Leptocarposide B
- Family: Plantae - Onagraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene Glycoside
| Canonical Smiles | CC(CC(=O)OC(CC(=O)O[C@H]1[C@@H](C)O[C@H]([C@@H]([C@H]1O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)OC(=O)[C@@]12CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@@]2(C[C@H]1O)C)(C)CC[C@@H]1[C@]3(C)C[C@@H]([C@@H]([C@@]1(C)C(=O)O)O)O)(C)C)C)O |
|---|---|
| InChI | InChI=1S/C60H94O27/c1-24(61)17-36(66)80-25(2)18-37(67)83-45-27(4)82-52(47(46(45)85-50-42(72)39(69)32(64)23-79-50)86-51-43(73)40(70)44(26(3)81-51)84-49-41(71)38(68)31(63)22-78-49)87-54(77)60-16-15-55(5,6)19-29(60)28-11-12-33-56(7)20-30(62)48(74)59(10,53(75)76)34(56)13-14-57(33,8)58(28,9)21-35(60)65/h11,24-27,29-35,38-52,61-65,68-74H,12-23H2,1-10H3,(H,75,76)/t24?,25?,26-,27+,29-,30-,31+,32-,33+,34+,35+,38-,39-,40-,41+,42+,43+,44-,45-,46-,47+,48-,49-,50-,51-,52-,56+,57+,58+,59-,60+/m0/s1 |
| InChIKey | SEVIPSIEPPEDPG-XLGQHYLNSA-N |
| Formula | C60H94O27 |
| HBA | 26 |
| HBD | 13 |
| MW | 1247.38 |
| Rotatable Bonds | 15 |
| TPSA | 423.57 |
| LogP | -1.05 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 87 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 1246.6 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ludwigia leptocarpa | Onagraceae | Plantae | 1401410 |
Showing of synonyms
- Mabou F, Ngnokam D, et al. (2015). New oleanane-type saponins: Leptocarposide B-D, from Ludwigia leptocarpa (Onagraceae). Phytochemistry Letters, 2015, 14, 159-164. [View]
No compound-protein relationship available.
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC6OCCC(OC7CCCCO7)C6OC(OC8)CCC8OC9CCCCO9
Level: 4
Mol. Weight: 1247.38 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC6OCCC(OC7CCCCO7)C6OC8CCCCO8
Level: 3
Mol. Weight: 1247.38 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC8CCCCO8
Level: 3
Mol. Weight: 1247.38 g/mol
SMILES: O1CCCCC1OC2C(COCC2)OC(OC3)CCC3OC4CCCCO4
Level: 3
Mol. Weight: 1247.38 g/mol
SMILES: O1CCCCC1OC2CC(OCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7
Level: 2
Mol. Weight: 1247.38 g/mol
SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7
Level: 2
Mol. Weight: 1247.38 g/mol
SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3
Level: 2
Mol. Weight: 1247.38 g/mol
SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3
Level: 2
Mol. Weight: 1247.38 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 1247.38 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1247.38 g/mol
SMILES: C1COCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1247.38 g/mol
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 1247.38 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1247.38 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.53
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 159365320228.51
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 20827158817631.406
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.85
- Plasma Protein Binding
- 75.33
- 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
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 2.74
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -484392546877.89
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -197783.57
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- 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
- -37800289513797130
- Rat (Acute)
- 7.18
- Rat (Chronic Oral)
- 81078299.57
- Fathead Minnow
- 47714767275641.43
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 4251484065532208.0
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -2363401252.16
- Log(P)
- -275126.13
- Log S
- -2.97
- Log(Vapor Pressure)
- -139999234490818.44
- Melting Point
- -42537149.79
- pKa Acid
- -1020114761966.7
- pKa Basic
- -8206796767.62
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| 2-dehydro-3-deoxyphosphooctonate aldolase | P0A715 | KDSA_ECOLI | Escherichia coli | 3 | 0.7624 |