4'-O-methylsceletenone - Compound Card

4'-O-methylsceletenone

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4'-O-methylsceletenone

Structure
Zoomed Structure
  • Family: Plantae - Mesembryanthemaceae-Aizoaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Mesemberine Alkaloid
Canonical Smiles COc1ccc(cc1)[C@@]12CCN([C@H]2CC(=O)C=C1)C
InChI InChI=1S/C16H19NO2/c1-17-10-9-16(8-7-13(18)11-15(16)17)12-3-5-14(19-2)6-4-12/h3-8,15H,9-11H2,1-2H3/t15-,16-/m0/s1
InChIKey CJFZJWKORSTYPX-HOTGVXAUSA-N
Formula C16H19NO2
HBA 3
HBD 0
MW 257.33
Rotatable Bonds 2
TPSA 29.54
LogP 2.17
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 257.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Mesembryanthemum cordifolium-Aptenia cordifolia Mesembryanthemaceae-Aizoaceae Plantae 3543

Showing of synonyms

  • Said A.A.E, Ali T.F.S, et al. (2021). Antidepressant potential of Mesembryanthemum cordifolium roots assisted by metabolomic analysis and virtual screening. Natural product research, 2021, 35(23), 5493-5497. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1=CC(=O)CC(NCC2)C12c3ccccc3

Level: 1

Mol. Weight: 257.33 g/mol

Structure

SMILES: C1CNC(C12)CC(=O)C=C2

Level: 0

Mol. Weight: 257.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 257.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.530
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.310
Plasma Protein Binding
52.45
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
8.320
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.590
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.150
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
8.290
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
0.840
Rat (Acute)
2.840
Rat (Chronic Oral)
1.480
Fathead Minnow
3.790
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
319.550
Hydration Free Energy
-9.630
Log(D) at pH=7.4
1.320
Log(P)
1.39
Log S
-1.69
Log(Vapor Pressure)
-6.19
Melting Point
138.29
pKa Acid
9.1
pKa Basic
8.26
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9629
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.9008
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8804
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8791
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8545
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8496
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.8039
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7856
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7831
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7675
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7675
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7639
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7611
Rho-associated protein kinase 1 Q13464 ROCK1_HUMAN Homo sapiens 3 0.7546
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7531
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7521
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7516
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 2 0.7516
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7504
Thymidylate synthase P13100 TYSY_PNECA Pneumocystis carinii 4 0.7460
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7454
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7452
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7443
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7441
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7436
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7428
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7422
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7397
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7390
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7388
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7386
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7383
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7359
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7359
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7344
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7342
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7335
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7335
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7334
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7321
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7316
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7316
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 2 0.7303
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7302
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7301
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7299
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7288
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7285
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 2 0.7280
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7275
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7272
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7270
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7265
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7264
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7253
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 2 0.7249
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7241
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7234
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 2 0.7227
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 2 0.7224
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7216
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7212
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7201
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 2 0.7198
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7196
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7195
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 2 0.7191
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7186
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7185
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7163
L-seryl-tRNA(Sec) kinase Q58933 PSTK_METJA Methanocaldococcus jannaschii 2 0.7160
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7137
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 2 0.7128
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7124
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 2 0.7124
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7118
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7110
Nucleoside diphosphate kinase A5J299 A5J299_PENVA Penaeus vannamei 2 0.7102
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7094
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7092
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7081
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase P47229 BPHD_PARXL Paraburkholderia xenovorans 2 0.7081
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7067
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7055
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7054
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7047
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7021
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7017
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7014
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7012
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7010
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7009
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7006
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7004

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