Alpinoside C
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Polyhydroxypregnane Glycoside
| Canonical Smiles | CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(=CC[C@@]4(C3C[C@@H](OC(=O)/C=C/c3ccccc3)[C@]3([C@]4(O)CC[C@@]3(O)C(=O)C)C)O)C2)C)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)C |
|---|---|
| InChI | InChI=1S/C63H94O26/c1-30-53(86-46-25-38(77-8)54(31(2)80-46)87-47-26-39(78-9)55(32(3)81-47)88-58-52(72)50(70)56(41(29-65)84-58)89-57-51(71)49(69)48(68)40(28-64)83-57)37(76-7)24-45(79-30)82-36-18-19-59(5)35(23-36)17-20-62(74)42(59)27-43(85-44(67)16-15-34-13-11-10-12-14-34)60(6)61(73,33(4)66)21-22-63(60,62)75/h10-17,30-32,36-43,45-58,64-65,68-75H,18-29H2,1-9H3/b16-15+/t30?,31?,32?,36-,37+,38+,39+,40?,41?,42?,43+,45-,46-,47-,48+,49-,50+,51?,52?,53+,54+,55+,56+,57-,58-,59-,60+,61+,62-,63+/m0/s1 |
| InChIKey | YPYLYENYJGSTFI-PPBNYVJASA-N |
| Formula | C63H94O26 |
| HBA | 26 |
| HBD | 10 |
| MW | 1267.42 |
| Rotatable Bonds | 19 |
| TPSA | 365.66 |
| LogP | 0.35 |
| Number Rings | 10 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 89 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.81 |
| Exact Mass | 1266.6 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Oxystelma esculentum | Apocynaceae | Plantae | 126763 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC(OC9)CCC9OC1CCCCO1
Level: 6
Mol. Weight: 1267.42 g/mol
SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9
Level: 5
Mol. Weight: 1267.42 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9
Level: 5
Mol. Weight: 1267.42 g/mol
SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8
Level: 4
Mol. Weight: 1267.42 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8
Level: 4
Mol. Weight: 1267.42 g/mol
SMILES: O1CCCCC1OC2CCC(OC2)OC3CCC(OC3)OC4CCC(OC4)OC5CCCOC5
Level: 4
Mol. Weight: 1267.42 g/mol
SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1267.42 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1267.42 g/mol
SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4
Level: 3
Mol. Weight: 1267.42 g/mol
SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC6CCCCO6
Level: 2
Mol. Weight: 1267.42 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6
Level: 2
Mol. Weight: 1267.42 g/mol
SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3
Level: 2
Mol. Weight: 1267.42 g/mol
SMILES: c1ccccc1C=CC(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCCC5
Level: 1
Mol. Weight: 1267.42 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 1267.42 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1267.42 g/mol
SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4
Level: 0
Mol. Weight: 1267.42 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1267.42 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 1267.42 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.62
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 1394482933854.590
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 182242420390794.84
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.710
- Plasma Protein Binding
- 78.75
- 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
- Inhibitor
Excretion
- Clearance
- 2.380
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -4238545558320.280
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1730649.440
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.050
- 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
- -330761238573410304.000
- Rat (Acute)
- 195.500
- Rat (Chronic Oral)
- 709453733.450
- Fathead Minnow
- 417515760771676.875
- 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
- 37201471091949400.000
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -20680303341.120
- Log(P)
- -2407429.18
- Log S
- -3.07
- Log(Vapor Pressure)
- -1225025414333611.0
- Melting Point
- -372238181.0
- pKa Acid
- -8926241646121.14
- pKa Basic
- -71811365401.67