Globuxanthone - Compound Card

Globuxanthone

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Globuxanthone

Structure
Zoomed Structure
  • Family: Plantae - Guttiferae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Xanthone
Canonical Smiles C=CC(c1cc(O)c(c2c1oc1c(O)cccc1c2=O)O)(C)C
InChI InChI=1S/C18H16O5/c1-4-18(2,3)10-8-12(20)15(22)13-14(21)9-6-5-7-11(19)16(9)23-17(10)13/h4-8,19-20,22H,1H2,2-3H3
InChIKey OBZOCMORJAPERH-UHFFFAOYSA-N
Formula C18H16O5
HBA 5
HBD 3
MW 312.32
Rotatable Bonds 2
TPSA 90.9
LogP 3.53
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 Pentadesma butyracea Guttiferae Plantae 198785

Showing of synonyms

  • Tala M, Wabo H, et al. (2013). A prenylated xanthone and antiproliferative compounds from leaves of Pentadesma butyracea. Phytochemistry Letters, 2013, 6(3), 326-330. [View]
Pubchem: 60148490
Nmrshiftdb2: 60029557
Bindingdb: 50268297

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 312.32 g/mol

Cancer cell growth inhibitory

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.19
Plasma Protein Binding
67.36
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
3.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.01
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.77
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.55
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.64
Rat (Acute)
2.41
Rat (Chronic Oral)
2.78
Fathead Minnow
4.66
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
431.26
Hydration Free Energy
-10.37
Log(D) at pH=7.4
2.62
Log(P)
4.13
Log S
-4.77
Log(Vapor Pressure)
-8.05
Melting Point
187.22
pKa Acid
6.86
pKa Basic
5.73
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 0.9116
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9052
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8984
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8929
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8904
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8754
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8677
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8624
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8561
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8493
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8491
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.8474
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8416
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8297
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8267
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8221
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.8157
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8106
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.8103
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.8056
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8008
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7992
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.7969
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7967
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7948
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7944
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7940
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 4 0.7936
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7911
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7864
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7863
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7807
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7793
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7746
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7730
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7721
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7717
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7702
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7698
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7693
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7675
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7651
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7595
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7586
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7573
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7557
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7553
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7515
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7512
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7507
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7497
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7479
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7466
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7451
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7439
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7416
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7411
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7411
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7394
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7354
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7354
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7320
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7289
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7276
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7270
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7269
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7243
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7241
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7233
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7231
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7222
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7200
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7174
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7158
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7143
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7133
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7098
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7097
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7090
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7070
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7063
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7063
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7053
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7050
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7031
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7031
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7024
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7023
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7021
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7019
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7018
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7010
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7006

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