel. Planta medica,2019, 85(11-12), 1016-1023. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCC1Oc(cc2)cc(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 402.36 g/mol

Structure

SMILES: O1CCCC1Oc(cc2)cc(c23)occc3=O

Level: 1

Mol. Weight: 402.36 g/mol

Structure

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

Level: 1

Mol. Weight: 402.36 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 402.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 402.36 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 402.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.14
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
40.39
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
11.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.0
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.99
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.25
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
-19.8
Rat (Acute)
2.41
Rat (Chronic Oral)
3.45
Fathead Minnow
4.15
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
539.7
Hydration Free Energy
-8.66
Log(D) at pH=7.4
1.57
Log(P)
1.45
Log S
-4.01
Log(Vapor Pressure)
-10.89
Melting Point
224.48
pKa Acid
6.49
pKa Basic
5.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9539
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9494
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9339
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9306
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9235
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9219
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9191
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.9114
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8996
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8915
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8885
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8863
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8845
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8794
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8702
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8688
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8666
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8621
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8598
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8595
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8592
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8536
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8526
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8483
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8479
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8423
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8420
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.8378
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8349
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8321
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8293
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8206
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8201
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8194
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8150
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8139
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8078
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8069
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8067
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8053
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.8047
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8020
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8006
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7996
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7989
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7961
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7923
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7907
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7889
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7878
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7866
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7857
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7857
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7852
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7828
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7802
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7802
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7782
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7765
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7753
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7739
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7687
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7671
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7669
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7665
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7663
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7620
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7583
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7575
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7539
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7519
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7518
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7511
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7509
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7503
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7497
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7497
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7491
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7470
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7469
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7463
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7455
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7422
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7417
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7377
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7360
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7359
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7359
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7356
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7349
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7338
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7337
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7329
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7326
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7304
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7279
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7270
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7268
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7266
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7263
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7256
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7253
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7232
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7216
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7216
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7211
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7186
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7173
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7167
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7167
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7165
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7158
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7157
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7152
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7152
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7146
Nucleoside diphosphate kinase Q9U1E1 Q9U1E1_LEIMA Leishmania major 3 0.7145
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7132
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7128
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7108
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7092
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7089
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7080
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7076
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7074
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7072
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7054
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7044
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7043
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7032
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7028
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7020
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7017
Cysteine synthase P45040 CYSK_HAEIN Haemophilus influenzae 3 0.7013
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7012
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7007
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7006
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7003

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