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2-oxo-neo-cleroda-3,13-dien-7-ol-15,16-endoperoxide
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Neo-Clerodane Diterpene
| Canonical Smiles | O=C1C=C(C)[C@]2([C@H](C1)[C@@](C)(CCC1=CCOOC1)[C@@H]([C@@H](C2)O)C)C |
|---|---|
| InChI | InChI=1S/C20H30O4/c1-13-9-16(21)10-18-19(3,7-5-15-6-8-23-24-12-15)14(2)17(22)11-20(13,18)4/h6,9,14,17-18,22H,5,7-8,10-12H2,1-4H3/t14-,17-,18-,19+,20+/m1/s1 |
| InChIKey | DPWJGZOUUJYOAJ-SBUWESJJSA-N |
| Formula | C20H30O4 |
| HBA | 4 |
| HBD | 1 |
| MW | 334.46 |
| Rotatable Bonds | 3 |
| TPSA | 55.76 |
| LogP | 3.6 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.75 |
| Exact Mass | 334.21 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Stachys aegyptiaca | Lamiaceae | Plantae | 1391947 |
Showing of synonyms
2-oxo-neo-cleroda-3,13-dien-7-ol-15,16-endoperoxide
- Hegazy M, Hamed A, et al. (2017). Stachaegyptin A-C: Neo-clerodane diterpenes from Stachys aegyptiaca.. Phytochemistry Letters, 2017, 21, 151-156. [View]
No compound-protein relationship available.
SMILES: C1OOCC=C1CCC(CCC2)C(C23)CC(=O)C=C3
Level: 1
Mol. Weight: 334.46 g/mol
SMILES: C1=CC(=O)CC(C12)CCCC2
Level: 0
Mol. Weight: 334.46 g/mol
SMILES: C1=CCOOC1
Level: 0
Mol. Weight: 334.46 g/mol
Anti-inflammatory
Antibacterial
Antioxidant
Cytotoxic
Absorption
- Caco-2 (logPapp)
- -4.62
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.500
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.86
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.840
- Plasma Protein Binding
- 60.46
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 14.180
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.210
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.470
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.540
- Micronucleos
- Safe
- 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
- -0.480
- Rat (Acute)
- 2.080
- Rat (Chronic Oral)
- 1.550
- Fathead Minnow
- 3.920
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 397.120
- Hydration Free Energy
- -6.440
- Log(D) at pH=7.4
- 2.370
- Log(P)
- 3.26
- Log S
- -3.85
- Log(Vapor Pressure)
- -6.46
- Melting Point
- 134.96
- pKa Acid
- 9.26
- pKa Basic
- 5.02
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| 3-alpha-hydroxysteroid dehydrogenase | P23457 | DIDH_RAT | Rattus norvegicus | 3 | 0.8882 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7826 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.7593 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.7453 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7438 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7277 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7191 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7102 |
| 3-ketosteroid dehydrogenase | Q9RA02 | Q9RA02_RHOER | Rhodococcus erythropolis | 2 | 0.7095 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7061 |
| Vitamin D3 dihydroxylase | P18326 | CPXE_STRGO | Streptomyces griseolus | 3 | 0.7049 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 2 | 0.7012 |
| Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 2 | 0.7006 |