Mboudiexanthone - Compound Card

Mboudiexanthone

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Mboudiexanthone

Structure
Zoomed Structure
  • Family: Plantae - Guttiferae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles CC(=CCc1ccc2c(c1O)c(=O)c1c(o2)c(O)ccc1O)C
InChI InChI=1S/C18H16O5/c1-9(2)3-4-10-5-8-13-15(16(10)21)17(22)14-11(19)6-7-12(20)18(14)23-13/h3,5-8,19-21H,4H2,1-2H3
InChIKey XRJLAKPQZFDPIO-UHFFFAOYSA-N
Formula C18H16O5
HBA 5
HBD 3
MW 312.32
Rotatable Bonds 2
TPSA 90.9
LogP 3.57
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.17
Exact Mass 312.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Garcinia nobilis Guttiferae Plantae 469933

Showing of synonyms

  • Fouotsa H, Dzoyem JP, et al. (2021). Antiproliferative activity of a new xanthone derivative from leaves of Garcinia nobilis Engl.. Natural product research,2021, 35(24), 5604-5611. [View] [PubMed]
Pubchem: 171120529

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 312.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.82
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
67.57
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.31
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.09
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.48
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.21
Rat (Acute)
2.25
Rat (Chronic Oral)
3.01
Fathead Minnow
4.84
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
457.39
Hydration Free Energy
-11.88
Log(D) at pH=7.4
3.54
Log(P)
4.96
Log S
-5.43
Log(Vapor Pressure)
-8.48
Melting Point
191.57
pKa Acid
5.32
pKa Basic
6.27
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 0.9021
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8962
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8881
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8808
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8728
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8728
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8491
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8459
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8439
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8381
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.8336
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8331
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8297
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8182
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8087
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7969
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7938
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7918
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7885
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7876
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7863
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7850
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7838
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7809
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7807
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7805
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7803
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7726
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7688
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7629
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7624
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7621
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7616
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7613
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7570
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7561
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7508
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7470
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7456
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7432
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7425
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7422
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7421
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7407
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7380
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7371
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7370
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7360
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7354
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7330
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7320
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7281
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7272
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7269
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7264
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7259
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7239
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7231
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7224
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7216
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7206
Glutamine synthetase P9WN39 GLN1B_MYCTU Mycobacterium tuberculosis 3 0.7205
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7196
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7190
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7186
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7177
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7145
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7144
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7133
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7118
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7109
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7109
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.7104
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7074
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7072
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7050
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7038
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7035
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.7027
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7015

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