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

3,4',5,5',-tetramethylcoruleoellagic acid

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3,4',5,5',-tetramethylcoruleoellagic acid

Structure
Zoomed Structure
  • Family: Plantae - Violaceae
  • Kingdom: Plantae
  • Class: Chromane
Canonical Smiles COc1c(OC)c(O)c2c3c1c(=O)oc1c3c(c(=O)o2)c(c(c1OC)O)OC
InChI InChI=1S/C18H14O10/c1-23-11-7-6-5-8(18(22)28-14(6)16(26-4)9(11)19)13(24-2)15(25-3)10(20)12(5)27-17(7)21/h19-20H,1-4H3
InChIKey OWBOFFVCVUYLTD-UHFFFAOYSA-N
Formula C18H14O10
HBA 10
HBD 2
MW 390.3
Rotatable Bonds 4
TPSA 137.8
LogP 1.94
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 390.06
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: 390.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.18
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.870
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.500
Plasma Protein Binding
75.53
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
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
7.150
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.580
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.340
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.250
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
-8.540
Rat (Acute)
2.560
Rat (Chronic Oral)
3.120
Fathead Minnow
5.250
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
508.730
Hydration Free Energy
-8.280
Log(D) at pH=7.4
4.310
Log(P)
0.8
Log S
-5.3
Log(Vapor Pressure)
-7.87
Melting Point
226.33
pKa Acid
7.04
pKa Basic
0.28
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 0.9189
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9089
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9011
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9003
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8921
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8846
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8734
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8704
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8665
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8662
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 4 0.8552
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8541
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8468
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8429
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8330
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.8312
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8250
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8246
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8242
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.8192
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8084
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7926
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7885
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7837
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7799
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7799
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7762
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7758
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7748
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7708
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7665
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7665
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7652
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7555
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7519
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7510
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7456
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7434
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7415
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7400
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7377
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7365
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7349
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7314
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7309
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7299
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7295
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7237
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7228
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7223
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7217
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7212
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7196
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7162
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7126
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7117
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7100
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7073
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7070
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7044
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7041
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7037
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7032
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7021
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7013
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7006

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