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Neoboutomannin
- Family: Plantae - Euphorbiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Diterpene
| Canonical Smiles | Cc1cc2C(=O)C=C3C(=C(C4=C5c6cc(C)c(cc6C(=O)C=C5C(C4=O)(C)C)O)C(=O)C3(C)C)c2cc1O |
|---|---|
| InChI | InChI=1S/C32H26O6/c1-13-7-15-18(10-22(13)34)26-20(11-23(15)35)32(5,6)30(38)28(26)27-25-17-8-14(2)21(33)9-16(17)24(36)12-19(25)31(3,4)29(27)37/h7-12,33-34H,1-6H3 |
| InChIKey | CVYHIHXQCSOLBN-UHFFFAOYSA-N |
| Formula | C32H26O6 |
| HBA | 6 |
| HBD | 2 |
| MW | 506.55 |
| Rotatable Bonds | 1 |
| TPSA | 108.74 |
| LogP | 5.39 |
| Number Rings | 6 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.25 |
| Exact Mass | 506.17 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Neoboutonia macrocalyx | Euphorbiaceae | Plantae | 1260343 |
Showing of synonyms
Neoboutomannin
8-hydroxy-1-(8-hydroxy-3,3,7-trimethyl-2,5-dioxocyclopenta(a)naphthalen-1-yl)-3,3,7-trimethylcyclopenta(a)naphthalene-2,5-dione
8-hydroxy-1-(8-hydroxy-3,3,7-trimethyl-2,5-dioxocyclopenta[a]naphthalen-1-yl)-3,3,7-trimethylcyclopenta[a]naphthalene-2,5-dione
CHEMBL2047332
- Maffo T, Wafo P, et al. (2015). Terpenoids from the stem bark of Neoboutonia macrocalyx (Euphorbiaceae). Phytochemistry Letters, 2015, 12, 328-331. [View]
No compound-protein relationship available.
SMILES: c1cccc2c1C(=O)C=C(C23)CC(=O)C=3C=4C(=O)CC(C45)=CC(=O)c6c5cccc6
Level: 1
Mol. Weight: 506.55 g/mol
SMILES: C1C(=O)CC(C=12)=CC(=O)c3c2cccc3
Level: 0
Mol. Weight: 506.55 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.89
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.81
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -0.72
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.45
- Plasma Protein Binding
- 56.57
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- 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
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 5.03
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.69
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.61
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.91
- Micronucleos
- Toxic
- NR-AhR
- Toxic
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Toxic
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -1395.98
- Rat (Acute)
- 2.39
- Rat (Chronic Oral)
- 2.81
- Fathead Minnow
- 10.44
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 584.94
- Hydration Free Energy
- -2.87
- Log(D) at pH=7.4
- 3.27
- Log(P)
- 3.73
- Log S
- -7.26
- Log(Vapor Pressure)
- -9.52
- Melting Point
- 421.35
- pKa Acid
- 7.7
- pKa Basic
- 0.81
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Heat shock protein HSP 90-alpha | P07900 | HS90A_HUMAN | Homo sapiens | 3 | 0.8434 |
| Stromelysin-1 | P08254 | MMP3_HUMAN | Homo sapiens | 3 | 0.8074 |
| TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase | Q6T1W8 | FDTA_ANETH | Aneurinibacillus thermoaerophilus | 3 | 0.7580 |
| NADH:flavin oxidoreductase Sye1 | Q8EEC8 | Q8EEC8_SHEON | Shewanella oneidensis | 3 | 0.7426 |
| Prostaglandin F2a synthase | Q8I6L9 | Q8I6L9_TRYCR | Trypanosoma cruzi | 3 | 0.7397 |
| Orotidine 5'-phosphate decarboxylase | Q5L0U0 | PYRF_GEOKA | Geobacillus kaustophilus | 4 | 0.7358 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7352 |
| Methionine aminopeptidase | P0AE18 | MAP1_ECOLI | Escherichia coli | 3 | 0.7326 |
| Albumin | P02768 | ALBU_HUMAN | Homo sapiens | 3 | 0.7245 |
| Genome polyprotein | Q2YHF0 | POLG_DEN4T | Dengue virus type 4 | 3 | 0.7190 |
| Glycogen synthase kinase-3 beta | P49841 | GSK3B_HUMAN | Homo sapiens | 2 | 0.7139 |
| Capsid protein | Q9WBP8 | Q9WBP8_9VIRU | Adeno-associated virus - 1 | 2 | 0.7119 |
| NAD-capped RNA hydrolase NudC | P32664 | NUDC_ECOLI | Escherichia coli | 3 | 0.7101 |
| Carbonic anhydrase 13 | Q8N1Q1 | CAH13_HUMAN | Homo sapiens | 3 | 0.7066 |
| 3-hydroxy-3-methylglutaryl-coenzyme A reductase | P04035 | HMDH_HUMAN | Homo sapiens | 3 | 0.7040 |
| Pancreatic alpha-amylase | P04746 | AMYP_HUMAN | Homo sapiens | 2 | 0.7035 |