Caratuberside E
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Pregnane Glycoside
| Canonical Smiles | CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@](C2)(C)C=CC2C3C[C@@H](OC(=O)c3ccccc3)[C@]3([C@]2(O)CC[C@@H]3C(OC(=O)C)C)C)C)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(C)[C@H]([C@@H](C1O)OC)O)C |
|---|---|
| InChI | InChI=1S/C52H78O16/c1-27(61-31(5)53)34-19-22-52(57)35-18-20-49(6)26-33(17-21-50(49,7)36(35)23-39(51(34,52)8)66-47(56)32-15-13-12-14-16-32)65-40-24-37(58-9)44(29(3)62-40)67-41-25-38(59-10)45(30(4)63-41)68-48-43(55)46(60-11)42(54)28(2)64-48/h12-16,18,20,27-30,33-46,48,54-55,57H,17,19,21-26H2,1-11H3/t27?,28?,29?,30?,33-,34+,35?,36?,37+,38+,39+,40-,41-,42+,43?,44+,45+,46-,48-,49-,50+,51-,52-/m0/s1 |
| InChIKey | ILWOLGZTWXMYKM-LWKQYZRXSA-N |
| Formula | C52H78O16 |
| HBA | 16 |
| HBD | 3 |
| MW | 959.18 |
| Rotatable Bonds | 13 |
| TPSA | 196.36 |
| LogP | 5.65 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 68 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.81 |
| Exact Mass | 958.53 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Caralluma species | Apocynaceae | Plantae | 197242 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3C=CC5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8
Level: 4
Mol. Weight: 959.18 g/mol
SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3C=CC5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 959.18 g/mol
SMILES: C1CCC(C12)CCC3C2C=CC4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 959.18 g/mol
SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3C=CC5C4CCC(C5)OC6CCCCO6
Level: 2
Mol. Weight: 959.18 g/mol
SMILES: C1CCC(C12)CCC3C2C=CC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6
Level: 2
Mol. Weight: 959.18 g/mol
SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3
Level: 2
Mol. Weight: 959.18 g/mol
SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3C=CC5C4CCCC5
Level: 1
Mol. Weight: 959.18 g/mol
SMILES: C1CCC(C12)CCC3C2C=CC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 959.18 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 959.18 g/mol
SMILES: C1CCC(C12)CCC3C2C=CC4C3CCCC4
Level: 0
Mol. Weight: 959.18 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 959.18 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 959.18 g/mol
Absorption
- Caco-2 (logPapp)
- -5.32
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 12735.910
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1665158.69
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.640
- Plasma Protein Binding
- 97.59
- 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
- 4.690
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -38728.890
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.410
- Liver Injury II
- Safe
- 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
- Toxic
- T. Pyriformis
- -3022185627.580
- Rat (Acute)
- 5.310
- Rat (Chronic Oral)
- 8.370
- Fathead Minnow
- 3814870.890
- 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
- 339908799.920
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -165.520
- Log(P)
- 6.3
- Log S
- -6.08
- Log(Vapor Pressure)
- -11192901.82
- Melting Point
- 184.72
- pKa Acid
- -81476.0
- pKa Basic
- -637.91
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.9370 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.9370 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 3 | 0.7484 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 3 | 0.7484 |
| NADPH-dependent oxidoreductase 2-alkenal reductase | Q39172 | AER_ARATH | Arabidopsis thaliana | 2 | 0.7209 |
| NADPH-dependent oxidoreductase 2-alkenal reductase | Q39172 | AER_ARATH | Arabidopsis thaliana | 2 | 0.7209 |
| Carbonic anhydrase 1 | P00915 | CAH1_HUMAN | Homo sapiens | 2 | 0.7090 |
| Carbonic anhydrase 1 | P00915 | CAH1_HUMAN | Homo sapiens | 2 | 0.7090 |
| Acidic phospholipase A2 3 | P60045 | PA2A3_NAJSG | Naja sagittifera | 2 | 0.7020 |
| Acidic phospholipase A2 3 | P60045 | PA2A3_NAJSG | Naja sagittifera | 2 | 0.7020 |