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3-O-alpha-arabinopyranosyl-(1→6)-beta-glucopyranosyl-(1→6)-beta-glucopyranosyl-1-octen-3-ol
- Family: Plantae - Acanthaceae
- Kingdom: Plantae
-
Class: Glycoside
- Subclass: Matsutake Alcohol Glycoside
| Canonical Smiles | CCCCCC(O[C@H]1OC(CO[C@H]2OC(CO[C@@]3(O)OC[C@H](C([C@@H]3O)O)O)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O)C=C |
|---|---|
| InChI | InChI=1S/C25H44O16/c1-3-5-6-7-11(4-2)39-24-21(33)19(31)16(28)13(41-24)9-36-23-20(32)18(30)17(29)14(40-23)10-38-25(35)22(34)15(27)12(26)8-37-25/h4,11-24,26-35H,2-3,5-10H2,1H3/t11?,12-,13?,14?,15?,16-,17-,18?,19?,20+,21+,22+,23+,24+,25+/m1/s1 |
| InChIKey | XDMYMALKBPGZDQ-PFHNRSINSA-N |
| Formula | C25H44O16 |
| HBA | 16 |
| HBD | 10 |
| MW | 600.61 |
| Rotatable Bonds | 13 |
| TPSA | 257.68 |
| LogP | -4.45 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.92 |
| Exact Mass | 600.26 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Sanchezia nobilis | Acanthaceae | Plantae | 71612 |
Showing of synonyms
3-O-alpha-arabinopyranosyl-(1→6)-beta-glucopyranosyl-(1→6)-beta-glucopyranosyl-1-octen-3-ol
- Abd Ellah AE, Mohamed KM, et al. (2013). Matsutake alcohol glycosides from Sanchezia nobilis. Chemistry of Natural Compounds,2013,48(6),930-933. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OCC2CCCC(O2)OCC3CCCCO3
Level: 2
Mol. Weight: 600.61 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 600.61 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 600.61 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.4
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.49
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 2.24
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.76
- Plasma Protein Binding
- 46.9
- 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
- 3.68
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -5.29
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.39
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.81
- 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
- -3366.59
- Rat (Acute)
- 2.18
- Rat (Chronic Oral)
- 3.75
- Fathead Minnow
- 3.4
- 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
- 462.65
- Hydration Free Energy
- -3.17
- Log(D) at pH=7.4
- -0.87
- Log(P)
- -1.98
- Log S
- -1.04
- Log(Vapor Pressure)
- -18.68
- Melting Point
- 126.97
- pKa Acid
- 2.26
- pKa Basic
- 6.94
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.8639 |
| Aldos-2-ulose dehydratase | P84193 | AUD_PHACH | Phanerodontia chrysosporium | 3 | 0.8639 |
| Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.8241 |
| Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.8241 |
| 1,4-alpha-glucan branching enzyme GlgB | A7ZSW5 | GLGB_ECO24 | Escherichia coli O139:H28 | 3 | 0.7686 |
| 1,4-alpha-glucan branching enzyme GlgB | A7ZSW5 | GLGB_ECO24 | Escherichia coli O139:H28 | 3 | 0.7686 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7236 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7236 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 2 | 0.7208 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 2 | 0.7208 |
| Maltose/maltodextrin-binding periplasmic protein | P0AEX9 | MALE_ECOLI | Escherichia coli | 3 | 0.7143 |
| Maltose/maltodextrin-binding periplasmic protein | P0AEX9 | MALE_ECOLI | Escherichia coli | 3 | 0.7143 |
| Nuclear receptor subfamily 5 group A member 2 | O00482 | NR5A2_HUMAN | Homo sapiens | 4 | 0.7084 |
| Nuclear receptor subfamily 5 group A member 2 | O00482 | NR5A2_HUMAN | Homo sapiens | 4 | 0.7084 |