Anhydrophlegmacin-9',10'-quinone - Compound Card

Anhydrophlegmacin-9',10'-quinone

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Anhydrophlegmacin-9',10'-quinone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles COc1cc(O)c2c(c1)c(c1c(OC)cc3c(c1O)C(=O)c1c(C3=O)cc(cc1O)C)c1c(c2O)C(=O)CC(C1)(C)O
InChI InChI=1S/C32H26O10/c1-12-5-15-24(18(33)6-12)30(38)26-16(28(15)36)9-21(42-4)27(31(26)39)22-14-7-13(41-3)8-19(34)23(14)29(37)25-17(22)10-32(2,40)11-20(25)35/h5-9,33-34,37,39-40H,10-11H2,1-4H3
InChIKey LKMSWRVEGLONJV-UHFFFAOYSA-N
Formula C32H26O10
HBA 10
HBD 5
MW 570.55
Rotatable Bonds 3
TPSA 170.82
LogP 4.31
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 570.15
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Senna floribunda Leguminosae/Fabaceae Plantae 2601732

Showing of synonyms

  • 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: 102318018
Nmrshiftdb2: 60076224

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)cc3c(CCCC3=O)c2-c(c4)ccc(c45)C(=O)c6c(C5=O)cccc6

Level: 1

Mol. Weight: 570.55 g/mol

Structure

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

Level: 0

Mol. Weight: 570.55 g/mol

Structure

SMILES: O=C1CCCc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 570.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.8
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.890
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
5.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.150
Plasma Protein Binding
74.33
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
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
8.950
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.590
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.870
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.830
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
-8937.500
Rat (Acute)
2.610
Rat (Chronic Oral)
4.010
Fathead Minnow
25.020
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
513.470
Hydration Free Energy
-3.010
Log(D) at pH=7.4
4.000
Log(P)
5.41
Log S
-7.62
Log(Vapor Pressure)
-10.9
Melting Point
268.21
pKa Acid
7.98
pKa Basic
3.2
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 0.8747
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8747
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8599
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8599
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8553
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8553
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8485
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8485
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8263
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8263
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8241
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8241
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8141
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8141
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7995
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7995
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7872
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7872
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7679
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7679
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 4 0.7643
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 4 0.7643
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7546
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7546
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7459
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7459
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7409
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7409
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7350
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7350
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7281
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7281
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7112
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7112
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7050
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7050
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7048
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7048
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7035
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7035

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