6-O-methylcalyxanthone - Compound Card

6-O-methylcalyxanthone

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6-O-methylcalyxanthone

Structure
Zoomed Structure
  • Family: Trichocomaceae
  • Kingdom: Fungi
  • Class: Xanthone
Canonical Smiles COc1cc(O)c2c(c1)oc1c(c2=O)c(cc(c1)O)C(=O)O
InChI InChI=1S/C15H10O7/c1-21-7-4-9(17)13-11(5-7)22-10-3-6(16)2-8(15(19)20)12(10)14(13)18/h2-5,16-17H,1H3,(H,19,20)
InChIKey XUAQXXUNINSUEG-UHFFFAOYSA-N
Formula C15H10O7
HBA 6
HBD 3
MW 302.24
Rotatable Bonds 2
TPSA 117.2
LogP 2.06
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.07
Exact Mass 302.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus wentii Trichocomaceae Fungi 5066

Showing of synonyms

  • Form I.C, Bonus M, et al. (2019). Xanthone, benzophenone and bianthrone derivatives from the hypersaline lake-derived fungus Aspergillus wentii. Bioorg Med Chem,2019,27(20),115005. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 196.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.23
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.180
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.330
Plasma Protein Binding
67.03
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.980
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.300
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.410
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.090
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
5.640
Rat (Acute)
1.910
Rat (Chronic Oral)
3.490
Fathead Minnow
3.850
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
480.110
Hydration Free Energy
-8.200
Log(D) at pH=7.4
0.090
Log(P)
2.69
Log S
-3.33
Log(Vapor Pressure)
-8.59
Melting Point
255.33
pKa Acid
8.64
pKa Basic
4.23
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9269
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.9215
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9209
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9171
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8937
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8891
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8842
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8823
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8797
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8796
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8744
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 3 0.8727
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8698
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8682
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8617
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.8530
Cytosolic IMP-GMP specific 5'-nucleotidase Q5ZZB6 Q5ZZB6_LEGPH Legionella pneumophila subsp. pneumophila 4 0.8501
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8485
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8476
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8436
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8356
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8339
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8330
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8272
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8235
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8232
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8158
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8058
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8045
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8027
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8022
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7976
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7973
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7946
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7893
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7873
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7833
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7788
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7734
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7728
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7685
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7672
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7636
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7619
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7576
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7562
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7486
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7441
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7430
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7420
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7416
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7413
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7409
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7408
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7401
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7396
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7389
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7380
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7376
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7351
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7340
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7295
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7289
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7275
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7263
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7259
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7210
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7190
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7174
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7161
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7151
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7133
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7123
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7123
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7109
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7104
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7103
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7094
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7081
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7080
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7078
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7075
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7009

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