5,7'-physcion-physcionanthrone - Compound Card

5,7'-physcion-physcionanthrone

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5,7'-physcion-physcionanthrone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Spermidine Alkaloid
Canonical Smiles COc1cc2c(c(c1c1c(OC)cc(c3c1Cc1cc(C)cc(c1C3=O)O)O)O)C(=O)c1c(C2=O)cc(cc1O)C
InChI InChI=1S/C32H24O9/c1-12-5-14-9-15-24(30(37)23(14)18(33)7-12)20(35)11-22(41-4)26(15)28-21(40-3)10-17-27(32(28)39)31(38)25-16(29(17)36)6-13(2)8-19(25)34/h5-8,10-11,33-35,39H,9H2,1-4H3
InChIKey JHHMZQKFZCFPKJ-UHFFFAOYSA-N
Formula C32H24O9
HBA 9
HBD 4
MW 552.54
Rotatable Bonds 3
TPSA 150.59
LogP 4.72
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.16
Exact Mass 552.14
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cassia floribunda Leguminosae/Fabaceae Plantae 2601732
2 Senna floribunda Leguminosae/Fabaceae Plantae 2601732

Showing of synonyms

  • Alemayehu G, Abegaz BM, et al. (1988). Bianthraquinones and a spermidine alkaloid from Cassia floribunda. Phytochemistry,1988,27(27),3255-3258. [View] [PubMed]
  • Tsegaye G, Alemayehu G. (2006). Phytochemical investigation on the stem bark of Senna floribunda. M.Sc. Thesis, Addis Ababa University, Ethiopia,2006. [View] [PubMed]
Pubchem: 9985077
Nmrshiftdb2: 70043729

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)ccc(c3)-c(ccc4)c(c45)Cc6c(C5=O)cccc6

Level: 1

Mol. Weight: 552.54 g/mol

Structure

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

Level: 0

Mol. Weight: 552.54 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 552.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.62
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.830
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.200
Plasma Protein Binding
80.46
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
7.610
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.960
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.850
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.780
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
-6927.710
Rat (Acute)
2.500
Rat (Chronic Oral)
3.880
Fathead Minnow
22.330
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
533.360
Hydration Free Energy
-3.010
Log(D) at pH=7.4
4.570
Log(P)
7.11
Log S
-8.37
Log(Vapor Pressure)
-9.22
Melting Point
285.16
pKa Acid
8.12
pKa Basic
3.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8932
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8932
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8624
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8624
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8441
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8441
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8417
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8417
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8278
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8278
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8070
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8070
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8065
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8065
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8039
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8039
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7819
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7819
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7534
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7534
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7505
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7505
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7381
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7381
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7317
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7317
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7312
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7312
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7260
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7260
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7237
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7237
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7186
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7186
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7157
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7157
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7109
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7109
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7075
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7075
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7072
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7072
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7072
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7072
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7070
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7070
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7046
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7046
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7024
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7024
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7002
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7002

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