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2alpha-acetyloxy-4beta-hydroxy-6alpha-p-hydroxybenzoyloxy-10beta-benzoyloxy-dauc-8-ene
- Family: Plantae - Apiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpenes Daucane Ester
| Canonical Smiles | CC(=O)O[C@H]1C[C@@]([C@H]2[C@@]1(C)[C@H](C=C(C[C@@H]2OC(=O)c1ccc(cc1)O)C)OC(=O)c1ccccc1)(O)C(C)C |
|---|---|
| InChI | InChI=1S/C31H36O8/c1-18(2)31(36)17-26(37-20(4)32)30(5)25(39-29(35)21-9-7-6-8-10-21)16-19(3)15-24(27(30)31)38-28(34)22-11-13-23(33)14-12-22/h6-14,16,18,24-27,33,36H,15,17H2,1-5H3/t24-,25-,26-,27+,30-,31+/m0/s1 |
| InChIKey | HBBWIHLDILZQDU-PMWCCKDCSA-N |
| Formula | C31H36O8 |
| HBA | 8 |
| HBD | 2 |
| MW | 536.62 |
| Rotatable Bonds | 6 |
| TPSA | 119.36 |
| LogP | 4.84 |
| Number Rings | 4 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 39 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.45 |
| Exact Mass | 536.24 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Daucus carota subsp. carota | Apiaceae | Plantae | — |
Showing of synonyms
2alpha-acetyloxy-4beta-hydroxy-6alpha-p-hydroxybenzoyloxy-10beta-benzoyloxy-dauc-8-ene
Pubchem:
11541108
Zinc:
ZINC000095909187
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OC2C=CCC(C(C23)CCC3)OC(=O)c4ccccc4
Level: 2
Mol. Weight: 536.62 g/mol
SMILES: c1ccccc1C(=O)OC2CC=CCC(C23)CCC3
Level: 1
Mol. Weight: 536.62 g/mol
SMILES: c1ccccc1C(=O)OC2C=CCCC(C23)CCC3
Level: 1
Mol. Weight: 536.62 g/mol
SMILES: C1CCC(C12)CCC=CC2
Level: 0
Mol. Weight: 536.62 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 536.62 g/mol
Antimicrobial
Absorption
- Caco-2 (logPapp)
- -4.98
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.59
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -2.08
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.91
- Plasma Protein Binding
- 94.24
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 12.96
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.16
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.36
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.22
- 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
- -1613.19
- Rat (Acute)
- 3.11
- Rat (Chronic Oral)
- 2.74
- Fathead Minnow
- 8.82
- 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
- 459.11
- Hydration Free Energy
- -2.8
- Log(D) at pH=7.4
- 4.94
- Log(P)
- 5.81
- Log S
- -5.9
- Log(Vapor Pressure)
- -8.62
- Melting Point
- 177.01
- pKa Acid
- 8.47
- pKa Basic
- 3.16
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Chitinase | Q54276 | Q54276_SERMA | Serratia marcescens | 3 | 0.8005 |
| Chitinase | Q54276 | Q54276_SERMA | Serratia marcescens | 3 | 0.8005 |
| Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase | Q9TQS6 | DHDH_MACFA | Macaca fascicularis | 3 | 0.7791 |
| Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase | Q9TQS6 | DHDH_MACFA | Macaca fascicularis | 3 | 0.7791 |
| Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase | Q05603 | COBT_SALTY | Salmonella typhimurium | 2 | 0.7448 |
| Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase | Q05603 | COBT_SALTY | Salmonella typhimurium | 2 | 0.7448 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 3 | 0.7217 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 3 | 0.7217 |
| Alpha-ketoglutarate-dependent dioxygenase FTO | Q9C0B1 | FTO_HUMAN | Homo sapiens | 4 | 0.7027 |
| Alpha-ketoglutarate-dependent dioxygenase FTO | Q9C0B1 | FTO_HUMAN | Homo sapiens | 4 | 0.7027 |