Aloe-emodin 11-O-rhamnoside - Compound Card

Aloe-emodin 11-O-rhamnoside

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Aloe-emodin 11-O-rhamnoside

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles C[C@H]1OC(OCc2cc(O)c3c(c2)C(=O)c2c(C3=O)c(O)ccc2)[C@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O9/c1-8-16(24)19(27)20(28)21(30-8)29-7-9-5-11-15(13(23)6-9)18(26)14-10(17(11)25)3-2-4-12(14)22/h2-6,8,16,19-24,27-28H,7H2,1H3/t8-,16-,19+,20+,21?/m1/s1
InChIKey NYIQJFMCDIBYIH-RODBOWEGSA-N
Formula C21H20O9
HBA 9
HBD 5
MW 416.38
Rotatable Bonds 3
TPSA 153.75
LogP 0.22
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 416.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe rabaiensis Asphodelaceae Plantae 3161423

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]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCc(c2)ccc(c23)C(=O)c4c(C3=O)cccc4

Level: 1

Mol. Weight: 322.36 g/mol

Structure

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

Level: 0

Mol. Weight: 208.22 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.79
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.09
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.92
Plasma Protein Binding
83.72
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
13.67
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.21
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.8
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.36
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
-25.95
Rat (Acute)
2.62
Rat (Chronic Oral)
3.99
Fathead Minnow
4.18
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
526.0
Hydration Free Energy
-8.43
Log(D) at pH=7.4
0.96
Log(P)
1.71
Log S
-3.76
Log(Vapor Pressure)
-11.19
Melting Point
186.19
pKa Acid
5.1
pKa Basic
5.12
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 0.9356
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9356
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9273
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9273
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9035
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9035
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9012
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9012
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8753
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8753
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8706
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8706
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8658
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8658
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8487
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8487
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8440
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8440
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8417
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8417
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8410
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8410
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8292
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8292
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8239
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8239
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8079
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8079
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8008
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8008
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7947
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7947
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7932
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7932
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7883
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.7883
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7857
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7857
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7834
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7834
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7800
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7800
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7783
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7783
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7773
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7773
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7718
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7718
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7714
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7714
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7699
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7699
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7673
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7673
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7671
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7671
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7646
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7646
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7644
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7644
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7627
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7627
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7589
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7589
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7553
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7553
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7525
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7525
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7486
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7486
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7475
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7475
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7461
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7461
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7441
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7441
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7419
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7419
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7386
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7386
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7352
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7352
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7346
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7346
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7319
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7319
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7284
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7284
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7271
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7271
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7246
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7246
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7243
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7243
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7236
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7236
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7220
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7220
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7207
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7207
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7189
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7189
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7164
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7164
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7159
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7159
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7140
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7140
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7121
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7121
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7120
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7120
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7086
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7086
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7074
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7074
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7067
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7067
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7038
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7038
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7028
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7028
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7001
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7001

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