(,6E)-3,7-Dimethyl-2,6-octadienyl cinnamate

Details

• Internal ID: 530c5dfa-a9ec-48a6-9942-02f7e243523a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2E)-3,7-dimethylocta-2,6-dienyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=CCCC(=CCOC(=O)C=CC1=CC=CC=C1)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/COC(=O)/C=C/C1=CC=CC=C1)/C)C
• InChI: InChI=1S/C19H24O2/c1-16(2)8-7-9-17(3)14-15-21-19(20)13-12-18-10-5-4-6-11-18/h4-6,8,10-14H,7,9,15H2,1-3H3/b13-12+,17-14+
• InChI Key: JCWXWRIQSPDSKY-MIFVOYFBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₂
• Molecular Weight: 284.40 g/mol
• Exact Mass: 284.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.94
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• (,6E)-3,7-Dimethyl-2,6-octadienyl cinnamate
• 71605-84-0
• geranylcinnamat
• BSPBio_002639
• SCHEMBL4282102
• SCHEMBL4282111
• CHEMBL4209882
• CCG-39420
• NCGC00178558-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9274	92.74%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6579	65.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.8108	81.08%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9219	92.19%
P-glycoprotein inhibitior	-	0.6349	63.49%
P-glycoprotein substrate	-	0.9407	94.07%
CYP3A4 substrate	-	0.5428	54.28%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9039	90.39%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.7292	72.92%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.6193	61.93%
CYP2C8 inhibition	-	0.5891	58.91%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7328	73.28%
Carcinogenicity (trinary)	Non-required	0.5249	52.49%
Eye corrosion	-	0.9047	90.47%
Eye irritation	-	0.6084	60.84%
Skin irritation	+	0.5264	52.64%
Skin corrosion	-	0.9949	99.49%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8699	86.99%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	+	0.6224	62.24%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5098	50.98%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	III	0.8611	86.11%
Estrogen receptor binding	+	0.5561	55.61%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	-	0.6899	68.99%
Glucocorticoid receptor binding	-	0.5652	56.52%
Aromatase binding	-	0.5433	54.33%
PPAR gamma	-	0.5442	54.42%
Honey bee toxicity	-	0.9233	92.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.69%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.88%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.25%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.24%	94.62%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.98%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	89.85%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL5028	O14672	ADAM10	81.37%	97.50%

Plants that contains it

• Ozothamnus stirlingii

Cross-Links

• PubChem: 5862476
• LOTUS: LTS0086664
• wikiData: Q105125224