Heptacyclosordariolone - Compound Card

Heptacyclosordariolone

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Heptacyclosordariolone

Structure
Zoomed Structure
  • Family: Sordariaceae
  • Kingdom: Plantae
  • Class: Polyketide
Canonical Smiles CC(C1(O)OCc2c(C=C1)cccc2O)O
InChI InChI=1S/C12H14O4/c1-8(13)12(15)6-5-9-3-2-4-11(14)10(9)7-16-12/h2-6,8,13-15H,7H2,1H3
InChIKey SIGIFLFHWBFSEM-UHFFFAOYSA-N
Formula C12H14O4
HBA 4
HBD 3
MW 222.24
Rotatable Bonds 1
TPSA 69.92
LogP 1.0
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 222.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sordaria sp. Sordariaceae Plantae 1769487

Showing of synonyms

  • Tsague Tankeu V, Sema D, et al. (2020). Heptacyclosordarianone, a New Polyketide From Sordaria sp., an Endophytic Fungus From Garcinia polyantha. Natural Product Communications, 2020, 15(12). [View]
Pubchem: 162854249
Nmrshiftdb2: 80016633

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)COCC=C2

Level: 0

Mol. Weight: 146.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.04
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.07
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.5
Plasma Protein Binding
2.06
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-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
7.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.12
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.33
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.25
Micronucleos
Toxic
NR-AhR
Safe
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
1.96
Rat (Acute)
2.23
Rat (Chronic Oral)
2.53
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
319.37
Hydration Free Energy
-12.45
Log(D) at pH=7.4
0.73
Log(P)
1.1
Log S
-1.6
Log(Vapor Pressure)
-6.34
Melting Point
156.31
pKa Acid
7.11
pKa Basic
4.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.9566
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9190
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9011
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8983
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8822
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.8806
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8750
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8735
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8734
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8660
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8636
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8571
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8553
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8531
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8475
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8470
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8457
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8447
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8319
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8310
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8265
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8222
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8196
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8170
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8109
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.8055
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8031
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7941
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7919
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7896
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7885
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7884
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7875
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7850
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7830
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.7797
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7767
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7730
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7720
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7716
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7710
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7695
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7684
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7678
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7651
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7615
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7603
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7598
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7591
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7585
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7577
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7573
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7549
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7526
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7524
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7483
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7459
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7441
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7427
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7412
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7411
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7404
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7394
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7385
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7378
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7363
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7355
Odorant binding protein ASP1 Q8WRW5 Q8WRW5_APIME Apis mellifera 3 0.7352
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7339
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7333
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7308
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7307
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7301
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7290
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7278
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7271
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7254
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 3 0.7249
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7240
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7197
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7196
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7195
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7193
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7171
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7167
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7162
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7160
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7155
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7138
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7136
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7129
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7128
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 3 0.7127
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7115
Large structural protein Q91L20 Q91L20_9MONO Human metapneumovirus 3 0.7112
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.7111
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7105
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7105
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7102
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7090
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7086
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7085
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7078
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7064
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7058
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7049
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7024
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7020
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7019
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7009

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