10C-rhamnosyl aloe emodin anthrone - Compound Card

10C-rhamnosyl aloe emodin anthrone

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10C-rhamnosyl aloe emodin anthrone

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthrone
Canonical Smiles OCc1cc(O)c2c(c1)C(C1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)c1c(C2=O)c(O)ccc1
InChI InChI=1S/C21H22O8/c1-8-17(25)19(27)20(28)21(29-8)14-10-3-2-4-12(23)15(10)18(26)16-11(14)5-9(7-22)6-13(16)24/h2-6,8,14,17,19-25,27-28H,7H2,1H3/t8-,14?,17-,19+,20+,21?/m1/s1
InChIKey UFCDKWJUYQQRAA-QXALHSKGSA-N
Formula C21H22O8
HBA 8
HBD 6
MW 402.4
Rotatable Bonds 2
TPSA 147.68
LogP 0.14
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 402.13
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe turkanensis Asphodelaceae Plantae 1811903
2 Aloe scabrifolia Asphodelaceae Plantae 25641
3 Aloe rabaiensis Asphodelaceae Plantae 3161423

Showing of synonyms

  • Reynolds T. (1996). Chemotaxonomy of Aloe turkanensis and Aloe scabrifolia from Kenya. Biochemical Systematics and Ecology,1996,24(4),347-352. [View] [PubMed]
  • 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: O1CCCCC1C(c(c23)cccc3)c4c(C2=O)cccc4

Level: 1

Mol. Weight: 402.4 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 402.4 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 402.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.6
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.45
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
68.33
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
12.33
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.82
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.26
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
-16.58
Rat (Acute)
2.78
Rat (Chronic Oral)
4.1
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
540.75
Hydration Free Energy
-10.12
Log(D) at pH=7.4
0.49
Log(P)
1.31
Log S
-3.06
Log(Vapor Pressure)
-10.66
Melting Point
181.4
pKa Acid
4.36
pKa Basic
6.53
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8479
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8479
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8438
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8438
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8376
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8376
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8250
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8250
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8249
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8249
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7883
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7883
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7729
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7729
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7702
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7702
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7691
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7691
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7625
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7625
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7599
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7599
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7577
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7577
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7504
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7504
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7493
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7493
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7483
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7483
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7341
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7341
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7336
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7336
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7320
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7320
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7315
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7315
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7275
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7275
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7259
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7259
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7247
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7247
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7228
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7228
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7173
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7173
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7149
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7149
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7081
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7081
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7071
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7071
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7071
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7071
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7064
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7064
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 4 0.7060
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 4 0.7060
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7027
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7027
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7009
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7009

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