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Actinidioionoside
- Family: Plantae - Myrtaceae
- Kingdom: Plantae
-
Class: Lignan
- Subclass: Lignan Glucoside
| Canonical Smiles | OC[C@H]1O[C@@H](O[C@@H](/C=C/[C@@]2(O)C(C)(C)C[C@@H](C[C@@]2(C)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C19H34O9/c1-10(27-16-15(24)14(23)13(22)12(9-20)28-16)5-6-19(26)17(2,3)7-11(21)8-18(19,4)25/h5-6,10-16,20-26H,7-9H2,1-4H3/b6-5+/t10-,11+,12-,13-,14+,15-,16-,18-,19-/m1/s1 |
| InChIKey | XZRJEYQBLXDNNU-UWAGUHGBSA-N |
| Formula | C19H34O9 |
| HBA | 9 |
| HBD | 7 |
| MW | 406.47 |
| Rotatable Bonds | 5 |
| TPSA | 160.07 |
| LogP | -1.59 |
| Number Rings | 2 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.89 |
| Exact Mass | 406.22 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Borago officinalis | Boraginaceae | Plantae | 13363 |
| 2 | Syzygium samarangense | Myrtaceae | Plantae | 260143 |
Showing of synonyms
Actinidioionoside
UNII-1Z3J5831FI
1Z3J5831FI
540528-05-0
Beta-D-Glucopyranoside, (1R,2E)-1-methyl-3-((1R,2R,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)-2-propen-1-yl
Beta-D-Glucopyranoside, (1R,2E)-1-methyl-3-((1R,2R,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)-2-propenyl
Q27253281
.BETA.-D-GLUCOPYRANOSIDE, (1R,2E)-1-METHYL-3-((1R,2R,4S)-1,2,4-TRIHYDROXY-2,6,6-TRIMETHYLCYCLOHEXYL)-2-PROPEN-1-YL
.BETA.-D-GLUCOPYRANOSIDE, (1R,2E)-1-METHYL-3-((1R,2R,4S)-1,2,4-TRIHYDROXY-2,6,6-TRIMETHYLCYCLOHEXYL)-2-PROPENYL
- Samy M.N, Hamed A.N, et al. (2016). Officinalioside, a new lignan glucoside from Borago officinalis L. Natural product research, 2016, 30(8), 967-72. [View] [PubMed]
- Samy M.N, Sugimoto S, et al. (2014). Taxiphyllin 6-O-Gallate, Actinidioionoside 6-O-Gallate and Myricetrin 2-O-Sulfate from the Leaves of Syzygium samarangense and Their Biological Activities. Chemical & pharmaceutical bulletin,2014, 62(10), 1013-8. [View] [PubMed]
No compound-protein relationship available.
SMILES: C1CCCCC1C=CCOC2CCCCO2
Level: 1
Mol. Weight: 406.47 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 406.47 g/mol
SMILES: C1CCCCC1
Level: 0
Mol. Weight: 406.47 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.37
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.090
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.35
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.700
- Plasma Protein Binding
- 64.05
- 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
- 1.010
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.650
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.860
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.100
- Micronucleos
- Safe
- 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
- -8.860
- Rat (Acute)
- 2.650
- Rat (Chronic Oral)
- 2.940
- Fathead Minnow
- 2.890
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 497.980
- Hydration Free Energy
- -16.650
- Log(D) at pH=7.4
- -0.030
- Log(P)
- -1.03
- Log S
- -1.48
- Log(Vapor Pressure)
- -13.84
- Melting Point
- 133.85
- pKa Acid
- 6.79
- pKa Basic
- 5.9
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.8094 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7799 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7609 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7315 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7190 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7146 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7030 |