Moracin C - Compound Card

Moracin C

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Moracin C

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Benzofuran
Canonical Smiles CC(=CCc1c(O)cc(cc1O)c1cc2c(o1)cc(cc2)O)C
InChI InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-5,7-10,20-22H,6H2,1-2H3
InChIKey ZTGHWUWBQNCCOH-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
3 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 CD, Ali Z, et al. (2012). Phosphodiesterase I-inhibiting Diels-Alder adducts from the leaves of Morus mesozygia.. Planta medica,2012, 78(2), 154-159. [View] [PubMed]
  • Fozing CDA (2009). Prenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity.. Phytochemistry,2009, 70(2), 216-221. [View] [PubMed]
Pubchem: 155248
Chebi: 174235
Nmrshiftdb2: 60024558
Bindingdb: 50381284
CPRiL: 95349
Structure

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

Level: 1

Mol. Weight: 310.35 g/mol

Structure

SMILES: c1coc(c12)cccc2

Level: 0

Mol. Weight: 310.35 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 310.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.82
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.8
Plasma Protein Binding
71.72
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
1.63
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
2.12
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.03
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.75
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
3.31
Rat (Acute)
1.94
Rat (Chronic Oral)
2.92
Fathead Minnow
4.98
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
438.35
Hydration Free Energy
-12.02
Log(D) at pH=7.4
4.01
Log(P)
4.92
Log S
-4.93
Log(Vapor Pressure)
-8.64
Melting Point
218.46
pKa Acid
8.04
pKa Basic
7.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9695
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9473
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9382
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9221
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.9164
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8948
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8771
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8720
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8706
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8679
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8646
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8631
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8467
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8457
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8432
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8431
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8383
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8380
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8373
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8266
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8210
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8179
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8168
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8155
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.8148
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8120
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8118
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8117
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8091
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8030
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8023
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8003
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7966
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7955
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7952
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7938
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7787
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7752
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7686
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7641
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7612
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7577
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7571
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7567
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7548
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7541
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7541
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7539
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7496
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7493
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7478
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7476
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7468
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7462
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7461
DNA double-strand break repair protein Mre11 Q9X1X0 Q9X1X0_THEMA Thermotoga maritima MSB8 4 0.7446
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7438
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7433
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7409
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7403
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7397
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7397
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7372
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7347
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7333
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7300
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7294
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7274
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7246
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7230
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7216
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7182
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7180
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7170
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7168
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7163
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7159
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7158
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7139
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7127
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7093
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7087
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7083
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7059
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7059
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7058
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.7055
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7051
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7027
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7023
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7021
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7020

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