Aloe-emodin acetate - Compound Card

Aloe-emodin acetate

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Aloe-emodin acetate

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles CC(=O)OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)ccc1
InChI InChI=1S/C17H12O6/c1-8(18)23-7-9-5-11-15(13(20)6-9)17(22)14-10(16(11)21)3-2-4-12(14)19/h2-6,19-20H,7H2,1H3
InChIKey FUECAILUKAJTBR-UHFFFAOYSA-N
Formula C17H12O6
HBA 6
HBD 2
MW 312.28
Rotatable Bonds 2
TPSA 100.9
LogP 1.94
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 312.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Kniphofia species Liliaceae Plantae 49723
2 Kniphofia species Liliaceae Plantae 49723

Showing of synonyms

  • Yenesew A, Wondimu A, et al. (1988). A comparative study of anthraquinones in rhizomes of Kniphofia species.. Biochemical systematics and ecology,1988,16(2),157-159. [View] [PubMed]
  • Berhanu E, Fetene M, et al. (1986). Anthraquinones as taxonomic markers in Ethiopian Kniphofia species.. Phytochemistry,1986,25(4),847-850. [View] [PubMed]
Pubchem: 10425624
Chebi: 174246
Nmrshiftdb2: 60063442
Bindingdb: 150754

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 312.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
54.96
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
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.13
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.2
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.73
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
4.08
Rat (Acute)
2.66
Rat (Chronic Oral)
2.92
Fathead Minnow
4.45
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
437.07
Hydration Free Energy
-9.32
Log(D) at pH=7.4
2.53
Log(P)
3.33
Log S
-5.22
Log(Vapor Pressure)
-8.0
Melting Point
189.49
pKa Acid
6.82
pKa Basic
4.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9481
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9481
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9462
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9462
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9353
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9353
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8904
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8904
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8762
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8762
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8733
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8733
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8728
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8728
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8499
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8499
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8473
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8473
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8442
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8442
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8398
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8398
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8368
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8368
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8310
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8310
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8309
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8309
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8272
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8272
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8192
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8192
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8170
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8170
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8146
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8146
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.8097
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.8097
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.8033
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.8033
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8017
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8017
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7982
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7982
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7934
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7934
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7927
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7927
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7832
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7832
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7798
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7798
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7770
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7770
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7764
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7764
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7709
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7709
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7679
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7679
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7641
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7641
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7641
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7641
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7638
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7638
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7611
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7611
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7579
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7579
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7553
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7553
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7552
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7552
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7532
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7532
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7522
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7522
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7518
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7518
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7504
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7504
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7496
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7496
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7471
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7471
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7467
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7467
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7418
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7418
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7413
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7413
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7374
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7374
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7349
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7349
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7344
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7344
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7342
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7342
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7331
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7331
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7329
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7329
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7319
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7319
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7304
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7304
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7300
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7300
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7295
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7295
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7291
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7291
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7278
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7278
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7270
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7270
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7253
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7253
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7243
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7243
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7239
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7239
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7238
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7238
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7232
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7232
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7222
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7222
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7215
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7215
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7178
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7178
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7176
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7176
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7174
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7174
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7159
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7159
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7152
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7152
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7141
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7141
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7140
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7140
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7133
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7133
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7116
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7116
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7106
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7106
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7103
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7103
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7093
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7093
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7091
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7091
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7067
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7067
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7067
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7067
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7054
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7054
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7033
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7033
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7032
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7032
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7009
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7009

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