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1beta-hydroxy-3,4-secotirucalla-4(28)-7,24-trien-3,21-dioic acid
- Family: Plantae - Rutaceae
- Kingdom: Plantae
- Class: Terpenoid
| Canonical Smiles | CC(=CCC[C@@H](C1CC[C@]2([C@@]1(C)CCC1C2=CCC([C@]1(C)[C@@H](CC(=O)O)O)C(=C)C)C)C(=O)O)C |
|---|---|
| InChI | InChI=1S/C30H46O5/c1-18(2)9-8-10-20(27(34)35)22-13-15-29(6)23-12-11-21(19(3)4)30(7,25(31)17-26(32)33)24(23)14-16-28(22,29)5/h9,12,20-22,24-25,31H,3,8,10-11,13-17H2,1-2,4-7H3,(H,32,33)(H,34,35)/t20-,21?,22?,24?,25+,28-,29+,30-/m0/s1 |
| InChIKey | ABOUKPGZMXQOJE-MUFYVQMWSA-N |
| Formula | C30H46O5 |
| HBA | 3 |
| HBD | 3 |
| MW | 486.69 |
| Rotatable Bonds | 9 |
| TPSA | 94.83 |
| LogP | 6.63 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.73 |
| Exact Mass | 486.33 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Citrus aurantium | Rutaceae | Plantae | 43166 |
Showing of synonyms
1beta-hydroxy-3,4-secotirucalla-4(28)-7,24-trien-3,21-dioic acid
- Bissim S, Kenmogne S, et al. (2019). Bioactive acridone alkaloids and their derivatives from Citrus aurantium (Rutaceae). Phytochemistry Letters, 2019, 29, 148-153. [View]
No compound-protein relationship available.
SMILES: C1CCC(C12)CCC3C2=CCCC3
Level: 0
Mol. Weight: 486.69 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.56
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.03
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.36
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 2.22
- Plasma Protein Binding
- 99.86
- 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
- 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
- 2.57
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.22
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.62
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 2.43
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -149.16
- Rat (Acute)
- 2.83
- Rat (Chronic Oral)
- 2.13
- Fathead Minnow
- 4.1
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 448.82
- Hydration Free Energy
- -2.0
- Log(D) at pH=7.4
- 1.48
- Log(P)
- 6.97
- Log S
- -5.61
- Log(Vapor Pressure)
- -12.36
- Melting Point
- 224.33
- pKa Acid
- 4.23
- pKa Basic
- 7.35
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 3 | 0.8727 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8616 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8240 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q04631 | FNTA_RAT | Rattus norvegicus | 3 | 0.8238 |
| Retinol-binding protein 2 | P50120 | RET2_HUMAN | Homo sapiens | 3 | 0.7859 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7484 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 3 | 0.7442 |
| Retinoic acid receptor RXR-alpha | P19793 | RXRA_HUMAN | Homo sapiens | 4 | 0.7351 |
| Reaction center protein L chain | P0C0Y7 | RCEH_RHOSH | Rhodobacter sphaeroides | 3 | 0.7250 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7205 |
| Deacetoxycephalosporin C synthase | P18548 | CEFE_STRCL | Streptomyces clavuligerus | 3 | 0.7140 |
| Thermolysin | P00800 | THER_BACTH | Bacillus thermoproteolyticus | 3 | 0.7138 |