cis-Cinnamate

Details

• Internal ID: 1390adff-65c1-4d7d-a01e-83fbf9aaafa9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: (Z)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)[O-]
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C\C(=O)[O-]
• InChI: InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/p-1/b7-6-
• InChI Key: WBYWAXJHAXSJNI-SREVYHEPSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₇O₂-
• Molecular Weight: 147.15 g/mol
• Exact Mass: 147.044604462 g/mol
• Topological Polar Surface Area (TPSA): 40.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (Z)-3-phenylprop-2-enoate
• cis-Cinnamic acidanion
• (2Z)-3-phenylacrylate
• (2Z)-3-phenylprop-2-enoate
• CHEBI:35700
• Q27116570

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.9344	93.44%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Plasma membrane	0.5003	50.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9559	95.59%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8881	88.81%
P-glycoprotein inhibitior	-	0.9903	99.03%
P-glycoprotein substrate	-	0.9913	99.13%
CYP3A4 substrate	-	0.7918	79.18%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.9702	97.02%
CYP2C9 inhibition	-	0.9451	94.51%
CYP2C19 inhibition	-	0.9304	93.04%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.6788	67.88%
CYP2C8 inhibition	-	0.7285	72.85%
CYP inhibitory promiscuity	-	0.9126	91.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5667	56.67%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	+	0.9535	95.35%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9543	95.43%
Skin corrosion	+	0.6596	65.96%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8459	84.59%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5598	55.98%
skin sensitisation	+	0.8489	84.89%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5408	54.08%
Acute Oral Toxicity (c)	III	0.8562	85.62%
Estrogen receptor binding	-	0.8683	86.83%
Androgen receptor binding	+	0.5257	52.57%
Thyroid receptor binding	-	0.8158	81.58%
Glucocorticoid receptor binding	-	0.6430	64.30%
Aromatase binding	-	0.6341	63.41%
PPAR gamma	-	0.6040	60.40%
Honey bee toxicity	-	0.9666	96.66%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9510	95.10%

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	94.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.93%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.84%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.61%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.70%	91.11%

Plants that contains it

• Artemisia anomala
• Campsis grandiflora
• Chaenomeles sinensis
• Cinnamomum aromaticum
• Commiphora myrrha
• Gmelina arborea
• Inula japonica
• Pogostemon cablin
• Sorghum bicolor

Cross-Links

• PubChem: 6857483
• NPASS: NPC28318