Structure of 30361-28-5
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Kim, Jiho ;
Abstract: Polyunsaturated aldehydes (PUAs) are secondary oxylipins produced by some diatoms. PUAs are produced at a greater rate when diatom cells are damaged, suggesting that they may act as chemical grazing deterrents. Past studies showed the deleterious effects of particulate PUAs on diatom consumers like copepods and marine invertebrates. However, to date, very few studies have explored the potential for diatom-derived PUAs to affect marine vertebrates, such as forage fishes. Forage fishes are a foundational functional group in marine ecosystems whose early life history stages are often sympatric with diatoms due to their nearshore spawning behavior and planktivorous diet. In this study, I addressed the question of whether PUAs detrimentally affect a common Salish Sea forage fish, the surf smelt (Hypomesus pretiosus; Girard 1854). The project focused on determining whether PUAs affect the development and physiology of surf smelt embryos and larvae. This was done by measuring survival and hatch success rates, embryonic heart rates, usage of endogenous energy reserves, and morphological features at hatch. Higher concentrations of PUAs resulted in higher mortality and lower hatch success rates of embryonic surf smelt. Embryonic heart rates were equivalent among treatments when embryos were exposed to PUAs soon after fertilization, suggesting that surf smelt embryos can acclimate to PUAs if exposed during early development. However, higher concentrations of PUAs significantly lowered the heart rates of embryos that were exposed to PUAs days after fertilization. Exposure to PUAs diminished the consumption rate of endogenous energy reserves, and the overall size of surf smelt at hatch was reduced. Our results indicate that exposure to dissolved PUAs could impair the fitness of ecologically foundational forage fish early life history stages. Negative effects that manifest into low adult population sizes will have cascading effects on marine ecosystems.
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Jeremy Johnson ;
Abstract: In coastal, nutrient-rich waters like the Salish Sea, diatoms dominate the phytoplankton community during seasonal upwelling events. Diatoms were once believed to be an ideal food source for primary consumers like copepods, but their role in food web dynamics changed upon discovery that diatoms can produce organic compounds upon cell death known as polyunsaturated aldehydes (PUAs). These compounds directly affect the reproductive success of diatom consumers by reducing egg production and viability, deforming embryos, and delaying embryonic development. PUA production dynamics have been assessed under varying nutrient concentrations and culture age, but no study has tested the effect of elevated dissolved CO2 (pCO2) on the production of these organic molecules. In addition, most surveys of PUA-producing diatoms have only assessed pelagic production. In this study, I isolated benthic diatom species from the Salish Sea and tested them for PUA production. I also conducted a microcosm upwelling experiment using a benthic and pelagic diatom under varying pCO2 levels to assess whether PUA production is affected by inorganic carbon level. I found that all Salish Sea benthic diatom species tested produced PUA molecules, and elevated pCO2 did not significantly affect the production of PUA molecules. Experimental results indicate that upwelling events alone are likely not causing an increase in PUA production. The survey results indicate that benthic diatoms should be included in future PUA producer surveys to assess PUA production in the water column. Future research should assess the synergy between elevated pCO2 and nutrient limitation on PUA production, as these conditions are expected with worsening climate change. In addition, future studies on the impact of PUAs on grazer fecundity should be expanded to include benthic diatom consumers, including mollusks and other benthic invertebrates.
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CAS No. : | 30361-28-5 |
Formula : | C8H12O |
M.W : | 124.18 |
SMILES Code : | CCC/C=C/C=C/C=O |
MDL No. : | MFCD00014676 |
InChI Key : | DVVATNQISMINCX-YTXTXJHMSA-N |
Pubchem ID : | 5283329 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H227-H315 |
Precautionary Statements: | P280 |
Num. heavy atoms | 9 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.38 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 39.82 |
TPSA ? Topological Polar Surface Area: Calculated from |
17.07 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.11 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.17 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.1 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.87 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.09 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.07 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.71 |
Solubility | 2.4 mg/ml ; 0.0194 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.16 |
Solubility | 0.856 mg/ml ; 0.00689 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.16 |
Solubility | 8.57 mg/ml ; 0.069 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.52 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
3.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.91 |
Tags: 30361-28-5 synthesis path| 30361-28-5 SDS| 30361-28-5 COA| 30361-28-5 purity| 30361-28-5 application| 30361-28-5 NMR| 30361-28-5 COA| 30361-28-5 structure
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P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
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P370 + P378 | In case of fire: |
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Storage | |
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P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
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P410 | Protect from sunlight. |
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P413 | |
P420 | Store away from other materials. |
P422 | |
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P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
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H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
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H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
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H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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