Pentadexanthone - Compound Card

Pentadexanthone

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Pentadexanthone

Structure
Zoomed Structure
  • Family: Plantae - Clusiaceae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc2c(c1O)cc(o2)C(O)(C)C
InChI InChI=1S/C24H24O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(26)20(17)22(19)27)8-18(31-15)24(3,4)28/h6,8-10,25-26,28H,7H2,1-5H3
InChIKey HLQSXLLGRASXOM-UHFFFAOYSA-N
Formula C24H24O7
HBA 7
HBD 3
MW 424.45
Rotatable Bonds 4
TPSA 113.27
LogP 4.85
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 424.15
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: 163088909
Nmrshiftdb2: 70103051

No compound-protein relationship available.

Structure

SMILES: c1coc(c12)cc3c(c2)c(=O)c4c(o3)cccc4

Level: 0

Mol. Weight: 424.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.39
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.880
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.250
Plasma Protein Binding
73.15
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
8.170
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.040
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.030
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
-36.790
Rat (Acute)
2.440
Rat (Chronic Oral)
3.340
Fathead Minnow
5.760
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
532.390
Hydration Free Energy
-4.820
Log(D) at pH=7.4
3.280
Log(P)
5.31
Log S
-6.08
Log(Vapor Pressure)
-9.72
Melting Point
233.45
pKa Acid
7.33
pKa Basic
6.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9287
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9169
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9008
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8929
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8847
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8821
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8713
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8683
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8624
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8339
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8333
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8215
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8182
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8175
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8100
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7954
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7948
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7944
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7882
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7859
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7847
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.7788
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7786
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7762
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7756
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7739
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7738
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7673
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7657
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 5 0.7584
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7562
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7427
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7378
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7353
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7340
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7338
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7331
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7266
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7197
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7154
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7148
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7140
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7128
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7102
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7058
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7051
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7004

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