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1-[(1S,3aS,6R,7aS)-7a-hydroxy-6-(2-hydroxypropan-2-yl)-3a-methyl-octahydro-1H-inden-1-yl]ethan-1-one (2-xylopyranoside 2-acetate)
- Family: Asteraceae-Compositae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Glycoside
| Canonical Smiles | CC(=O)O[C@H]1[C@@H](OC[C@H]([C@@H]1O)O)OC([C@@H]1CC[C@@]2([C@@](C1)(O)[C@H](CC2)C(=O)C)C)(C)C |
|---|---|
| InChI | InChI=1S/C22H36O8/c1-12(23)15-7-9-21(5)8-6-14(10-22(15,21)27)20(3,4)30-19-18(29-13(2)24)17(26)16(25)11-28-19/h14-19,25-27H,6-11H2,1-5H3/t14-,15-,16-,17+,18-,19+,21+,22+/m1/s1 |
| InChIKey | VBZBMHHXONIZHW-NVTTYYAUSA-N |
| Formula | C22H36O8 |
| HBA | 8 |
| HBD | 3 |
| MW | 428.52 |
| Rotatable Bonds | 5 |
| TPSA | 122.52 |
| LogP | 1.33 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.91 |
| Exact Mass | 428.24 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Iphiona mucronata | Asteraceae-Compositae | Plantae | 2072397 |
Showing of synonyms
1-[(1S,3aS,6R,7aS)-7a-hydroxy-6-(2-hydroxypropan-2-yl)-3a-methyl-octahydro-1H-inden-1-yl]ethan-1-one (2-xylopyranoside 2-acetate)
- Ahmed AA (1990). Sesquiterpene xylosides from Iphiona mucronata. Journal of Natural Products,1990,53(4),1031-1033. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OCC(C2)CCC(C23)CCC3
Level: 1
Mol. Weight: 238.37 g/mol
SMILES: C1CCC(C12)CCCC2
Level: 0
Mol. Weight: 124.23 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 86.13 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.56
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.81
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.92
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.42
- Plasma Protein Binding
- 65.24
- 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
- 6.34
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.75
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.05
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.35
- 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
- -17.3
- Rat (Acute)
- 3.24
- Rat (Chronic Oral)
- 2.32
- Fathead Minnow
- 3.55
- 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
- 441.38
- Hydration Free Energy
- -7.65
- Log(D) at pH=7.4
- 1.37
- Log(P)
- 1.14
- Log S
- -2.37
- Log(Vapor Pressure)
- -8.65
- Melting Point
- 157.71
- pKa Acid
- 7.2
- pKa Basic
- 5.23
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.8269 |
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.8269 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7746 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7746 |
| Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.7152 |
| Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.7152 |
| Adenylate cyclase type 5 | P30803 | ADCY5_CANLF | Canis lupus familiaris | 4 | 0.7067 |
| Adenylate cyclase type 5 | P30803 | ADCY5_CANLF | Canis lupus familiaris | 4 | 0.7067 |