Cinnamyl acetate

Details

• Internal ID: ec341936-98cb-4e04-a131-cdc2bed94063
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: [(E)-3-phenylprop-2-enyl] acetate
• SMILES (Canonical): CC(=O)OCC=CC1=CC=CC=C1
• SMILES (Isomeric): CC(=O)OC/C=C/C1=CC=CC=C1
• InChI: InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5+
• InChI Key: WJSDHUCWMSHDCR-VMPITWQZSA-N
• Popularity: 426 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21 g/mol
• Exact Mass: 176.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 103-54-8
• 3-Phenylallyl acetate
• (E)-Cinnamyl acetate
• 21040-45-9
• 3-Phenyl-2-propenyl acetate
• Acetic acid cinnamyl ester
• 2-Propen-1-ol, 3-phenyl-, acetate
• trans-Cinnamyl acetate
• Acetic acid, cinnamyl ester
• CINNAMYL ALCOHOL, ACETATE
• 3-Phenyl-2-propen-1-yl acetate
• gamma-Phenylallyl acetate
• 1-Acetoxy-3-phenyl-2-propene
• 3-Phenyl-2-propen-1-ol acetate
• FEMA No. 2293
• (2E)-3-Phenyl-2-propenyl acetate
• NSC 46109
• [(E)-3-phenylprop-2-enyl] acetate
• 3-phenylprop-2-en-1-yl acetate
• UNII-LFJ36XSV8K
• LFJ36XSV8K
• .gamma.-Phenylallyl acetate
• EINECS 203-121-9
• BRN 2046000
• CINNAMYLCETATE
• PhCH=CHCH2OAc
• AI3-01265
• Cinnamyl acetate [MI]
• Cinnamyl acetate [FCC]
• Cinnamyl acetate [FHFI]
• Cinnamyl acetate [INCI]
• NSC-46109
• (2E)-3-phenyl-2-propen-1-yl acetate
• 2-Propen-1-ol, 3-phenyl-, 1-acetate
• 1-phenyl-3-acetoxyprop-1-ene
• CHEBI:31402
• 2-Propen-1-ol, 3-phenyl-, acetate, (2E)-
• Cinnamyl acetate trans-form [MI]
• 2-Propen-1-ol, 3-phenyl-, 1-acetate, (2E)-
• (2E)-3-phenylprop-2-en-1-yl acetate
• 2-Propen-1-ol, 3-phenyl-, acetate, (E)-
• DTXSID2044765
• Cinnamyl acetat
• MFCD00008722
• Acetic acid cinnamyl
• (E)-Cinnamylacetate
• Cinnamyl acetate, 99%
• 3-acetoxy-1-phenylpropene
• Cinnamyl acetate trans-form
• SCHEMBL29599
• WLN: 1VO2U1R
• DTXCID0024765
• CHEBI:156069
• Cinnamyl alcohol, acetate, (E)-
• DTXSID501020828
• HY-N7125
• NSC46109
• Tox21_301043
• 3-Phenyl-2-propen-1-ol 1-acetate
• AC7842
• Cinnamyl acetate, analytical standard
• s5583
• AKOS015891351
• Cinnamyl acetate, natural, 95%, FG
• CCG-266405
• Cinnamyl acetate, >=98%, FCC, FG
• CS-W017407
• FS-4250
• LS-2627
• 2-propen-1-ol, 3-fenil-, 1-acetato
• NCGC00254945-01
• AC-34936
• CAS-103-54-8
• A0901
• A896420
• acetic acid trans-3-phenyl-prop-2-en-1-yl ester
• J-000998
• J-520052
• Q10878628
• Z19628284

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9635	96.35%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6569	65.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5163	51.63%
P-glycoprotein inhibitior	-	0.9859	98.59%
P-glycoprotein substrate	-	0.9879	98.79%
CYP3A4 substrate	-	0.6804	68.04%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.9682	96.82%
CYP2C9 inhibition	-	0.9139	91.39%
CYP2C19 inhibition	-	0.8079	80.79%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	+	0.7242	72.42%
CYP2C8 inhibition	-	0.8320	83.20%
CYP inhibitory promiscuity	-	0.6726	67.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5684	56.84%
Carcinogenicity (trinary)	Non-required	0.7360	73.60%
Eye corrosion	+	0.7453	74.53%
Eye irritation	+	0.9851	98.51%
Skin irritation	+	0.9040	90.40%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6939	69.39%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	+	0.8560	85.60%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	+	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.9005	90.05%
Estrogen receptor binding	-	0.8603	86.03%
Androgen receptor binding	-	0.6481	64.81%
Thyroid receptor binding	-	0.8174	81.74%
Glucocorticoid receptor binding	-	0.8662	86.62%
Aromatase binding	-	0.7476	74.76%
PPAR gamma	-	0.8759	87.59%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9776	97.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.82%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.34%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.03%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL5028	O14672	ADAM10	81.50%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.82%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.80%	95.50%

Plants that contains it

• Bidens graveolens
• Cinnamomum aromaticum
• Cinnamomum osmophloeum
• Cinnamomum sieboldii
• Cinnamomum verum
• Coreopsis woytkowskii
• Cucumis melo
• Illicium verum
• Litchi chinensis
• Nicotiana bonariensis
• Pandanus tectorius
• Rhodiola rosea
• Styrax
• Syzygium jambos

Cross-Links

• PubChem: 5282110
• NPASS: NPC32670
• LOTUS: LTS0207736
• wikiData: Q10878628