Moracin S - Compound Card

Moracin S

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Moracin S

Structure
Zoomed Structure
  • Family: Moraceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Benzofuran
Canonical Smiles CC(=CCc1c(O)ccc2c1oc(c2)c1cc(O)cc(c1)O)C
InChI InChI=1S/C19H18O4/c1-11(2)3-5-16-17(22)6-4-12-9-18(23-19(12)16)13-7-14(20)10-15(21)8-13/h3-4,6-10,20-22H,5H2,1-2H3
InChIKey PMSZSXKBGUQXFG-UHFFFAOYSA-N
Formula C19H18O4
HBA 4
HBD 3
MW 310.35
Rotatable Bonds 3
TPSA 73.83
LogP 4.73
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.16
Exact Mass 310.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Morus mesozygia Moraceae Plantae 3054370
2 Morus mesozygia Moraceae Plantae 3054370

Showing of synonyms

  • Kapche GD, Amadou D, et al. (2011). Hepatoprotective and antioxidant arylbenzofurans and flavonoids from the twigs of Morus mesozygia.. Planta medica,2011, 77(10), 1044-1047. [View] [PubMed]
  • Fozing CDA (2009). Prenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity.. Phytochemistry,2009, 70(2), 216-221. [View] [PubMed]
Pubchem: 42605184
Nmrshiftdb2: 60068623
Bindingdb: 50269598
CPRiL: 417959
Structure

SMILES: c1cccc(c12)oc(c2)-c3ccccc3

Level: 1

Mol. Weight: 194.23 g/mol

Structure

SMILES: c1coc(c12)cccc2

Level: 0

Mol. Weight: 118.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
72.86
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.58
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
2.04
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.87
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.57
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.37
Rat (Acute)
1.92
Rat (Chronic Oral)
2.93
Fathead Minnow
4.94
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
440.15
Hydration Free Energy
-11.97
Log(D) at pH=7.4
3.9
Log(P)
4.65
Log S
-5.04
Log(Vapor Pressure)
-8.55
Melting Point
216.98
pKa Acid
8.35
pKa Basic
7.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9329
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9327
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9260
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9149
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8953
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.8945
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8902
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8854
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8787
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8670
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8602
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8598
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8561
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8544
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8394
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8349
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8345
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8240
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8231
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8224
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8211
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8200
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8178
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8079
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8024
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7987
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7974
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7968
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7950
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7950
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7912
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7912
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7904
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7869
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7825
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7804
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7783
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7763
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7760
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7756
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7710
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7701
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7691
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7686
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7644
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7621
Bifunctional adenosylcobalamin biosynthesis protein CobU Q05599 COBU_SALTY Salmonella typhimurium 4 0.7558
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7545
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7515
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7511
Casein kinase I isoform gamma-2 P78368 KC1G2_HUMAN Homo sapiens 4 0.7510
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7508
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7485
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7473
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7461
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7446
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7439
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7432
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7417
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7416
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7403
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7391
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7385
HLA class I histocompatibility antigen, B alpha chain P01889 HLAB_HUMAN Homo sapiens 3 0.7361
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7360
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7343
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7309
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7288
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7287
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7284
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7281
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7280
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7258
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7222
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7220
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7213
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7208
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7201
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7180
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7164
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7158
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7156
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7146
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7143
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7130
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7125
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7115
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7113
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7108
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7104
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7101
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7093
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7090
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7085
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7080
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7079
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7079
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7069
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7063
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7058
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7047
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7044
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7041
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7040
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7027
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7023
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7014
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7009
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7007

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