alpha-METHYLCINNAMALDEHYDE

Details

• Internal ID: caf5d51d-b9fa-4f66-af72-11026c77569b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: (E)-2-methyl-3-phenylprop-2-enal
• InChI: InChI=1S/C10H10O/c1-9(8-11)7-10-5-3-2-4-6-10/h2-8H,1H3/b9-7+
• InChI Key: VLUMOWNVWOXZAU-VQHVLOKHSA-N
• Popularity: 98 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19 g/mol
• Exact Mass: 146.073164938 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• ALPHA-METHYLCINNAMALDEHYDE
• 101-39-3
• 2-Propenal, 2-methyl-3-phenyl-
• 2-Methyl-3-phenylacrylaldehyde
• 2-methyl-3-phenylprop-2-enal
• 2-Methyl-3-phenylacrolein
• (E)-2-Methyl-3-phenylacrolein
• alpha-Methyl-trans-cinnamaldehyde
• (E)-2-methyl-3-phenylprop-2-enal
• 2-Methyl-3-phenyl-2-propenal
• (E)-Alpha-Methylcinnamaldehyde
• (E)-2-Methyl-3-phenylpropenal
• alpha-Methylcinnimal
• Cinnamaldehyde, alpha-methyl
• FEMA No. 2697
• (2E)-2-Methyl-3-phenyl-2-propenal
• Cinnamaldehyde, .alpha.-methyl-
• 2-Methyl-3-phenyl-2-propen-1-al
• .alpha.-Methylcinnamaldehyde
• alpha-Methylcinnamic aldehyde
• trans-2-Methyl-3-phenyl-2-propenal
• NSC 22283
• Cinnamaldehyde, alpha-methyl-
• CCRIS 6257
• trans-Alpha-Methylcinnamaldehyde
• alpha-Methyl-trans-cinnamaldeyhde
• alpha-Methylcinnamaldehyde [FHFI]
• alpha-Methyl cinnamaldehyde
• EINECS 202-938-8
• NSC-22283
• NSC-49286
• BRN 0507514
• AI3-26230
• 1C647N9853
• EC 202-938-8
• DTXSID401018359
• 2-07-00-00291 (Beilstein Handbook Reference)
• ALPHA-METHYLCINNAMALDEHYDE [FCC]
• (E)-.ALPHA.-METHYLCINNAMALDEHYDE
• TRANS-.ALPHA.-METHYLCINNAMALDEHYDE
• .ALPHA.-METHYL-TRANS-CINNAMALDEYHDE
• .ALPHA.-METHYLCINNAMALDEHYDE [FHFI]
• RefChem:555869
• ALPHA-METHYCINNAMAL
• alpha-Methylcinnamyl aldehyde
• DTXCID20911548
• 202-938-8
• (2Z)-2-methyl-3-phenylprop-2-enal
• 2-Methylcinnamaldehyde
• (E)-2-METHYL-3-PHENYLACRYLALDEHYDE
• alpha-Methylcinnamylaldehyde
• MFCD00006976
• (2E)-2-methyl-3-phenylprop-2-enal
• a-Methylcinnamaldehyde
• Methyl cinnamic aldehyde
• (E)-2-methyl-3-phenyl-prop-2-enal
• a-methyl-trans-cinnamaldehyde
• NSC 49286
• .alpha.-Methylcinnimal
• Z-alpha-Methylcinnamaldehyde
• |A-Methylcinnamaldehyde
• .alpha.-Methylcinnamic aldehyde
• 3-phenyl-2-methylpropenal
• 2-METHYL-3-PHENYLPROPENAL
• UNII-1C647N9853
• 3-Phenylmethacrolein
• 4-oxo-2-mercapto-thiazole-3-acetica acid
• ?-Methylcinnamic aldehyde
• alpha-methyl-E-cinnamaldehyde
• SCHEMBL143642
• SCHEMBL186778
• |A-Methyl-trans-cinnamaldehyde
• orb3027191
• (E)-2-Methyl-3-phenyl-propenal
• alpha -Methyl-trans-cinnamaldehyde
• Cinnamic aldehyde, .alpha.-methyl
• AAA10139
• QAA17447
• Tox21_200051
• BBL012658
• SBB040229
• STL163654
• 2-Methyl-3-phenyl-trans-prop-2-enal
• AKOS000119680
• AKOS025149199
• CS-W016354
• alpha-Methyl-trans-cinnamaldehyde, 98%
• NCGC00091690-02
• NCGC00257605-01
• AS-35370
• CAS-101-39-3
• LS-13760
• SY257955
• 2-Propenal, 2-methyl-3-phenyl-, (2E)-
• M0584
• ST50213380
• alpha-Methylcinnamaldehyde, >=97%, FCC, FG
• EN300-20034
• EN300-736639
• F036594
• F556479
• Q27252223
• | inverted exclamation mark-Methyl-Trans-Cinnamaldehyde
• Epalrestat Impurity 18; |A-Methyl-Trans-Cinnamaldehyde
• F2191-0168
• Z3219847417

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8243	82.43%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4776	47.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9494	94.94%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7739	77.39%
P-glycoprotein inhibitior	-	0.9903	99.03%
P-glycoprotein substrate	-	0.9791	97.91%
CYP3A4 substrate	-	0.7318	73.18%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.7909	79.09%
CYP3A4 inhibition	-	0.9317	93.17%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.8484	84.84%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.6314	63.14%
CYP2C8 inhibition	-	0.9502	95.02%
CYP inhibitory promiscuity	-	0.5386	53.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5564	55.64%
Carcinogenicity (trinary)	Non-required	0.6521	65.21%
Eye corrosion	+	0.9755	97.55%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9065	90.65%
Skin corrosion	+	0.8816	88.16%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6607	66.07%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	+	0.9897	98.97%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.6170	61.70%
Acute Oral Toxicity (c)	III	0.9253	92.53%
Estrogen receptor binding	-	0.8734	87.34%
Androgen receptor binding	-	0.7753	77.53%
Thyroid receptor binding	-	0.8404	84.04%
Glucocorticoid receptor binding	-	0.8123	81.23%
Aromatase binding	-	0.7973	79.73%
PPAR gamma	-	0.8516	85.16%
Honey bee toxicity	-	0.9780	97.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9398	93.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.60%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.23%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.46%	96.00%

Plants that contains it

• Lanxangia tsaoko

Cross-Links

• PubChem: 5372813
• LOTUS: LTS0230727
• wikiData: Q27252223