7-methylphyscion - Compound Card

7-methylphyscion

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7-methylphyscion

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles COc1cc2C(=O)c3cc(C)cc(c3C(=O)c2c(c1C)O)O
InChI InChI=1S/C17H14O5/c1-7-4-9-13(11(18)5-7)17(21)14-10(16(9)20)6-12(22-3)8(2)15(14)19/h4-6,18-19H,1-3H3
InChIKey XNUGMXPCSPSWTH-UHFFFAOYSA-N
Formula C17H14O5
HBA 5
HBD 2
MW 298.29
Rotatable Bonds 1
TPSA 83.83
LogP 2.5
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 298.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cassia obtusifolia Leguminosae/Fabaceae Plantae 346985

Showing of synonyms

  • Sob S, Wabo H, et al. (2010). Anthraquinones, sterols, triterpenoids and xanthones from Cassia obtusifolia. Biochemical Systematics and Ecology, 2010, 38(3), 342-345. [View]
Pubchem: 21770756
Nmrshiftdb2: 60076263

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 298.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.41
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.630
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.960
Plasma Protein Binding
62.3
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.300
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.220
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.080
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.250
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
4.740
Rat (Acute)
2.450
Rat (Chronic Oral)
2.910
Fathead Minnow
4.520
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
424.320
Hydration Free Energy
-9.090
Log(D) at pH=7.4
2.810
Log(P)
4.58
Log S
-6.83
Log(Vapor Pressure)
-7.22
Melting Point
209.24
pKa Acid
6.91
pKa Basic
4.21
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9271
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9083
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9040
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9012
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8929
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8872
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8828
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8804
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8738
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8727
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8587
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8490
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8442
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8430
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8283
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8266
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8187
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8132
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8106
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8053
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8006
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7973
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7924
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7814
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7814
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7724
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7660
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7655
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7653
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7622
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7574
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7530
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7474
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7441
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7425
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7425
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7421
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7411
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7383
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7366
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7362
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7348
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7343
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7295
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7287
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7261
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7238
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7194
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7141
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7139
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7128
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7120
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7114
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7101
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7097
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7080
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7041
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7040
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7033

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