Talaromannin A - Compound Card

Talaromannin A

Select a section from the left sidebar

Talaromannin A

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)CC(CC1=O)(C)O
InChI InChI=1S/C30H24O10/c1-10-3-13-21(15(31)4-10)28(38)22-14(25(13)35)7-17(33)24(29(22)39)23-16(32)6-11-5-12-8-30(2,40)9-18(34)19(12)26(36)20(11)27(23)37/h3-7,25,31-33,35-37,39-40H,8-9H2,1-2H3
InChIKey NMDACOXYNGZJEG-UHFFFAOYSA-N
Formula C30H24O10
HBA 10
HBD 8
MW 544.51
Rotatable Bonds 1
TPSA 195.98
LogP 3.55
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 544.14
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: 71716465

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1Cc(c23)ccc(c3)-c(cc4)cc(c5)c4cc(c56)CCCC6=O

Level: 1

Mol. Weight: 544.51 g/mol

Structure

SMILES: O=C1CCCc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 544.51 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 544.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.35
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.69
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
4.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
70.03
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
Non-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
10.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.78
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.78
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
-3002.86
Rat (Acute)
2.51
Rat (Chronic Oral)
4.88
Fathead Minnow
12.62
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
614.7
Hydration Free Energy
-3.2
Log(D) at pH=7.4
2.44
Log(P)
5.78
Log S
-5.21
Log(Vapor Pressure)
-9.15
Melting Point
294.64
pKa Acid
6.75
pKa Basic
6.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.9106
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.9106
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8492
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8492
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8120
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8120
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8056
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8056
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8028
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8028
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7778
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7778
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7690
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7690
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7548
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7548
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7536
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7536
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7507
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7507
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7476
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7476
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7463
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7463
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7434
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7434
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7411
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7411
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7346
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7346
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7323
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7323
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7216
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7216
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7198
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7198
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7133
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7133
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7045
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7045
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7036
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7036
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7018
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7018

Download SDF