Allaxanthone B - Compound Card

Allaxanthone B

Select a section from the left sidebar

Allaxanthone B

Structure
Zoomed Structure
  • Family: Guttiferae
  • Kingdom: Plantae
  • Class: Xanthone
    • Subclass: Xanthone Derivative
Canonical Smiles C/C(=C/Cc1c(O)cc2c(c1O)c(=O)c1c(o2)cc(c2c1C=CC(O2)(C)C)O)/CCC=C(C)C
InChI InChI=1S/C28H30O6/c1-15(2)7-6-8-16(3)9-10-17-19(29)13-22-24(25(17)31)26(32)23-18-11-12-28(4,5)34-27(18)20(30)14-21(23)33-22/h7,9,11-14,29-31H,6,8,10H2,1-5H3/b16-9-
InChIKey VXBRNANXWNQRCY-SXGWCWSVSA-N
Formula C28H30O6
HBA 6
HBD 3
MW 462.54
Rotatable Bonds 5
TPSA 100.13
LogP 6.48
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 462.2
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Allanblackia floribunda Guttiferae Plantae 469914

Showing of synonyms

  • Azebaze AG, Teinkela JE, et al. (2015). Antiplasmodial activity of some phenolic compounds from Cameroonians Allanblackia.. African health sciences,2015, 15(3), 835-840. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1=CCOc(c1c23)ccc3oc4c(c2=O)cccc4

Level: 0

Mol. Weight: 250.25 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.18
Plasma Protein Binding
56.87
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
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.99
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.65
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.58
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-133.68
Rat (Acute)
2.36
Rat (Chronic Oral)
2.66
Fathead Minnow
5.83
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
544.8
Hydration Free Energy
-3.16
Log(D) at pH=7.4
4.13
Log(P)
7.99
Log S
-6.66
Log(Vapor Pressure)
-10.41
Melting Point
199.24
pKa Acid
7.27
pKa Basic
6.4
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 0.9160
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9022
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8945
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8650
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8494
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8488
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8404
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8375
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8350
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8327
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8320
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8308
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8301
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8254
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8192
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8154
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8151
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8099
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8043
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7996
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7996
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7967
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7928
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7880
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7858
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7782
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7777
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7774
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7688
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7681
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7619
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7550
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7543
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7536
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7532
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7528
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7527
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7512
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7469
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7443
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7432
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7417
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7405
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7368
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7367
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7362
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7335
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7312
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7311
Reductase homolog Q9ZGC1 Q9ZGC1_STRCY Streptomyces cyanogenus 3 0.7301
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7299
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7287
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7282
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7277
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7271
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7253
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7162
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7147
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7141
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7132
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7101
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7080
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7077
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7069
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7051
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7039
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7030
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7012

Download SDF