5,10-dihydroxy-2-methyl-9-(physcion-7'-yl)-1,4-anthraquinone - Compound Card

5,10-dihydroxy-2-methyl-9-(physcion-7'-yl)-1,4-anthraquinone

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5,10-dihydroxy-2-methyl-9-(physcion-7'-yl)-1,4-anthraquinone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Bisanthraquinone
Canonical Smiles COc1cc2c(c(c1c1c3C(=O)C(=CC(=O)c3c(c3c1cccc3O)O)C)O)C(=O)c1c(C2=O)cc(cc1O)C
InChI InChI=1S/C31H20O9/c1-11-7-14-21(17(33)8-11)29(37)23-15(28(14)36)10-19(40-3)25(31(23)39)22-13-5-4-6-16(32)20(13)30(38)24-18(34)9-12(2)27(35)26(22)24/h4-10,32-33,38-39H,1-3H3
InChIKey RSRHRPXCPQMOSZ-UHFFFAOYSA-N
Formula C31H20O9
HBA 9
HBD 4
MW 536.49
Rotatable Bonds 2
TPSA 158.43
LogP 4.75
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.1
Exact Mass 536.11
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Senna didymobotrya Leguminosae/Fabaceae Plantae 72401

Showing of synonyms

  • Alemayehu G, Hailu A, et al. (1996). Bianthraquinones from Senna didymobotrya. Phytochemistry,1996,42(5),1423-1425. [View] [PubMed]
Pubchem: 101995330
Nmrshiftdb2: 60063973

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: 536.49 g/mol

Structure

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

Level: 0

Mol. Weight: 536.49 g/mol

Structure

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

Level: 0

Mol. Weight: 536.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.850
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.230
Plasma Protein Binding
86.67
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
8.540
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.280
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.840
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.280
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
-4424.590
Rat (Acute)
2.550
Rat (Chronic Oral)
4.080
Fathead Minnow
19.170
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
581.530
Hydration Free Energy
-3.040
Log(D) at pH=7.4
3.460
Log(P)
6.01
Log S
-8.08
Log(Vapor Pressure)
-7.55
Melting Point
300.92
pKa Acid
8.68
pKa Basic
1.56
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
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8643
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8643
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8570
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8570
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8559
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8559
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8379
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8379
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8328
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8328
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8194
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8194
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7819
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7819
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7814
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7814
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7683
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7683
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7462
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7462
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7170
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7170
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7046
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7046

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