Isosengulone - Compound Card

Isosengulone

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Isosengulone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Bisanthraquinone
Canonical Smiles COc1cc(O)c2c(c1)c(c1c(OC)cc3c(c1O)C(=O)c1c(C3=O)cc(cc1O)C)c1c(c2O)C(=O)C=C(C1=O)C
InChI InChI=1S/C32H22O10/c1-11-5-15-22(17(33)6-11)30(38)24-16(29(15)37)10-20(42-4)26(32(24)40)23-14-8-13(41-3)9-19(35)21(14)31(39)25-18(34)7-12(2)28(36)27(23)25/h5-10,33,35,39-40H,1-4H3
InChIKey IXPJORZGWMFSHR-UHFFFAOYSA-N
Formula C32H22O10
HBA 10
HBD 4
MW 566.52
Rotatable Bonds 3
TPSA 167.66
LogP 4.76
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 566.12
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Senna sophera Leguminosae/Fabaceae Plantae 948718
2 Senna multiglandulosa Leguminosae/Fabaceae Plantae 1574110

Showing of synonyms

  • Alemayehu G, Abegaz BM, et al. (1998). A 1,4-anthraquinone-dihydroanthracenone dimer from Senna sophera. Phytochemistry,1998,48(4),699-702. [View] [PubMed]
  • Alemayehu G, Abegaz BM. (1996). Bianthraquinones from the seeds of Senna multiglandulosa. Phytochemistry,1996,41(3),919-921. [View] [PubMed]
Pubchem: 101691099
Nmrshiftdb2: 70006208

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(=O)c(c12)cc3c(cccc3)c2-c(c4)ccc(c45)C(=O)c6c(C5=O)cccc6

Level: 1

Mol. Weight: 566.52 g/mol

Structure

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

Level: 0

Mol. Weight: 566.52 g/mol

Structure

SMILES: O=C1C=CC(=O)c(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 566.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.47
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.790
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
5.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.180
Plasma Protein Binding
81.64
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
8.220
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.360
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
7.550
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
-10749.440
Rat (Acute)
2.560
Rat (Chronic Oral)
4.320
Fathead Minnow
30.480
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
509.310
Hydration Free Energy
-2.940
Log(D) at pH=7.4
3.950
Log(P)
6.05
Log S
-8.54
Log(Vapor Pressure)
-11.29
Melting Point
299.56
pKa Acid
8.98
pKa Basic
0.72
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 0.8921
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8921
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8816
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8816
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8671
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8671
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8643
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8643
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8636
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8636
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8533
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8533
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8452
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8452
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8413
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8413
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8285
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8285
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8081
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8081
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7855
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7855
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7800
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7800
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7551
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7551
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7274
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7274
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7050
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7050

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