2-Methylbenzaldehyde

Details

• Internal ID: 5c845f58-b271-4fcb-9a7d-a327a635cc0e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 2-methylbenzaldehyde
• SMILES (Canonical): CC1=CC=CC=C1C=O
• SMILES (Isomeric): CC1=CC=CC=C1C=O
• InChI: InChI=1S/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H3
• InChI Key: BTFQKIATRPGRBS-UHFFFAOYSA-N
• Popularity: 615 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O
• Molecular Weight: 120.15 g/mol
• Exact Mass: 120.057514874 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• O-TOLUALDEHYDE
• 529-20-4
• 2-Tolualdehyde
• 2-Formyltoluene
• o-Toluylaldehyde
• o-Toluic aldehyde
• o-Methylbenzaldehyde
• o-Tolylaldehyde
• 2-Methyl-Benzaldehyde
• Benzaldehyde, 2-methyl-
• o-Methylbenazldehyde
• Toluic aldehyde
• NSC 103152
• CCRIS 4735
• EINECS 208-452-2
• MFCD00003338
• UNII-Q7E5H6W6BG
• Q7E5H6W6BG
• AI3-21918
• DTXSID1022051
• CHEBI:27434
• HSDB 7690
• NSC-103152
• o-Tolualdehyde-13C1 (carbonyl-13C)
• DTXCID102051
• CAS-529-20-4
• o-Tolualdehyde, stabilized
• Ortho-tolualdehyde
• 2 - tolualdehyde
• o-Tolualdehyde, a
• ortho-tolyl aldehyde
• Boc-Tyr(But)-OH
• 2-methyl benzaldehyde
• o-Tolualdehyde, 97%
• o-Tolualdehyde (8CI)
• ORTHO TOLUALDEHYDE
• TOLUALDEHYDE, O-
• bmse000556
• O-TOLUALDEHYDE [MI]
• SCHEMBL58273
• MLS002152916
• CHEMBL1487138
• BDBM85648
• HMS3039B13
• o-Tolualdehyde, >=96.5%, FG
• o-Tolualdehyde, analytical standard
• 2-METHYLBENZALDEHYDE [HSDB]
• BCP26381
• HY-Y0442
• STR03092
• FEMA NO. 3068, O-
• Tox21_201764
• Tox21_303012
• LS-184
• NSC103152
• AKOS000119537
• CS-W008902
• PS-4581
• s12292
• NCGC00091709-01
• NCGC00091709-02
• NCGC00256526-01
• NCGC00259313-01
• AC-16954
• PD158442
• SMR001224516
• SY001303
• FT-0632309
• T0566
• EN300-20424
• 2-Tolualdehyde, stab. with 0.1% hydroquinone
• A15625
• C07214
• W-109552
• Q26828655
• F2190-0586
• Z104478122
• InChI=1/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9738	97.38%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7683	76.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9229	92.29%
P-glycoprotein inhibitior	-	0.9890	98.90%
P-glycoprotein substrate	-	0.9844	98.44%
CYP3A4 substrate	-	0.7315	73.15%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8082	80.82%
CYP3A4 inhibition	-	0.9683	96.83%
CYP2C9 inhibition	-	0.9211	92.11%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	+	0.5729	57.29%
CYP2C8 inhibition	-	0.9608	96.08%
CYP inhibitory promiscuity	-	0.7774	77.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	+	0.9937	99.37%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9563	95.63%
Skin corrosion	+	0.5932	59.32%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8365	83.65%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.9799	97.99%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.6127	61.27%
Acute Oral Toxicity (c)	III	0.9055	90.55%
Estrogen receptor binding	-	0.9696	96.96%
Androgen receptor binding	-	0.9321	93.21%
Thyroid receptor binding	-	0.7969	79.69%
Glucocorticoid receptor binding	-	0.9233	92.33%
Aromatase binding	-	0.8423	84.23%
PPAR gamma	-	0.9283	92.83%
Honey bee toxicity	-	0.9732	97.32%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9060	90.60%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	35481.3 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	6309.6 nM; 6309.6 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.34%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.11%	98.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.93%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	81.44%	81.29%

Plants that contains it

• Carum carvi
• Cichorium endivia
• Crocus sativus
• Gossypium hirsutum

Cross-Links

• PubChem: 10722
• NPASS: NPC39600
• ChEMBL: CHEMBL1487138
• LOTUS: LTS0107458
• wikiData: Q26828655