Cratoxylone - Compound Card

Cratoxylone

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Cratoxylone

Structure
Zoomed Structure
  • Family: Plantae - Clusiaceae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CCC(O)(C)C)O
InChI InChI=1S/C24H28O7/c1-12(2)6-7-14-19-17(11-16(26)23(14)30-5)31-18-10-15(25)13(8-9-24(3,4)29)21(27)20(18)22(19)28/h6,10-11,25-27,29H,7-9H2,1-5H3
InChIKey JSXIWUDODLMCGG-UHFFFAOYSA-N
Formula C24H28O7
HBA 7
HBD 4
MW 428.48
Rotatable Bonds 6
TPSA 120.36
LogP 4.28
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 428.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pentadesma butyracea Clusiaceae Plantae 198785

Showing of synonyms

  • Lenta BN, Kamdem LM, et al. (2011). Antiplasmodial constituents from the fruit pericarp of Pentadesma butyracea.. Planta medica,2011, 77(4), 377-379. [View] [PubMed]
Pubchem: 102004659
Nmrshiftdb2: 60025324
Bindingdb: 50454320

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 428.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.91
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.060
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.000
Plasma Protein Binding
52.52
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.940
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.730
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.660
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.540
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
-18.810
Rat (Acute)
2.220
Rat (Chronic Oral)
3.210
Fathead Minnow
5.280
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
504.050
Hydration Free Energy
-7.110
Log(D) at pH=7.4
2.470
Log(P)
5.29
Log S
-4.68
Log(Vapor Pressure)
-8.63
Melting Point
216.67
pKa Acid
8.41
pKa Basic
7.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9167
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9122
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9120
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9017
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8827
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8768
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8657
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8650
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8614
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8547
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8517
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8473
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8372
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8364
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8363
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8324
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.8296
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8254
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8164
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8144
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8129
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7946
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7946
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7907
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7890
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7856
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7839
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7805
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7784
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7755
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 4 0.7702
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7687
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7651
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7634
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7611
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7586
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7581
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7579
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7577
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.7570
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7532
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7491
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7490
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7490
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7490
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7436
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7418
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7412
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7409
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7402
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7392
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7385
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7381
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7364
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7354
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7332
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7296
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7283
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7272
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7257
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7250
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7229
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7214
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7198
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7189
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7171
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7157
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7133
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7131
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7114
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7080
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7057
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7054
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7023
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7009
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7003

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