Select a section from the left sidebar
8alpha-O-beta-D-glucopyranosyllabd-13E-ene-15,19-diol-8alpha-2′,3′,4′,6′- hexaacetate
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Diterpene Glycoside
| Canonical Smiles | OC[C@]1(C)CCC[C@]2(C1CC[C@@]([C@@H]2CC/C(=C/COC(=O)C)/C)(C)OC[C@H]1OC(OC(=O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C |
|---|---|
| InChI | InChI=1S/C36H56O13/c1-21(14-18-43-22(2)38)11-12-29-35(8)16-10-15-34(7,20-37)28(35)13-17-36(29,9)44-19-27-30(45-23(3)39)31(46-24(4)40)32(47-25(5)41)33(49-27)48-26(6)42/h14,27-33,37H,10-13,15-20H2,1-9H3/b21-14+/t27-,28?,29-,30-,31+,32-,33?,34+,35+,36-/m1/s1 |
| InChIKey | YSMMWGYDVDHOKB-VWYBEYMLSA-N |
| Formula | C36H56O13 |
| HBA | 13 |
| HBD | 1 |
| MW | 696.83 |
| Rotatable Bonds | 13 |
| TPSA | 170.19 |
| LogP | 4.35 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 49 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.81 |
| Exact Mass | 696.37 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Crassocephalum mannii | Asteraceae | Plantae | 189252 |
Showing of synonyms
8alpha-O-beta-D-glucopyranosyllabd-13E-ene-15,19-diol-8alpha-2′,3′,4′,6′- hexaacetate
No compound-protein relationship available.
SMILES: O1CCCCC1COC(C2)CCC(C23)CCCC3
Level: 1
Mol. Weight: 696.83 g/mol
SMILES: C1CCCC(C12)CCCC2
Level: 0
Mol. Weight: 696.83 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 696.83 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.06
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.78
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 38.64
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.61
- Plasma Protein Binding
- 83.28
- 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
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 7.27
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.31
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.81
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 8.93
- 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
- -76176.63
- Rat (Acute)
- 3.38
- Rat (Chronic Oral)
- 2.76
- Fathead Minnow
- 112.34
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 4474.42
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.77
- Log(P)
- 4.54
- Log S
- -5.63
- Log(Vapor Pressure)
- -160.42
- Melting Point
- 118.93
- pKa Acid
- 7.66
- pKa Basic
- 3.19
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 3 | 0.8403 |
| Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 3 | 0.8403 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.7504 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.7504 |
| 11-beta-hydroxysteroid dehydrogenase 1 | P50172 | DHI1_MOUSE | Mus musculus | 3 | 0.7233 |
| 11-beta-hydroxysteroid dehydrogenase 1 | P50172 | DHI1_MOUSE | Mus musculus | 3 | 0.7233 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7177 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7177 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7058 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7058 |