Select a section from the left sidebar
Abscisic acid glucose ester
- Family: Plantae - Caryophyllaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Glycoside
| Canonical Smiles | OC[C@H]1O[C@@H](OC(=O)/C=C(\C=C\[C@@]2(O)C(=CC(=O)CC2(C)C)C)/C)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3/b6-5+,11-7-/t14-,16-,17+,18-,19+,21-/m1/s1 |
| InChIKey | HLVPIMVSSMJFPS-VTEUUMMASA-N |
| Formula | C21H30O9 |
| HBA | 9 |
| HBD | 5 |
| MW | 426.46 |
| Rotatable Bonds | 5 |
| TPSA | 153.75 |
| LogP | -0.49 |
| Number Rings | 2 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.62 |
| Exact Mass | 426.19 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Vaccaria pyramidata | Caryophyllaceae | Plantae | 39387 |
Showing of synonyms
Abscisic acid glucose ester
ABA-beta-GE
Beta-D-glucopyranosyl abscisate
(+)-abscisic acid beta-D-glucopyranosyl ester
(+)-S-ABA-beta-GE
(+)-(S)-ABA-beta-GE
Abscisic acid 1'-O-beta-glucoside
(+)-abscisyl beta-D-glucopyranoside
(+)-beta-D-glucopyranosyl abscisate
21414-42-6
Abscisic acid-1'-O-beta-glucoside
Abscisic acid-beta-D-glucopyranosyl ester
1-O-{(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoyl}-beta-D-glucopyranose
ABA glucosyl ester
(+)-ABA glucose ester
(+)-A-ABA glucose ester
??-D-Glucopyranosyl abscisate
CHEBI:22151
DTXSID701343860
AKOS040757340
LMPR0103050011
Beta-D-glucopyranosyl cis-(+)-abscisate
MS-27522
HY-111974
CS-0094773
G16053
Q27109428
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate
- Said R, Hamed A, et al. (2019). Flavone C-glycosides from Vaccaria pyramidata: Structure elucidation by spectroscopy and theoretical calculations. Phytochemistry Letters, 2019, 29, 119-124. [View]
Pubchem:
46173811
Cas:
21414-42-6
Zinc:
ZINC000030730121
Kegg Ligand:
C15970
Chebi:
22151
Nmrshiftdb2:
60058169
CPRiL:
430328
SMILES: O1CCCCC1OC(=O)C=CC=CC(CC2)C=CC2=O
Level: 1
Mol. Weight: 426.46 g/mol
SMILES: O=C1C=CCCC1
Level: 0
Mol. Weight: 426.46 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 426.46 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.35
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.9
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.7
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.74
- Plasma Protein Binding
- 66.4
- 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
- 3.16
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.71
- Biodegradation
- Toxic
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.92
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.54
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -13.67
- Rat (Acute)
- 2.47
- Rat (Chronic Oral)
- 3.19
- Fathead Minnow
- 4.1
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 480.22
- Hydration Free Energy
- -11.72
- Log(D) at pH=7.4
- 0.49
- Log(P)
- -0.87
- Log S
- -1.76
- Log(Vapor Pressure)
- -11.89
- Melting Point
- 143.88
- pKa Acid
- 5.81
- pKa Basic
- 5.41
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8123 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.8066 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7845 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7737 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7444 |
| FKBP-type peptidyl-prolyl cis-trans isomerase FkpA | P45523 | FKBA_ECOLI | Escherichia coli | 4 | 0.7400 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7355 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7077 |