2-Methoxybenzaldehyde

Details

• Internal ID: 8af4bb9f-189d-4ece-ac9e-e88fbb8e9e65
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 2-methoxybenzaldehyde
• SMILES (Canonical): COC1=CC=CC=C1C=O
• SMILES (Isomeric): COC1=CC=CC=C1C=O
• InChI: InChI=1S/C8H8O2/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3
• InChI Key: PKZJLOCLABXVMC-UHFFFAOYSA-N
• Popularity: 790 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: 1.70
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 135-02-4
• o-Anisaldehyde
• o-Methoxybenzaldehyde
• Benzaldehyde, 2-methoxy-
• 2-Anisaldehyde
• Salicylaldehyde methyl ether
• 6-Methoxybenzaldehyde
• 2-Methoxybenzenecarboxaldehyde
• Benzaldehyde, o-methoxy-
• 2-Methoxyphenylformaldehyde
• 2-methoxy-benzaldehyde
• ortho-anisaldehyde
• Formylanisole, o-
• O-FORMYLANISOLE
• 2-Methoxy benzaldehyde
• EINECS 205-171-7
• MFCD00003308
• NSC 58960
• 2-(Methoxy-d3)benzaldehyde
• BRN 0606301
• UNII-7CP821WF2W
• AI3-01375
• 7CP821WF2W
• DTXSID1051690
• NSC-58960
• 4-08-00-00180 (Beilstein Handbook Reference)
• o -anisaldehyde
• orthoanisaldehyde
• 0-anisaldehyde
• o- Anisaldehyde
• methoxy benzaldehyde
• NSC58960
• o-methoxy benzaldehyde
• o-methoxy-benzaldehyde
• orthomethoxybenzaldehyde
• O-Anisaldehyde, 8CI
• 2 - methoxybenzaldehyde
• o-Anisaldehyde, >=97%
• (2'-methoxyphenyl)methanone
• SCHEMBL66490
• 2-Methoxybenzaldehyde, 98%
• O-ANISALDEHYDE [FHFI]
• METHOXYBENZALDEHYDE, O-
• CHEMBL396295
• o-Anisaldehyde, >=97%, FG
• DTXCID0030245
• FEMA NO. 4077
• O-ANISALDEHYDE [USP-RS]
• CHEBI:172139
• o-Anisaldehyde;2-Methoxybenzaldehyde
• O-METHOXYBENZALDEHYDE [FHFI]
• Tox21_303774
• STK199251
• AKOS000119747
• AB00311
• CS-W018515
• LS-2895
• NCGC00357066-01
• 2-Methoxybenzaldehyde, analytical standard
• AS-13064
• CAS-135-02-4
• HY-77995
• SY001108
• o-Anisaldehyde, Salicylaldehyde methyl ether
• A0479
• FT-0631782
• EN300-16099
• D71156
• A853555
• Q-200299
• Q18465935
• Z53833342
• F0913-0491
• o-Anisaldehyde, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C8H8O2/c1-10-8-5-3-2-4-7(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	+	0.9552	95.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9157	91.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.9935	99.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9495	94.95%
P-glycoprotein inhibitior	-	0.9868	98.68%
P-glycoprotein substrate	-	0.9747	97.47%
CYP3A4 substrate	-	0.6579	65.79%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7118	71.18%
CYP3A4 inhibition	-	0.9626	96.26%
CYP2C9 inhibition	-	0.9588	95.88%
CYP2C19 inhibition	+	0.5779	57.79%
CYP2D6 inhibition	-	0.9704	97.04%
CYP1A2 inhibition	+	0.8398	83.98%
CYP2C8 inhibition	-	0.8755	87.55%
CYP inhibitory promiscuity	-	0.6640	66.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6495	64.95%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	+	0.9769	97.69%
Eye irritation	+	0.9973	99.73%
Skin irritation	+	0.8623	86.23%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7468	74.68%
Micronuclear	-	0.5537	55.37%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	+	0.6425	64.25%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7867	78.67%
Acute Oral Toxicity (c)	III	0.8246	82.46%
Estrogen receptor binding	-	0.8941	89.41%
Androgen receptor binding	-	0.8933	89.33%
Thyroid receptor binding	-	0.8141	81.41%
Glucocorticoid receptor binding	-	0.9401	94.01%
Aromatase binding	-	0.8351	83.51%
PPAR gamma	-	0.8982	89.82%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.7769	77.69%

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	97.23%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.30%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.04%	98.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.28%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.90%	98.95%
CHEMBL2535	P11166	Glucose transporter	80.77%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.64%	89.62%

Plants that contains it

• Neolitsea cassia

Cross-Links

• PubChem: 8658
• NPASS: NPC53953