Austradixanthone - Compound Card

Austradixanthone

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Austradixanthone

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Xanthone
    • Subclass: Dimeric Xanthone
Canonical Smiles OCc1cc(O)c2c(c1)oc1c(c2=O)c(C)cc(c1Oc1c(O)cc(c2c1oc1c(O)c(O)c(c(c1c2=O)OC)O)C)O
InChI InChI=1S/C30H22O13/c1-9-4-13(33)25(29-16(9)20(35)18-12(32)6-11(8-31)7-15(18)41-29)42-26-14(34)5-10(2)17-21(36)19-27(40-3)23(38)22(37)24(39)28(19)43-30(17)26/h4-7,31-34,37-39H,8H2,1-3H3
InChIKey BPTCPKOWYXWSTG-UHFFFAOYSA-N
Formula C30H22O13
HBA 13
HBD 7
MW 590.49
Rotatable Bonds 4
TPSA 220.49
LogP 4.35
Number Rings 6
Number Aromatic Rings 6
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 590.11
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus austroafricanus Eurotiomycetidae Fungi 1220192
2 Aspergillus austroafricanus Trichocomaceae Fungi 1220192

Showing of synonyms

  • Ebrahim W, El-Neketi M, et al. (2016). Metabolites from the fungal endophyte Aspergillus austroafricanus in axenic culture and in fungal−bacterial mixed cultures. Journal of Natural Products,2016,79,914-922. [View] [PubMed]
Pubchem: 132519905
Nmrshiftdb2: 70000354

No compound-protein relationship available.

Structure

SMILES: c1cccc(c2=O)c1oc(c23)c(ccc3)Oc(ccc4)c(c45)oc6c(c5=O)cccc6

Level: 1

Mol. Weight: 590.49 g/mol

Structure

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

Level: 0

Mol. Weight: 590.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.23
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.21
Plasma Protein Binding
74.4
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.52
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.88
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
-17409.66
Rat (Acute)
2.38
Rat (Chronic Oral)
4.14
Fathead Minnow
42.45
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
553.02
Hydration Free Energy
-3.16
Log(D) at pH=7.4
1.95
Log(P)
4.06
Log S
-4.99
Log(Vapor Pressure)
-14.29
Melting Point
358.64
pKa Acid
11.9
pKa Basic
0.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8989
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8989
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8851
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8851
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8763
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8763
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8642
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8642
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8636
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8636
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8553
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8553
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8521
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8521
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8374
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8374
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.8203
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.8203
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8071
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8071
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8002
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8002
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.7996
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.7996
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7975
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7975
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7912
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7912
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 4 0.7799
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 4 0.7799
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7643
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7643
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 4 0.7595
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 4 0.7595
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7438
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7438
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7427
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7427
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7415
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7415
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7332
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7332
dTDP-4-dehydro-6-deoxyglucose 3-epimerase Q5SFD1 CHMJ_STRBI Streptomyces bikiniensis 4 0.7315
dTDP-4-dehydro-6-deoxyglucose 3-epimerase Q5SFD1 CHMJ_STRBI Streptomyces bikiniensis 4 0.7315
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7311
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7311
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7307
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7307
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7303
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7303
L-malyl-CoA/beta-methylmalyl-CoA lyase Q3J5L6 MCAL_RHOS4 Cereibacter sphaeroides 3 0.7296
L-malyl-CoA/beta-methylmalyl-CoA lyase Q3J5L6 MCAL_RHOS4 Cereibacter sphaeroides 3 0.7296
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7178
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7178
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7171
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7171
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7115
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7115
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7082
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7082
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7082
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7082
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7071
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7071
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7034
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7034

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