3',4,4',5,5'-pentamethylcoruleoellagic acid - Compound Card

3',4,4',5,5'-pentamethylcoruleoellagic acid

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3',4,4',5,5'-pentamethylcoruleoellagic acid

Structure
Zoomed Structure
  • Family: Plantae - Violaceae
  • Kingdom: Plantae
  • Class: Chromane
Canonical Smiles COc1c(O)c2oc(=O)c3c4c2c(c1OC)c(=O)oc4c(c(c3OC)OC)OC
InChI InChI=1S/C19H16O10/c1-23-12-8-6-7-9(18(21)28-11(6)10(20)15(12)25-3)13(24-2)16(26-4)17(27-5)14(7)29-19(8)22/h20H,1-5H3
InChIKey GULAHEOVXYCQSL-UHFFFAOYSA-N
Formula C19H16O10
HBA 10
HBD 1
MW 404.33
Rotatable Bonds 5
TPSA 126.8
LogP 2.24
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.26
Exact Mass 404.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rinorea oblongifolia Violaceae Plantae 317430

Showing of synonyms

  • Munvera AM, Ouahouo BMW, et al. (2020). Chemical constituents from leaves and trunk bark of Rinorea oblongifolia (Violaceae).. Natural product research,2020, 34(14), 2014-2021. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c12c3c4c(=O)oc2cccc1c(=O)oc3ccc4

Level: 0

Mol. Weight: 404.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.780
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.480
Plasma Protein Binding
70.93
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
4.810
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.000
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.360
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.420
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
-17.280
Rat (Acute)
2.700
Rat (Chronic Oral)
2.820
Fathead Minnow
5.550
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
506.090
Hydration Free Energy
-7.480
Log(D) at pH=7.4
4.870
Log(P)
1.05
Log S
-4.95
Log(Vapor Pressure)
-7.86
Melting Point
207.01
pKa Acid
6.51
pKa Basic
-0.24
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 4 0.9286
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9273
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9242
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9092
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8886
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8846
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8742
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8691
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8543
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8500
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.8478
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8413
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8370
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.8359
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8332
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8212
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8089
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.8060
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7961
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7941
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7930
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7873
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7865
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7850
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7838
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7822
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7808
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7791
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7752
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7743
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7741
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7720
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7682
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7660
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7652
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7643
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7560
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7540
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7523
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7496
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7493
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7486
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7468
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7446
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7411
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7405
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7398
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7383
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7373
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7363
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7359
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7358
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7337
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7336
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7329
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7310
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7308
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7307
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7294
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7252
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7249
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7219
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7168
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7146
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7126
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7126
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7125
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7125
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7121
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7121
N-acetylhexosamine 1-kinase E8MF12 NAHK_BIFL2 Bifidobacterium longum subsp. longum 3 0.7116
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7082
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7081
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7079
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7074
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7074
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7070
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7061
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7049
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7033
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7023
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7003
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7001

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