Tiglic aldehyde

Details

• Internal ID: ed3f9ea4-ca35-4681-bf40-c84d8b52d00d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated aldehydes > Enals
• IUPAC Name: (E)-2-methylbut-2-enal
• SMILES (Canonical): CC=C(C)C=O
• SMILES (Isomeric): C/C=C(\C)/C=O
• InChI: InChI=1S/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+
• InChI Key: ACWQBUSCFPJUPN-HWKANZROSA-N
• Popularity: 250 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈O
• Molecular Weight: 84.12 g/mol
• Exact Mass: 84.057514874 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• trans-2-Methyl-2-butenal
• 497-03-0
• Tiglaldehyde
• (E)-2-Methylbut-2-enal
• 1115-11-3
• Tiglinaldehyde
• 2-methylbut-2-enal
• 2-Butenal, 2-methyl-
• E-2-Methyl-2-butenal
• 2-Butenal, 2-methyl-, (2E)-
• Tiglic acid aldehyde
• 2,3-Dimethylacrolein
• 2-Methylcrotonaldehyde
• 2-Butenal, 2-methyl-, (E)-
• trans-Tiglaldehyde
• Tigaldehyde, trans-
• trans-2,3-Dimethylacrolein
• Crotonaldehyde, 2-methyl-, (E)-
• FEMA No. 3407
• 2-METHYL-2-BUTENAL
• (e)-2-methyl-2-butenal
• 2-Methyl-2-butenal, trans-
• 2-Methylcrotonaldehyde, (E)-
• 2-Methyl-2-butenal, (E)-
• trans-Methyl-2-butenal
• 2-Methylbut-2-en-1-al, (E)-
• NSC 2179
• EINECS 207-833-0
• UNII-27ZVE2K81C
• (2E)-2-methylbut-2-enal
• AI3-24379
• 27ZVE2K81C
• CCRIS 8097
• DTXSID1049308
• NSC-2179
• Crotonaldehyde, 2-methyl-
• 2-methyl-(E)-2-butenal
• trans-2-Methylcrotonaldehyde
• 2-Butenal,2-methyl-(Z)-
• 6038-09-1
• MFCD00006977
• (E)-tiglaldehyde
• Tiglic aldehyde, >=96%
• trans-2-methyl-but-2-enal
• CHEMBL53493
• DTXCID0029264
• 2-Butenal,2-methyl-, (Z)-
• ACWQBUSCFPJUPN-HWKANZROSA-
• NSC2179
• 2-METHYL-2-BUTENAL [FHFI]
• Tox21_202837
• AKOS015912688
• CS-O-05591
• NCGC00260383-01
• CAS-497-03-0
• LS-179707
• T1003
• trans-2-Methyl-2-butenal, analytical standard
• D92433
• EN300-109078
• EN300-304066
• Q3045687
• trans-2-Methyl-2-butenal, sum of isomers, >=99%, FG
• InChI=1/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8388	83.88%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.3980	39.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8795	87.95%
P-glycoprotein inhibitior	-	0.9876	98.76%
P-glycoprotein substrate	-	0.9856	98.56%
CYP3A4 substrate	-	0.7451	74.51%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9562	95.62%
CYP2C9 inhibition	-	0.9375	93.75%
CYP2C19 inhibition	-	0.9000	90.00%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	-	0.9976	99.76%
CYP inhibitory promiscuity	-	0.7792	77.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6983	69.83%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	+	0.9885	98.85%
Eye irritation	+	0.9911	99.11%
Skin irritation	+	0.8896	88.96%
Skin corrosion	+	0.9739	97.39%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7644	76.44%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7198	71.98%
skin sensitisation	+	0.9623	96.23%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.7324	73.24%
Acute Oral Toxicity (c)	III	0.8030	80.30%
Estrogen receptor binding	-	0.9488	94.88%
Androgen receptor binding	-	0.9600	96.00%
Thyroid receptor binding	-	0.8501	85.01%
Glucocorticoid receptor binding	-	0.8995	89.95%
Aromatase binding	-	0.8315	83.15%
PPAR gamma	-	0.9189	91.89%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.6745	67.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.34%	96.09%

Plants that contains it

• Allium cepa
• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Glycyrrhiza glabra

Cross-Links

• PubChem: 5321950
• NPASS: NPC109034
• LOTUS: LTS0261557
• wikiData: Q3045687