3-epibetulinic acid 3-O-beta-D-glucopyranoside, 28-O-[4'-O-alpha-L-rhamnopyranosyl-6'-O-beta-D-glucopyranosyl]-beta-D-glucopyranosyl ester
- Family: Plantae - Araliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Lupane-Type Triterpene Glycoside
| Canonical Smiles | OCC1O[C@@](O)(OCC2O[C@@](O)(OC(=O)[C@@]34CC[C@H]([C@@H]4[C@@H]4[C@](CC3)(C)[C@]3(C)CC[C@@H]5[C@]([C@H]3CC4)(C)CC[C@H](C5(C)C)O[C@]3(O)OC(CO)[C@H](C([C@@H]3O)O)O)C(=C)CC)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O |
|---|---|
| InChI | InChI=1S/C55H90O25/c1-9-23(2)25-12-17-52(47(69)80-55(72)44(67)39(63)36(60)29(78-55)22-73-53(70)45(68)41(65)42(28(21-57)77-53)75-46-40(64)37(61)34(58)24(3)74-46)19-18-50(7)26(33(25)52)10-11-31-49(6)15-14-32(48(4,5)30(49)13-16-51(31,50)8)79-54(71)43(66)38(62)35(59)27(20-56)76-54/h24-46,56-68,70-72H,2,9-22H2,1,3-8H3/t24-,25+,26-,27?,28?,29?,30+,31-,32-,33-,34-,35-,36-,37+,38?,39?,40+,41?,42-,43+,44+,45+,46?,49+,50-,51-,52+,53+,54-,55-/m1/s1 |
| InChIKey | GKKVINFASJRLSM-MBRKSQDNSA-N |
| Formula | C55H90O25 |
| HBA | 25 |
| HBD | 16 |
| MW | 1151.3 |
| Rotatable Bonds | 13 |
| TPSA | 414.59 |
| LogP | -2.8 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 80 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.95 |
| Exact Mass | 1150.58 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Schefflera actinophylla | Araliaceae | Plantae | 52501 |
Showing of synonyms
No compound-protein relationship available.
SMILES: O1CCCCC1OC(CC2)CC(CC3)C2C(CC4)C3C(CC5)C4C(CCC6)C56C(=O)OC(O7)CCCC7COC(OC8)CCC8OC9CCCCO9
Level: 4
Mol. Weight: 1151.3 g/mol
SMILES: O1CCCCC1OCC2CCCC(O2)OC(=O)C34C(CCC3)C5C(CC4)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8
Level: 3
Mol. Weight: 1151.3 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C3C(CCC5)C45C(=O)OC(O6)CCCC6COC(OC7)CCC7OC8CCCCO8
Level: 3
Mol. Weight: 1151.3 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C3C(CCC5)C45C(=O)OC(O6)CCCC6COC7CCCCO7
Level: 2
Mol. Weight: 1151.3 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7
Level: 2
Mol. Weight: 1151.3 g/mol
SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3
Level: 2
Mol. Weight: 1151.3 g/mol
SMILES: O1CCCCC1OC(=O)C23C(CCC2)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6
Level: 1
Mol. Weight: 1151.3 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCC(C5)OC6CCCCO6
Level: 1
Mol. Weight: 1151.3 g/mol
SMILES: O1CCCCC1COC2CCCCO2
Level: 1
Mol. Weight: 1151.3 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1151.3 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5
Level: 0
Mol. Weight: 1151.3 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1151.3 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.52
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 4533322.94
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 592453471.25
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.64
- Plasma Protein Binding
- 65.99
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 0.76
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -13779117.2
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -6.12
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.05
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -1075274545463.31
- Rat (Acute)
- 4.15
- Rat (Chronic Oral)
- 2306.14
- Fathead Minnow
- 1357304238.3
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 120938568624.04
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -67217.84
- Log(P)
- -6.95
- Log S
- -2.92
- Log(Vapor Pressure)
- -3982446078.03
- Melting Point
- -15.22
- pKa Acid
- -29018306.64
- pKa Basic
- -233442.4