Moracin KM - Compound Card

Moracin KM

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Moracin KM

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Benzofuran
Canonical Smiles COc1cc(O)cc(c1)c1cc2c(o1)c1C=C[C@@](Oc1c(c2)O)(C)CO
InChI InChI=1S/C20H18O6/c1-20(10-21)4-3-15-18-12(7-16(23)19(15)26-20)8-17(25-18)11-5-13(22)9-14(6-11)24-2/h3-9,21-23H,10H2,1-2H3/t20-/m0/s1
InChIKey HVNMYEKTMWVINM-FQEVSTJZSA-N
Formula C20H18O6
HBA 6
HBD 3
MW 354.36
Rotatable Bonds 3
TPSA 92.29
LogP 3.68
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 354.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 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]
Pubchem: 163053827

No compound-protein relationship available.

Structure

SMILES: C1=CCOc(cc2)c1c(c23)oc(c3)-c4ccccc4

Level: 1

Mol. Weight: 354.36 g/mol

Structure

SMILES: c1coc(c12)c3c(cc2)OCC=C3

Level: 0

Mol. Weight: 354.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 354.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.910
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.160
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
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.630
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.610
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.520
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3.520
Rat (Acute)
2.040
Rat (Chronic Oral)
2.660
Fathead Minnow
4.770
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
475.480
Hydration Free Energy
-8.520
Log(D) at pH=7.4
3.430
Log(P)
3.68
Log S
-4.83
Log(Vapor Pressure)
-9.25
Melting Point
220.36
pKa Acid
8.34
pKa Basic
4.76
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 0.9373
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9340
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9284
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9277
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9255
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9246
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9151
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9077
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9023
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8981
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8842
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8798
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8719
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8512
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8193
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8168
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.8163
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8160
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8159
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8144
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8057
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7955
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7917
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7870
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7821
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7793
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7748
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7702
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7678
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7644
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7588
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7577
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7559
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7551
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7548
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7507
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7472
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7455
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7454
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7429
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7373
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7336
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7330
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7320
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7306
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7288
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7281
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7243
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7221
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7209
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7195
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7186
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7180
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7178
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7176
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7170
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7131
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7110
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 4 0.7103
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7097
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7094
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7090
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7050
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7036
Vitamin D3 receptor P11473 VDR_HUMAN Homo sapiens 4 0.7029
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7024
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7023

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