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Iridoid asperuloside
- Family: Plantae - Rubiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Monoterpene
| Canonical Smiles | OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@]4([C@@]2(C)C(=C[C@]4(C)OC3=O)COC(=O)C)C)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C21H28O11/c1-9(23)28-7-10-5-19(2)21(4)11(16(27)32-19)8-29-18(20(10,21)3)31-17-15(26)14(25)13(24)12(6-22)30-17/h5,8,12-15,17-18,22,24-26H,6-7H2,1-4H3/t12-,13-,14+,15-,17+,18+,19+,20+,21+/m1/s1 |
| InChIKey | SZRWYWMSWJPIGW-UVSWFZIISA-N |
| Formula | C21H28O11 |
| HBA | 11 |
| HBD | 4 |
| MW | 456.44 |
| Rotatable Bonds | 5 |
| TPSA | 161.21 |
| LogP | -1.13 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.71 |
| Exact Mass | 456.16 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Rubia tinctorum | Rubiaceae | Plantae | 29802 |
Showing of synonyms
Iridoid asperuloside
- Herzberg G, Druel T, et al. (1998). Three hydroxymethylanthraquinone glycosides from rubia tinctorum. Phytochemistry,1998,49(1),277–279. [View]
No compound-protein relationship available.
SMILES: O=C1OC2C=CC(C2C1=3)C(OC3)OC4CCCCO4
Level: 1
Mol. Weight: 456.44 g/mol
SMILES: C1OCC(C2C=13)C=CC2OC3=O
Level: 0
Mol. Weight: 456.44 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 456.44 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.59
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.880
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.4
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.700
- Plasma Protein Binding
- 65.23
- 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
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 5.130
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.790
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.830
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.330
- 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
- -59.540
- Rat (Acute)
- 2.980
- Rat (Chronic Oral)
- 3.230
- Fathead Minnow
- 4.070
- 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
- 465.890
- Hydration Free Energy
- -4.360
- Log(D) at pH=7.4
- 0.470
- Log(P)
- -0.96
- Log S
- -1.72
- Log(Vapor Pressure)
- -11.7
- Melting Point
- 152.2
- pKa Acid
- 5.6
- pKa Basic
- 3.34