Aspergillitine - Compound Card

Aspergillitine

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Aspergillitine

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Benzopyran
    • Subclass: Tricyclic Angular Chromone
Canonical Smiles Cc1ncc2c(c1)ccc1c2oc(C)c(c1=O)C
InChI InChI=1S/C15H13NO2/c1-8-6-11-4-5-12-14(17)9(2)10(3)18-15(12)13(11)7-16-8/h4-7H,1-3H3
InChIKey UCURHOJUSAYQKR-UHFFFAOYSA-N
Formula C15H13NO2
HBA 3
HBD 0
MW 239.27
Rotatable Bonds 0
TPSA 43.1
LogP 3.27
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 239.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Gleditsia caspia Trichocomaceae Fungi 66090

Showing of synonyms

  • Moussa A.Y, Sobhy H.A, et al. (2021). Caspicaiene: a new kaurene diterpene with antitubercular activity from an Aspergillus endophytic isolate in Gleditsia caspia desf. Natural Product Research,2021,35(24),5653-5664. [View] [PubMed]
Pubchem: 9991830
Nmrshiftdb2: 70011601

No compound-protein relationship available.

Structure

SMILES: O=c1ccoc(c12)c3c(cc2)ccnc3

Level: 0

Mol. Weight: 239.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.12
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.04
Plasma Protein Binding
78.81
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
5.96
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.99
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.45
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.35
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
4.47
Rat (Acute)
2.36
Rat (Chronic Oral)
1.31
Fathead Minnow
4.56
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
407.3
Hydration Free Energy
-10.39
Log(D) at pH=7.4
3.05
Log(P)
2.74
Log S
-4.29
Log(Vapor Pressure)
-6.81
Melting Point
237.99
pKa Acid
10.53
pKa Basic
5.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9547
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9391
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9280
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9135
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.9017
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.8955
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8869
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8868
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8831
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8694
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8693
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8590
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8586
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8549
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.8505
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8491
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8455
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8440
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8398
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8393
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8390
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8374
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8338
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8324
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.8323
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8308
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8288
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8276
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.8232
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8204
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8180
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.8103
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8076
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8046
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7979
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7977
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7973
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.7965
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 4 0.7963
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7958
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7958
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7937
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7927
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7887
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7867
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7865
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7865
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7829
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7811
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7809
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7808
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7799
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7789
Endolysin P00720 ENLYS_BPT4 Enterobacteria phage T4 3 0.7775
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7772
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7757
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7756
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7738
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7730
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7706
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7705
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7698
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7691
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7684
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7680
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7675
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7668
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7660
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7656
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7638
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7627
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7624
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7603
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7599
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7596
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7586
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7581
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7563
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7561
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7561
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7555
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7544
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7539
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7537
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7533
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 3 0.7529
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7528
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7526
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7514
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7512
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7511
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7498
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7475
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7471
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7453
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7451
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7451
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7449
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 4 0.7446
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7443
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7429
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 2 0.7420
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 3 0.7378
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7378
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7372
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7372
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7349
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7335
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7333
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7331
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7329
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7324
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7319
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7297
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7286
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7284
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7273
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7271
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7246
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7242
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7227
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7215
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7205
Enoyl-acyl carrier reductase Q6UCJ9 Q6UCJ9_TOXGO Toxoplasma gondii 3 0.7203
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7196
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7190
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7186
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7179
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7175
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7171
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7171
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7162
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7157
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7157
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7156
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7152
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7145
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7138
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7134
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7126
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 4 0.7108
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7107
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7100
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7100
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7097
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7095
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7076
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7076
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7053
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7044
Bcl-2-like protein 1 Q07817 B2CL1_HUMAN Homo sapiens 3 0.7036
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7030
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7028
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7025
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7013
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7006

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