7-butyl-3,4-dihydro-6,8-dihydroxy-(3R)-(E)-pent-3-enylisochromen-1-one-6-sulphate - Compound Card

7-butyl-3,4-dihydro-6,8-dihydroxy-(3R)-(E)-pent-3-enylisochromen-1-one-6-sulphate

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7-butyl-3,4-dihydro-6,8-dihydroxy-(3R)-(E)-pent-3-enylisochromen-1-one-6-sulphate

Structure
Zoomed Structure
  • Family: Fungi - Nectriaceae
  • Kingdom: Fungi
  • Class: Chromene
    • Subclass: Isochromene Derivative
Canonical Smiles CCCCc1c(cc2c(c1O)C(=O)O[C@@H](C2)CC/C=C/C)OS(=O)(=O)O
InChI InChI=1S/C18H24O7S/c1-3-5-7-8-13-10-12-11-15(25-26(21,22)23)14(9-6-4-2)17(19)16(12)18(20)24-13/h3,5,11,13,19H,4,6-10H2,1-2H3,(H,21,22,23)/b5-3+/t13-/m1/s1
InChIKey YDPRLJOOMUYQBN-MASHWEEQSA-N
Formula C18H24O7S
HBA 6
HBD 2
MW 384.45
Rotatable Bonds 8
TPSA 110.13
LogP 3.35
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 384.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Fusarium sp. Nectriaceae Fungi 29916

Showing of synonyms

  • Kongue Tatong M, Talontsi F, et al. (2014). Banchromene and other secondary metabolites from the endophytic fungus Fusarium sp. obtained from Piper guineense inhibit the motility of phytopathogenic Plasmopara viticola zoospores. Tetrahedron Letters, 2014, 55(30), 4057-4061. [View]
Pubchem: 102512502

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CCOC2=O

Level: 0

Mol. Weight: 384.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.01
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
65.21
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
4.49
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.44
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.32
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.9
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
1.96
Rat (Acute)
1.82
Rat (Chronic Oral)
2.46
Fathead Minnow
4.09
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
420.24
Hydration Free Energy
-7.28
Log(D) at pH=7.4
1.59
Log(P)
3.43
Log S
-1.92
Log(Vapor Pressure)
-9.3
Melting Point
137.92
pKa Acid
6.06
pKa Basic
5.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.9471
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8910
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8729
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8672
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8598
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8536
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8450
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8212
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.8063
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8049
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8045
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7977
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7954
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7923
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7896
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7797
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7788
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7717
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7660
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7636
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7583
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7561
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7543
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7481
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7475
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7467
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7431
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7426
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7388
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7367
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7362
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7357
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7323
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 3 0.7284
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7270
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7249
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7248
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7243
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7202
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7191
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7182
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7165
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7156
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7151
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7143
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7106
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7101
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7083
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7057
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7039
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7031
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7020
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7011
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7007
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7002

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