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(24R)-24-ethyl-5alpha-hydroperoxycholest-6-en-3-O-beta-D-glucopyranoside
- Family: Plantae - Rubiaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Hydroperoxy Sterol
| Canonical Smiles | CC[C@@H](C(C)C)CCC([C@H]1CCC2[C@]1(C)CCC1C2C=C[C@@]2([C@]1(C)CC[C@@H](C2)O[C@@H]1OC(CO)[C@H](C([C@@H]1O)O)O)OO)C |
|---|---|
| InChI | InChI=1S/C35H60O8/c1-7-22(20(2)3)9-8-21(4)25-10-11-26-24-13-17-35(43-40)18-23(12-16-34(35,6)27(24)14-15-33(25,26)5)41-32-31(39)30(38)29(37)28(19-36)42-32/h13,17,20-32,36-40H,7-12,14-16,18-19H2,1-6H3/t21?,22-,23+,24?,25-,26?,27?,28?,29-,30?,31+,32-,33-,34-,35-/m1/s1 |
| InChIKey | UBOLPSZNDMKEPA-JDUWRORTSA-N |
| Formula | C35H60O8 |
| HBA | 8 |
| HBD | 5 |
| MW | 608.86 |
| Rotatable Bonds | 10 |
| TPSA | 128.84 |
| LogP | 5.32 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 608.43 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Galium brunneum | Rubiaceae | Plantae | 25168 |
Showing of synonyms
(24R)-24-ethyl-5alpha-hydroperoxycholest-6-en-3-O-beta-D-glucopyranoside
- Smadi A, Bitam F, et al. (2020). Chemical constituents of the aerial parts of Algerian Galium brunneum:Isolation of new hydroperoxy sterol glucosyl derivatives. Phytochemistry Letters, 2020, 38, 39-45. [View]
No compound-protein relationship available.
SMILES: C1CCC(C12)CCC3C2C=CC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 608.86 g/mol
SMILES: C1CCC(C12)CCC3C2C=CC4C3CCCC4
Level: 0
Mol. Weight: 608.86 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 608.86 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.4
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.88
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 6.94
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.09
- Plasma Protein Binding
- 100.97
- 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
- Inhibitor
- CYP 2C19 Substrate
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 1.93
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.09
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.03
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.74
- 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
- -16250.53
- Rat (Acute)
- 3.12
- Rat (Chronic Oral)
- 3.47
- Fathead Minnow
- 35.05
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 467.8
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 5.05
- Log(P)
- 6.33
- Log S
- -4.45
- Log(Vapor Pressure)
- -13.02
- Melting Point
- 182.74
- pKa Acid
- 7.44
- pKa Basic
- 6.83
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.8448 |
| Beta-glucosidase | Q8T0W7 | Q8T0W7_9NEOP | Neotermes koshunensis | 3 | 0.7594 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.7441 |
| Lysozyme C II | P11941 | LYSC2_ONCMY | Oncorhynchus mykiss | 3 | 0.7309 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7201 |
| Glycogen synthase | P0A6U8 | GLGA_ECOLI | Escherichia coli | 3 | 0.7150 |