Cedrelopsin - Compound Card

Cedrelopsin

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Cedrelopsin

Structure
Zoomed Structure
  • Family: Ptaeroxylaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc2ccc(=O)oc2c(c1O)CC=C(C)C
InChI InChI=1S/C15H16O4/c1-9(2)4-6-11-14(17)12(18-3)8-10-5-7-13(16)19-15(10)11/h4-5,7-8,17H,6H2,1-3H3
InChIKey IIEIJMSDKBAFFP-UHFFFAOYSA-N
Formula C15H16O4
HBA 4
HBD 1
MW 260.29
Rotatable Bonds 3
TPSA 59.67
LogP 3.02
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 260.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cedrelopsis grevei Ptaeroxylaceae Plantae 864332

Showing of synonyms

  • Mulholland DA, Kotsos M, et al. (2002). Coumarins from Cedrelopsis grevei (Ptaeroxylaceae). Phytochemistry, 2002, 61(8), 919–922. [View]
Pubchem: 12302592
Nmrshiftdb2: 60077623

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 146.15 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.280
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
63.83
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.710
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.540
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.170
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.590
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
3.750
Rat (Acute)
1.940
Rat (Chronic Oral)
2.010
Fathead Minnow
4.550
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
371.390
Hydration Free Energy
-9.180
Log(D) at pH=7.4
2.470
Log(P)
2.7
Log S
-4.23
Log(Vapor Pressure)
-6.09
Melting Point
132.9
pKa Acid
7.84
pKa Basic
6.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9435
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9062
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9046
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9036
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9036
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8932
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8909
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8846
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8844
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8840
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8796
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8759
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8584
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8471
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.8305
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8301
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8218
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8182
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8161
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8064
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8003
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7999
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7939
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7933
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7879
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7872
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7776
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7771
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7679
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7569
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7466
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7444
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 3 0.7439
Lipoyl synthase 2 Q8DLC2 LIPA2_THEEB Thermosynechococcus vestitus 4 0.7395
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7395
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7351
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7349
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7348
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7345
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7336
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7315
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7311
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7306
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7289
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7283
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7277
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7260
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7252
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7251
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7242
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7236
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7230
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7228
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7225
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7200
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7185
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7158
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7142
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7125
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7124
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7110
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7110
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7108
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7106
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7103
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7075
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7067
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7065
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7055
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7054
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7053
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7051
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7049
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7044
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7042
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7028
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7018
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7017
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7011
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7004

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