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

Torosanin-9',10'-quinone

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Torosanin-9',10'-quinone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles COc1cc2c(c(c1c1c(OC)cc(c3c1cc1C[C@](C)(O)CC(=O)c1c3O)O)O)C(=O)c1c(C2=O)cc(cc1O)C
InChI InChI=1S/C32H26O10/c1-12-5-15-24(17(33)6-12)30(38)26-16(28(15)36)8-20(41-3)27(31(26)39)25-14-7-13-10-32(2,40)11-19(35)22(13)29(37)23(14)18(34)9-21(25)42-4/h5-9,33-34,37,39-40H,10-11H2,1-4H3/t32-/m0/s1
InChIKey HJFRWECDRIBZFT-YTTGMZPUSA-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
2 Senna septemtrionalis Leguminosae/Fabaceae Plantae 346998

Showing of synonyms

  • Alemayehu G, Woldeyesus B, et al. (1997). (+)-Floribundone 3 from the pods of Senna septemtrionalis.. Bulletin of the Chemical Society of Ethiopia,1997,11(1),25-30. [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: 10393232
Nmrshiftdb2: 70043784

No compound-protein relationship available.

Structure

SMILES: O=C1CCCc(c2)c1cc(c23)cccc3-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)
-5.86
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.920
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
4.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.130
Plasma Protein Binding
79.54
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
9.250
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.460
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.800
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.480
Micronucleos
Toxic
NR-AhR
Safe
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
-8867.890
Rat (Acute)
2.610
Rat (Chronic Oral)
3.880
Fathead Minnow
25.050
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
521.760
Hydration Free Energy
-3.030
Log(D) at pH=7.4
3.930
Log(P)
6.12
Log S
-7.85
Log(Vapor Pressure)
-10.87
Melting Point
275.49
pKa Acid
7.97
pKa Basic
3.44
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 0.8931
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8931
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8789
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8789
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8721
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8721
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8717
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8717
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8578
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8578
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8496
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8496
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8358
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8358
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8068
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8068
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7981
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7981
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7922
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7922
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7912
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7912
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7887
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7887
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7869
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7869
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7811
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.7811
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7800
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7800
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7799
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7799
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7760
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7760
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7589
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7589
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7553
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7553
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7529
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7529
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7401
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7401
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7303
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7303
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7235
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7235
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7220
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7220
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7166
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7166
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7165
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7165
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7148
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7148
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7144
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7144
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7104
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7104
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7095
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7095
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7068
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7068
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7068
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7068
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7060
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7060
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7057
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7057
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7054
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7054
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7038
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7038
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7028
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7028

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