Anhydrophlegmacin-9,10-quinones A2 - Compound Card

Anhydrophlegmacin-9,10-quinones A2

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Anhydrophlegmacin-9,10-quinones A2

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)[C@](CC1)(C)O
InChI InChI=1S/C32H26O10/c1-12-7-16-23(18(33)8-12)28(36)24-17(27(16)35)11-20(42-4)26(30(24)38)21-14-5-6-32(2,40)31(39)25(14)29(37)22-15(21)9-13(41-3)10-19(22)34/h7-11,33-34,37-38,40H,5-6H2,1-4H3/t32-/m1/s1
InChIKey WBLYYYSQZVZTGB-JGCGQSQUSA-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 sophera Leguminosae/Fabaceae Plantae 948718

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]

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)
-5.83
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
5.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.160
Plasma Protein Binding
77.39
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
8.660
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.300
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
6.930
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
-9845.160
Rat (Acute)
2.580
Rat (Chronic Oral)
4.180
Fathead Minnow
27.220
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
499.310
Hydration Free Energy
-2.990
Log(D) at pH=7.4
4.180
Log(P)
5.66
Log S
-7.75
Log(Vapor Pressure)
-11.38
Melting Point
262.04
pKa Acid
7.92
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 0.8930
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8930
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8706
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8706
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8633
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8633
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8587
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8587
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8392
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8392
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7866
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7866
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7803
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7803
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7765
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7765
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7675
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7675
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7595
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7595
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7417
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7417
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7404
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7404
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7284
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7284
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7279
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7279
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7249
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7249
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7217
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7217
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7159
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7159
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7137
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7137
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7117
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7117
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7095
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7095
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7024
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7024
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7008
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7008
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7008
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7008
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7007
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7007

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