Biemodin - Compound Card

Biemodin

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Biemodin

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Cyclic Peptide
Canonical Smiles Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)c(c(c1)O)c1c(O)cc2c(c1O)C(=O)c1c(C2=O)cc(cc1O)C
InChI InChI=1S/C30H18O10/c1-9-3-11-19(15(31)5-9)27(37)21-13(25(11)35)7-17(33)23(29(21)39)24-18(34)8-14-22(30(24)40)28(38)20-12(26(14)36)4-10(2)6-16(20)32/h3-8,31-34,39-40H,1-2H3
InChIKey ULCIZXPHCINYMI-UHFFFAOYSA-N
Formula C30H18O10
HBA 10
HBD 6
MW 538.46
Rotatable Bonds 1
TPSA 189.66
LogP 3.75
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.07
Exact Mass 538.09
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Talaromyces wortmannii Trichocomaceae Fungi 28567

Showing of synonyms

  • Bara R (2012). Natural Products from Endophytic Fungus Talaromyces wortmannii: Their Structure and mechanism of Actions. PhD Thesis, Institute for Pharmaceutical Biology and Biotechnology, University of Dusseldorf,2012, pp. 1-142.. [View]
Pubchem: 72196654

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)ccc(c3)-c(c4)ccc(c45)C(=O)c6c(C5=O)cccc6

Level: 1

Mol. Weight: 538.46 g/mol

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 538.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.22
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.16
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.93
Plasma Protein Binding
80.61
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.66
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.97
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.71
Micronucleos
Toxic
NR-AhR
Toxic
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
-3620.85
Rat (Acute)
2.49
Rat (Chronic Oral)
4.88
Fathead Minnow
16.35
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
602.1
Hydration Free Energy
-3.15
Log(D) at pH=7.4
3.06
Log(P)
6.89
Log S
-7.5
Log(Vapor Pressure)
-8.22
Melting Point
359.91
pKa Acid
8.97
pKa Basic
2.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8907
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8907
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8560
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8560
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8504
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8504
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.8493
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.8493
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8349
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8349
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8222
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8222
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 3 0.8036
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 3 0.8036
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7868
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7868
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7550
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7550
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7447
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7447
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7427
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7427
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7313
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7313
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7144
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7144
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7133
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7133
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7119
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7119
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7057
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7057
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7056
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7056
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7045
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7045
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7041
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7041
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7014
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7014

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