Gabunoside
- Family: Plantae - Mimosaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene Glycoside
| Canonical Smiles | OCC1OC(O[C@H]2[C@H](O)C[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C(=O)OC2OC(C)C(C(C2O)O)O)C)C)C(C(C1O)OC1OCC(C(C1OC1OCC(C(C1O)O)O)O)O)O |
|---|---|
| InChI | InChI=1S/C52H84O21/c1-22-31(57)35(61)37(63)43(68-22)73-46(65)52-15-13-47(2,3)17-24(52)23-9-10-30-49(6)18-25(54)41(48(4,5)29(49)11-12-51(30,8)50(23,7)14-16-52)72-44-38(64)39(34(60)28(19-53)69-44)70-45-40(33(59)27(56)21-67-45)71-42-36(62)32(58)26(55)20-66-42/h9,22,24-45,53-64H,10-21H2,1-8H3/t22?,24?,25-,26?,27?,28?,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41+,42?,43?,44?,45?,49+,50-,51-,52+/m1/s1 |
| InChIKey | DXXDJPNHUBJWAH-QKYPBHHWSA-N |
| Formula | C52H84O21 |
| HBA | 21 |
| HBD | 12 |
| MW | 1045.22 |
| Rotatable Bonds | 9 |
| TPSA | 333.67 |
| LogP | -0.76 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 73 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 1044.55 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Cylicodiscus gabunensis | Mimosaceae | Plantae | 204972 |
Showing of synonyms
- Tene M, Chabert P, et al. (2011). Triterpenoid saponins from Cylicodiscus gabunensis. Phytochemistry Letters, 2011, 4(2), 89-92. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC(OCCC8)C8OC9CCCCO9
Level: 4
Mol. Weight: 1045.22 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8
Level: 3
Mol. Weight: 1045.22 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC(OCCC7)C7OC8CCCCO8
Level: 3
Mol. Weight: 1045.22 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7
Level: 2
Mol. Weight: 1045.22 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7
Level: 2
Mol. Weight: 1045.22 g/mol
SMILES: O1CCCCC1OC2C(OCCC2)OC3CCOCC3
Level: 2
Mol. Weight: 1045.22 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 1045.22 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 1
Mol. Weight: 1045.22 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1045.22 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1045.22 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 1045.22 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1045.22 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.41
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 82770.65
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 10818013.8
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.75
- Plasma Protein Binding
- 19.55
- 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
- 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
- Inhibitor
Excretion
- Clearance
- 1.9
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -251597.85
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.75
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.05
- 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
- -19634174924.69
- Rat (Acute)
- 3.98
- Rat (Chronic Oral)
- 42.74
- Fathead Minnow
- 24783977.16
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 2208295704.63
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -1217.67
- Log(P)
- 1.77
- Log S
- -2.75
- Log(Vapor Pressure)
- -72717928.73
- Melting Point
- 282.76
- pKa Acid
- -529773.44
- pKa Basic
- -4247.54
No predicted protein targets found for this compound.