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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Violaceae
  • Kingdom: Plantae
  • Class: Chromane
Canonical Smiles COc1c(OC)c(OC)c2c3c1oc(=O)c1c3c(oc2=O)c(c(c1O)OC)OC
InChI InChI=1S/C19H16O10/c1-23-11-9-7-6-8(18(21)28-13(7)17(27-5)15(11)25-3)10(20)14(24-2)16(26-4)12(6)29-19(9)22/h20H,1-5H3
InChIKey RKKKLFMHNCGPIE-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)
-4.93
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.850
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.520
Plasma Protein Binding
72.37
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
4.540
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.360
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.410
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.260
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
-16.690
Rat (Acute)
2.610
Rat (Chronic Oral)
3.050
Fathead Minnow
5.500
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
505.690
Hydration Free Energy
-8.080
Log(D) at pH=7.4
5.090
Log(P)
1.37
Log S
-5.22
Log(Vapor Pressure)
-7.35
Melting Point
203.66
pKa Acid
6.35
pKa Basic
0.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9284
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9275
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9244
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9032
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8981
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8937
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8788
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.8737
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8685
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8649
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8492
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8465
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8438
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8383
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8375
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8275
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8251
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8240
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8221
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8203
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8064
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8042
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7992
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7983
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7863
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7857
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7835
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7815
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7804
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7802
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7790
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7781
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7774
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7756
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7741
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7706
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 4 0.7685
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7675
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7655
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7630
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7582
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7558
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7513
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7496
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7481
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7480
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7478
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7458
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7457
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7428
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7424
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7407
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7397
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 5 0.7391
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7362
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7337
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7260
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7252
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7250
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7247
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7229
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7215
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7208
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7203
Thymidylate synthase Q8NS38 TYSY_CORGL Corynebacterium glutamicum 5 0.7188
dUTPase Q0P8G4 Q0P8G4_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 5 0.7146
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7146
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7140
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7133
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7130
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7127
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7121
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7112
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7111
N-acetylhexosamine 1-kinase E8MF12 NAHK_BIFL2 Bifidobacterium longum subsp. longum 3 0.7107
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7101
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7084
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7081
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7079
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7068
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7061
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7034
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7027
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7013
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7005
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7005
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7002

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