Valoneic dilactone dioxine - Compound Card

Valoneic dilactone dioxine

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Valoneic dilactone dioxine

Structure
Zoomed Structure
  • Family: Plantae - Onagraceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Ellagitannin
Canonical Smiles Oc1cc2Oc3c(Oc2c(c1O)O)cc1c2c3oc(=O)c3c2c(oc1=O)c(c(c3)O)O
InChI InChI=1S/C20H8O11/c21-6-1-4-10-11-5(20(27)30-17(10)13(6)24)2-8-16(18(11)31-19(4)26)29-9-3-7(22)12(23)14(25)15(9)28-8/h1-3,21-25H
InChIKey WJVRFNZACTZZTH-UHFFFAOYSA-N
Formula C20H8O11
HBA 11
HBD 5
MW 424.27
Rotatable Bonds 0
TPSA 187.85
LogP 3.07
Number Rings 6
Number Aromatic Rings 6
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 424.01
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Epilobium hirsutum Onagraceae Plantae 210355

Showing of synonyms

  • Barakat HH, Hussein SAM, et al. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry,1997,46(5),935-941. [View]
Pubchem: 21635780
Nmrshiftdb2: 60029129

No compound-protein relationship available.

Structure

SMILES: c12c3c4c(=O)oc2c5c(oc6c(o5)cccc6)cc1c(=O)oc3ccc4

Level: 0

Mol. Weight: 424.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.95
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.300
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.480
Plasma Protein Binding
87.65
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
5.850
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.460
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.130
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-72.710
Rat (Acute)
2.360
Rat (Chronic Oral)
3.480
Fathead Minnow
5.450
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
669.670
Hydration Free Energy
-4.070
Log(D) at pH=7.4
2.240
Log(P)
1.7
Log S
-3.38
Log(Vapor Pressure)
-13.77
Melting Point
436.43
pKa Acid
6.36
pKa Basic
5.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9755
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9755
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9087
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9087
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9058
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9058
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8994
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8994
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8908
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8908
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8677
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8677
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8527
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8527
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8359
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8359
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8233
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8233
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 3 0.8218
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 3 0.8218
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8217
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8217
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8212
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8212
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8113
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8113
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8038
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8038
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8017
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8017
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7951
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7951
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7914
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7914
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 3 0.7911
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 3 0.7911
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7831
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7831
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7830
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7830
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7795
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7795
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7762
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7762
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7747
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7747
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7718
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7718
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7687
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7687
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7678
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7678
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7675
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7675
TRAF2 and NCK-interacting protein kinase Q9UKE5 TNIK_HUMAN Homo sapiens 5 0.7669
TRAF2 and NCK-interacting protein kinase Q9UKE5 TNIK_HUMAN Homo sapiens 5 0.7669
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7661
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7661
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7556
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7556
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7482
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7482
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7410
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7410
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7280
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7280
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7266
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7266
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7251
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7251
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7204
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7204
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7194
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 3 0.7194
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7194
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 3 0.7194
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7113
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7113
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7110
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7110
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7073
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7073
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7065
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7065
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7014
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7014
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7004
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7004

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