Vismione M - Compound Card

Vismione M

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Vismione M

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles COc1cc2cc3CC(C)(O)CC(=O)c3c(c2c(c1C/C=C(/CCC=C(C)C)\C)O)O
InChI InChI=1S/C26H32O5/c1-15(2)7-6-8-16(3)9-10-19-21(31-5)12-17-11-18-13-26(4,30)14-20(27)22(18)25(29)23(17)24(19)28/h7,9,11-12,28-30H,6,8,10,13-14H2,1-5H3/b16-9+
InChIKey SVQACLMZZRRXPC-CXUHLZMHSA-N
Formula C26H32O5
HBA 5
HBD 3
MW 424.54
Rotatable Bonds 6
TPSA 86.99
LogP 5.37
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 424.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Psorospermum aurantiacum Hypericaceae Plantae 999533

Showing of synonyms

  • Tiani G, Ahmed I, et al. (2013). Kenganthranol F, a new Anthranol from Psorospermum aurantiacum.. Natural Product Communications, 2013, 8(1), 103-104. [View] [PubMed]
Pubchem: 14475083

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 424.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.98
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.870
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.15

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
63.93
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.800
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.040
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.650
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.340
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
-20.890
Rat (Acute)
2.300
Rat (Chronic Oral)
3.110
Fathead Minnow
5.500
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
472.810
Hydration Free Energy
-5.460
Log(D) at pH=7.4
3.980
Log(P)
6.46
Log S
-6.34
Log(Vapor Pressure)
-8.36
Melting Point
149.49
pKa Acid
7.7
pKa Basic
5.39
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9466
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9248
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9245
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.9190
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9179
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9075
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9063
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9034
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9013
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9010
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8935
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8904
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8849
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8848
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8777
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8675
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8660
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8647
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8619
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.8599
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8586
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8571
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8512
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8504
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8502
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8430
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8426
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8378
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8352
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8347
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8346
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8320
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8271
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8213
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8157
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8150
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8080
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8065
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8048
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8031
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8017
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7981
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7964
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7939
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7925
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7908
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7907
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7894
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7889
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7857
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7852
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7846
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7834
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7826
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7817
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7815
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7785
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7777
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7738
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7735
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7709
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7698
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7685
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7684
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7653
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7647
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7642
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7602
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7592
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7566
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7556
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7542
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7538
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7514
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7508
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7494
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7437
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7436
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7427
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7424
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7410
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7364
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7352
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7347
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7345
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7333
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7318
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7304
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7300
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7289
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7267
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7259
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7258
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7248
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7231
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7220
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7217
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7216
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7195
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7187
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7160
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7140
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7135
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7133
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7128
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7127
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7119
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7116
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7115
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7112
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7111
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7108
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7100
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7089
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7073
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7068
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7064
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7060
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7059
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7052
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7049
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7049
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7044
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7038
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7036
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7034
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7029
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7026
ADP-ribose glycohydrolase AF_1521 O28751 Y1521_ARCFU Archaeoglobus fulgidus 4 0.7023
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7019
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7012
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7008
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7007

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