Morindone-5-methylether - Compound Card

Morindone-5-methylether

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Morindone-5-methylether

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles COc1c(O)ccc2c1C(=O)c1c(C2=O)c(O)c(cc1)C
InChI InChI=1S/C16H12O5/c1-7-3-4-8-11(13(7)18)14(19)9-5-6-10(17)16(21-2)12(9)15(8)20/h3-6,17-18H,1-2H3
InChIKey QJRHLPRUPYDZHC-UHFFFAOYSA-N
Formula C16H12O5
HBA 5
HBD 2
MW 284.27
Rotatable Bonds 1
TPSA 83.83
LogP 2.19
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 284.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Morinda lucida Rubiaceae Plantae 339305

Showing of synonyms

  • Mfonku NA, Tadjong AT, et al. (2021). Isolation and characterization of antisalmonellal anthraquinones and coumarins from Morinda lucida Benth. (Rubiaceae). Chem. Pap. 2021, 75, 2067-2073. [View]
Pubchem: 482558
Nmrshiftdb2: 60081610

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 284.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.610
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.930
Plasma Protein Binding
64.39
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
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.840
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.200
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.250
Micronucleos
Toxic
NR-AhR
Toxic
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
4.720
Rat (Acute)
2.470
Rat (Chronic Oral)
2.900
Fathead Minnow
4.430
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
419.240
Hydration Free Energy
-8.080
Log(D) at pH=7.4
2.100
Log(P)
3.43
Log S
-6.27
Log(Vapor Pressure)
-7.16
Melting Point
220.42
pKa Acid
6.71
pKa Basic
3.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9155
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9091
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9028
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8991
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8846
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8833
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8729
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8657
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8615
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8608
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8572
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8530
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8465
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8445
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8414
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8410
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8378
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8361
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.8321
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8317
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.8241
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8103
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8065
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8055
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8044
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7989
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7967
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7927
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7920
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7917
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7829
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7757
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7738
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7726
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7706
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7671
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7669
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7658
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7622
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7612
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7579
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7579
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7576
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7573
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7572
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7562
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7558
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7558
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7549
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7495
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7451
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7420
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7411
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7397
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7377
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7367
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7357
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7357
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7356
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7344
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7339
Serine/threonine-protein kinase TBK1 Q9UHD2 TBK1_HUMAN Homo sapiens 3 0.7314
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7308
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7289
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7289
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7281
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7272
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7253
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7249
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7227
Enoyl-[acyl-carrier-protein] reductase [NADH], chloroplastic P80030 FABI_BRANA Brassica napus 4 0.7222
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7222
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7210
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7208
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7198
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7194
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7190
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7181
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7180
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7172
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7159
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7159
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7147
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7146
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7119
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7112
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7110
Bifunctional dihydrofolate reductase-thymidylate synthase Q27783 DRTS_TRYBB Trypanosoma brucei brucei 4 0.7099
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7081
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7080
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7078
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7074
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.7073
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7065
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7053
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7043
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7030
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7029
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7007
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7005

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