3-Methoxybenzaldehyde

Details

• Internal ID: 80c7f00c-4a49-472f-a342-524275afc6c5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 3-methoxybenzaldehyde
• SMILES (Canonical): COC1=CC=CC(=C1)C=O
• SMILES (Isomeric): COC1=CC=CC(=C1)C=O
• InChI: InChI=1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3
• InChI Key: WMPDAIZRQDCGFH-UHFFFAOYSA-N
• Popularity: 420 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15 g/mol
• Exact Mass: 136.052429494 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 591-31-1
• M-ANISALDEHYDE
• m-Methoxybenzaldehyde
• 3-Anisaldehyde
• Benzaldehyde, 3-methoxy-
• Metamethoxybenzaldehyde
• 3-Methoxy-benzaldehyde
• MFCD00003361
• CCRIS 960
• EINECS 209-712-8
• UNII-8ZAO7S0IVH
• NSC 43794
• 8ZAO7S0IVH
• BRN 0606013
• AI3-52556
• DTXSID5044447
• NSC-43794
• 4-08-00-00241 (Beilstein Handbook Reference)
• 3-Methoxy benzaldehyde
• META-ANISALDEHYDE
• m-anisaldeyde
• m-anis-aldehyde
• m-Anisic aldehyde
• 3-methoxybenzaldehde
• 3-methoxybenzaldhyde
• 5-methoxybenzaldehyde
• 3-methyoxybenzaldehyde
• m-Anisaldehyde, 8CI
• m-Methoxy benzaldehyde
• meta-methoxybenzaldehyde
• m-Anisaldehyde, 97%
• ANISALDEHYDE, M-
• 3-(methyloxy)benzaldehyde
• (3-methoxyphenyl)methanone
• m-Anisaldehyde, >=97%
• SCHEMBL23188
• CHEMBL22585
• BENZALDEHYDE, M-METHOXY-
• DTXCID3024447
• CHEBI:136805
• m-Anisaldehyde, analytical standard
• 3-METHOXYPHENYLCARBOXALDEHYDE
• NSC43794
• STR00150
• Tox21_302136
• STK397887
• AKOS000119666
• AB00318
• AC-2427
• AM87084
• CS-W007346
• HY-W007346
• PS-3206
• NCGC00255778-01
• CAS-591-31-1
• LS-20019
• SY001070
• m-Anisaldehyde, purum, >=97.0% (GC)
• A0478
• FT-0615983
• EN300-16136
• D70836
• A832179
• J-521677
• Q27271232
• Z53836050
• F2190-0576
• InChI=1/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9038	90.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8908	89.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9844	98.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9443	94.43%
P-glycoprotein inhibitior	-	0.9825	98.25%
P-glycoprotein substrate	-	0.9711	97.11%
CYP3A4 substrate	-	0.6512	65.12%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.6838	68.38%
CYP3A4 inhibition	-	0.9578	95.78%
CYP2C9 inhibition	-	0.9598	95.98%
CYP2C19 inhibition	-	0.7382	73.82%
CYP2D6 inhibition	-	0.9765	97.65%
CYP1A2 inhibition	+	0.7703	77.03%
CYP2C8 inhibition	-	0.8545	85.45%
CYP inhibitory promiscuity	-	0.8301	83.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5764	57.64%
Carcinogenicity (trinary)	Warning	0.4880	48.80%
Eye corrosion	+	0.9828	98.28%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8729	87.29%
Skin corrosion	-	0.8719	87.19%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6922	69.22%
Micronuclear	-	0.6919	69.19%
Hepatotoxicity	+	0.5315	53.15%
skin sensitisation	+	0.5588	55.88%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5082	50.82%
Acute Oral Toxicity (c)	III	0.9029	90.29%
Estrogen receptor binding	-	0.9206	92.06%
Androgen receptor binding	-	0.8900	89.00%
Thyroid receptor binding	-	0.8209	82.09%
Glucocorticoid receptor binding	-	0.9337	93.37%
Aromatase binding	-	0.9180	91.80%
PPAR gamma	-	0.9264	92.64%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	+	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.4102	41.02%

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	97.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.10%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.64%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.46%	91.11%
CHEMBL2535	P11166	Glucose transporter	83.81%	98.75%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.17%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.83%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.38%	95.50%

Plants that contains it

• Aconitum sajanense
• Artemisia jacutica
• Bersama abyssinica
• Damnacanthus major
• Piper attenuatum
• Rubus sanctus
• Scutellaria baicalensis
• Senna santanderensis
• Stauntonia hexaphylla
• Strychnos trinervis
• Syzygium aromaticum

Cross-Links

• PubChem: 11569
• NPASS: NPC54626
• LOTUS: LTS0124278
• wikiData: Q27271232