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Aloinoside
- Family: Plantae - Asphodelaceae
- Kingdom: Plantae
-
Class: Quinone
- Subclass: Anthrone
| Canonical Smiles | OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)[C@@H]1c2cc(COC3OC(C)C(C(C3O)O)O)cc(c2C(=O)c2c1cccc2O)O |
|---|---|
| InChI | InChI=1S/C27H32O13/c1-9-19(31)22(34)25(37)27(39-9)38-8-10-5-12-16(26-24(36)23(35)20(32)15(7-28)40-26)11-3-2-4-13(29)17(11)21(33)18(12)14(30)6-10/h2-6,9,15-16,19-20,22-32,34-37H,7-8H2,1H3/t9?,15-,16+,19?,20-,22?,23+,24-,25?,26+,27?/m1/s1 |
| InChIKey | BUPDVJFRVYWYEV-RIHVCDIPSA-N |
| Formula | C27H32O13 |
| HBA | 13 |
| HBD | 9 |
| MW | 564.54 |
| Rotatable Bonds | 5 |
| TPSA | 226.83 |
| LogP | -2.04 |
| Number Rings | 5 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.52 |
| Exact Mass | 564.18 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Aloe calidophila | Asphodelaceae | Plantae | 1813110 |
Showing of synonyms
Aloinoside
Aloinoside A
56645-88-6
LYY9W25GAJ
(10S)-1,8-Dihydroxy-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)-3-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)-10H-anthracen-9-one
(10S)-3-(((6-Deoxy-alpha-L-mannopyranosyl)oxy)methyl)-10-beta-D-glucopyranosyl-1,8-dihydroxy-9(10H)-anthracenone
9(10H)-Anthracenone, 3-(((6-deoxy-alpha-L-mannopyranosyl)oxy)methyl)-10-beta-D-glucopyranosyl-1,8-dihydroxy-, (10S)-
(10S)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-10H-anthracen-9-one
UNII-LYY9W25GAJ
CHEBI:81331
HY-N12450
DA-50345
CS-0906987
C17779
Q27155270
(10S)-3-(((6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)OXY)METHYL)-10-.BETA.-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-9(10H)-ANTHRACENONE
9(10H)-ANTHRACENONE, 3-(((6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)OXY)METHYL)-10-.BETA.-D-GLUCOPYRANOSYL-1,8-DIHYDROXY-, (10S)-
No compound-protein relationship available.
SMILES: O1CCCCC1OCc(cc2)cc(c23)C(C4CCCCO4)c5c(C3=O)cccc5
Level: 2
Mol. Weight: 564.54 g/mol
SMILES: O1CCCCC1OCc(cc2)cc(c23)Cc4c(C3=O)cccc4
Level: 1
Mol. Weight: 564.54 g/mol
SMILES: O1CCCCC1C(c(c23)cccc3)c4c(C2=O)cccc4
Level: 1
Mol. Weight: 564.54 g/mol
SMILES: c1cccc(c12)Cc3c(C2=O)cccc3
Level: 0
Mol. Weight: 564.54 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 564.54 g/mol
Anti-leishmanial
Absorption
- Caco-2 (logPapp)
- -6.52
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.680
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 2.38
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.750
- Plasma Protein Binding
- 51.64
- 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
- 8.190
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -3.800
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.690
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.260
- 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
- -3699.070
- Rat (Acute)
- 2.780
- Rat (Chronic Oral)
- 4.810
- Fathead Minnow
- 8.890
- 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
- 568.410
- Hydration Free Energy
- -3.050
- Log(D) at pH=7.4
- -0.610
- Log(P)
- -0.17
- Log S
- -3.1
- Log(Vapor Pressure)
- -12.18
- Melting Point
- 195.68
- pKa Acid
- 2.93
- pKa Basic
- 7.86
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.8104 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.8104 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7611 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7611 |
| Bifunctional epoxide hydrolase 2 | P34913 | HYES_HUMAN | Homo sapiens | 3 | 0.7590 |
| Bifunctional epoxide hydrolase 2 | P34913 | HYES_HUMAN | Homo sapiens | 3 | 0.7590 |
| 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase | O67060 | ISPE_AQUAE | Aquifex aeolicus | 3 | 0.7339 |
| 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase | O67060 | ISPE_AQUAE | Aquifex aeolicus | 3 | 0.7339 |
| Galactoside O-acetyltransferase | P07464 | THGA_ECOLI | Escherichia coli | 4 | 0.7274 |
| Galactoside O-acetyltransferase | P07464 | THGA_ECOLI | Escherichia coli | 4 | 0.7274 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 2 | 0.7260 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 2 | 0.7260 |
| Probable nicotinate-nucleotide adenylyltransferase | Q9HX21 | NADD_PSEAE | Pseudomonas aeruginosa | 3 | 0.7225 |
| Probable nicotinate-nucleotide adenylyltransferase | Q9HX21 | NADD_PSEAE | Pseudomonas aeruginosa | 3 | 0.7225 |