alpha-Hexylcinnamaldehyde

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	1a483b82-1534-44e2-b705-160ef55959f1
Taxonomy	Phenylpropanoids and polyketides > Cinnamaldehydes
IUPAC Name	(2E)-2-benzylideneoctanal
SMILES (Canonical)	CCCCCCC(=CC1=CC=CC=C1)C=O
SMILES (Isomeric)	CCCCCC/C(=C\C1=CC=CC=C1)/C=O
InChI	InChI=1S/C15H20O/c1-2-3-4-6-11-15(13-16)12-14-9-7-5-8-10-14/h5,7-10,12-13H,2-4,6,11H2,1H3/b15-12+
InChI Key	GUUHFMWKWLOQMM-NTCAYCPXSA-N
Popularity	43 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₀O
Molecular Weight	216.32 g/mol
Exact Mass	216.151415257 g/mol
Topological Polar Surface Area (TPSA)	17.10 Å²
XlogP	4.80
Atomic LogP (AlogP)	4.24
H-Bond Acceptor	1
H-Bond Donor	0
Rotatable Bonds	7

Synonyms

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101-86-0

(2E)-2-benzylideneoctanal

2-Benzylideneoctanal

Hexyl cinnamic aldehyde

Hexylcinnamaldehyde

165184-98-5

(E)-2-benzylideneoctanal

alpha-Hexylcinnamic aldehyde

alpha-n-hexylcinnamaldehyde

(2E)-2-(phenylmethylidene)octanal

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9554	95.54%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Plasma membrane	0.5223	52.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6720	67.20%
P-glycoprotein inhibitior	-	0.9682	96.82%
P-glycoprotein substrate	-	0.8619	86.19%
CYP3A4 substrate	-	0.6617	66.17%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.7528	75.28%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	+	0.6095	60.95%
CYP2C8 inhibition	-	0.6267	62.67%
CYP inhibitory promiscuity	+	0.6232	62.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5831	58.31%
Eye corrosion	+	0.6504	65.04%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.7757	77.57%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7252	72.52%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6075	60.75%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	-	0.6226	62.26%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	-	0.5734	57.34%
Acute Oral Toxicity (c)	III	0.8497	84.97%
Estrogen receptor binding	-	0.6499	64.99%
Androgen receptor binding	+	0.5829	58.29%
Thyroid receptor binding	+	0.5544	55.44%
Glucocorticoid receptor binding	-	0.7660	76.60%
Aromatase binding	+	0.5350	53.50%
PPAR gamma	-	0.5869	58.69%
Honey bee toxicity	-	0.9922	99.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7150	71.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.96%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.80%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.49%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.21%	94.73%
CHEMBL240	Q12809	HERG	91.01%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.11%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	89.69%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	86.96%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.86%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.39%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.56%	93.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Bupleurum chinense

Bupleurum falcatum

Bupleurum scorzonerifolium

Plectranthus glabratus