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Canthiumoside 4
- Family: Plantae - Rubiaceae
- Kingdom: Plantae
-
Class: Iridoid
- Subclass: Iridoid Glycoside
| Canonical Smiles | OCC1OC(O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)COC(=O)C2=CO[C@H]([C@H]3[C@@H]2CC=C3CO)OC2OC(CO)C(C(C2O)O)O)C(=O)OC)C(C(C1O)O)O |
|---|---|
| InChI | InChI=1S/C33H44O19/c1-45-28(43)16-10-47-31(52-33-27(42)25(40)23(38)19(8-36)50-33)21-13(3-5-14(16)21)9-46-29(44)17-11-48-30(20-12(6-34)2-4-15(17)20)51-32-26(41)24(39)22(37)18(7-35)49-32/h2-3,10-11,14-15,18-27,30-42H,4-9H2,1H3/t14-,15-,18?,19?,20-,21-,22?,23?,24?,25?,26?,27?,30+,31+,32?,33?/m1/s1 |
| InChIKey | CDNRYSNMGGEGLC-XDUOMLFISA-N |
| Formula | C33H44O19 |
| HBA | 19 |
| HBD | 9 |
| MW | 744.7 |
| Rotatable Bonds | 11 |
| TPSA | 290.05 |
| LogP | -4.07 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 52 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.7 |
| Exact Mass | 744.25 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Canthium subcordatum | Rubiaceae | Plantae | 2708958 |
Showing of synonyms
Canthiumoside 4
- Joubouhi C, Mabou F, et al. (2015). Five new iridoïd dimers from the fruits of Canthium subcordatum DC (syn. Psydrax subcordata DC). Phytochemistry Letters, 2015, 13, 348-354. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OC2OC=C(C(C23)CC=C3)C(=O)OCC4=CCC(C45)C=COC5OC6CCCCO6
Level: 3
Mol. Weight: 744.7 g/mol
SMILES: C1OC=CC(C12)CC=C2COC(=O)C(C(C34)CC=C3)=COC4OC5CCCCO5
Level: 2
Mol. Weight: 744.7 g/mol
SMILES: C1=CCC(C12)C(=COC2)C(=O)OCC3=CCC(C34)C=COC4OC5CCCCO5
Level: 2
Mol. Weight: 744.7 g/mol
SMILES: C1=CCC(C12)C(=COC2)C(=O)OCC3=CCC(C34)C=COC4
Level: 1
Mol. Weight: 744.7 g/mol
SMILES: C1=CCC(C12)C=COC2OC3CCCCO3
Level: 1
Mol. Weight: 744.7 g/mol
SMILES: C1=CCC(C12)C=COC2
Level: 0
Mol. Weight: 744.7 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 744.7 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.49
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 3.49
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1215.89
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.65
- Plasma Protein Binding
- 32.54
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- 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
- 5.02
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -31.0
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.7
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.01
- 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
- -2208652.52
- Rat (Acute)
- 3.24
- Rat (Chronic Oral)
- 5.15
- Fathead Minnow
- 2796.17
- 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
- 243745.53
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -0.49
- Log(P)
- -2.28
- Log S
- -1.39
- Log(Vapor Pressure)
- -7947.8
- Melting Point
- 233.53
- pKa Acid
- -21.76
- pKa Basic
- 2.1