7-hydroxyaloe-emodin - Compound Card

7-hydroxyaloe-emodin

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7-hydroxyaloe-emodin

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)c(cc1)O
InChI InChI=1S/C15H10O6/c16-5-6-3-8-11(10(18)4-6)15(21)12-7(13(8)19)1-2-9(17)14(12)20/h1-4,16-18,20H,5H2
InChIKey DIGOUNMGDIJHEB-UHFFFAOYSA-N
Formula C15H10O6
HBA 6
HBD 4
MW 286.24
Rotatable Bonds 1
TPSA 115.06
LogP 1.07
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.07
Exact Mass 286.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe succotrina Asphodelaceae Plantae 1128810

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]
Pubchem: 91664802

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 286.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.01
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
68.34
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.49
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.24
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.98
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
3.58
Rat (Acute)
2.51
Rat (Chronic Oral)
3.47
Fathead Minnow
4.12
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
457.95
Hydration Free Energy
-11.75
Log(D) at pH=7.4
1.06
Log(P)
2.16
Log S
-4.01
Log(Vapor Pressure)
-8.53
Melting Point
231.11
pKa Acid
4.77
pKa Basic
5.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9310
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9310
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9052
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9052
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9012
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9012
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8900
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8900
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8843
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8843
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8725
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8725
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8651
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8651
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8534
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8534
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8490
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8490
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8391
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8391
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8353
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8353
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8307
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8307
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8124
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8124
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7939
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7939
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7934
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7934
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7916
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7916
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7893
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7893
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7870
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7870
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7784
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7784
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7748
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7748
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7612
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7612
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7586
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7586
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7577
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7577
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7570
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7570
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7529
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7529
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7514
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7514
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7500
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7500
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7496
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7496
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7456
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7456
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7454
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7454
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7451
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7451
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7433
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7433
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7433
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7433
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 4 0.7429
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 4 0.7429
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7380
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7380
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7378
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7378
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7372
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7372
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7356
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7356
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7286
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7286
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7273
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7273
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7261
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7261
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7243
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7243
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7242
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7242
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7230
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7230
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7217
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7217
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7207
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7207
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7205
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7205
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7200
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7200
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7132
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7132
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7118
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7118
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7110
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7110
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7066
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7066
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7059
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7059
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7054
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7054
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7049
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7049
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7028
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7028
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7026
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7026
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7024
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7024
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7013
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7013

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