Citronellyl propionate

Details

• Internal ID: 84a809b2-7229-4469-acb7-6b29abd65fdb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: 3,7-dimethyloct-6-enyl propanoate
• SMILES (Canonical): CCC(=O)OCCC(C)CCC=C(C)C
• SMILES (Isomeric): CCC(=O)OCCC(C)CCC=C(C)C
• InChI: InChI=1S/C13H24O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,12H,5-6,8-10H2,1-4H3
• InChI Key: POPNTVRHTZDEBW-UHFFFAOYSA-N
• Popularity: 32 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₄O₂
• Molecular Weight: 212.33 g/mol
• Exact Mass: 212.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 141-14-0
• Citronellyl propanoate
• 6-Octen-1-ol, 3,7-dimethyl-, propanoate
• 3,7-dimethyloct-6-enyl propanoate
• 3,7-Dimethyl-6-octen-1-yl propionate
• 6-Octen-1-ol, 3,7-dimethyl-, propionate
• 6-Octen-1-ol, 3,7-dimethyl-, 1-propanoate
• FEMA No. 2316
• 3,7-Dimethyl-6-octen-1-ol propanoate
• 3,7-Dimethyl-6-octen-1-yl propanoate
• 3,7-Dimethyloct-6-en-1-yl propionate
• (1)-3,7-Dimethyloct-6-enyl propionate
• Citronellyl propionate (natural)
• Citronellyl propianoate
• Citronellyl n-proprionate
• EINECS 205-461-3
• EINECS 278-466-1
• Propionic acid, ester with citronellol
• AI3-24358
• DTXSID8047187
• UNII-87R1092U7J
• 87R1092U7J
• 3,7-dimethyloct-6-en-1-yl propanoate
• (+)-3,7-Dimethyloct-6-enyl propionate
• Propionic acid, ester with citronellol (6CI)
• 6-Octen-1-ol, 3,7-dimethyl-, propionate (7CI,8CI)
• 94086-40-5
• SCHEMBL396918
• CHEMBL3185956
• DTXCID6027187
• FEMA 2316
• CHEBI:171788
• POPNTVRHTZDEBW-UHFFFAOYSA-N
• 3,7-dimethyloct-6-enyl propionate
• 3,7-Dimethyl-6-octenyl propionate
• CITRONELLYL PROPIONATE [FCC]
• EINECS 301-827-2
• Tox21_302679
• CITRONELLYL PROPIONATE [FHFI]
• LMFA07010820
• (+/-)-CITRONELLYL PROPIONATE
• 3,7-Dimethyl-6-octenyl propionate #
• 3,7-Dimethyloct-6-en-1-ylpropionate
• AKOS015910710
• LS-2641
• CITRONELLYL PROPIONATE, (+/-)-
• NCGC00256674-01
• AS-76187
• CAS-141-14-0
• E410
• (+-)-3,7-dimethyloct-6-enyl propionate
• 6-Octen-1-ol,3,7-dimethyl-,1-propanoate
• Citronellyl propionate, >=95%, FCC, FG
• (+)-3,7-Dimethyl-6-octen-1-ol propanoate
• FT-0623971
• 6-octen-1-ol, 3,7-dimetil-, 1-propanoato
• E79168
• Q27269839

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.9741	97.41%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5488	54.88%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6593	65.93%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.9048	90.48%
CYP3A4 substrate	-	0.5361	53.61%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9267	92.67%
CYP2C9 inhibition	-	0.9105	91.05%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.6823	68.23%
CYP2C8 inhibition	-	0.9641	96.41%
CYP inhibitory promiscuity	-	0.6530	65.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	+	0.7056	70.56%
Eye irritation	+	0.9643	96.43%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4271	42.71%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.7427	74.27%
skin sensitisation	-	0.6074	60.74%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.5554	55.54%
Acute Oral Toxicity (c)	IV	0.4928	49.28%
Estrogen receptor binding	-	0.9388	93.88%
Androgen receptor binding	-	0.8793	87.93%
Thyroid receptor binding	-	0.7109	71.09%
Glucocorticoid receptor binding	-	0.7156	71.56%
Aromatase binding	-	0.8957	89.57%
PPAR gamma	-	0.8550	85.50%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9876	98.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.36%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.74%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.45%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.89%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.97%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.70%	97.29%
CHEMBL202	P00374	Dihydrofolate reductase	82.71%	89.92%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.01%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.50%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.14%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.93%	97.25%
CHEMBL2885	P07451	Carbonic anhydrase III	80.65%	87.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.44%	96.00%

Plants that contains it

• Artemisia monosperma
• Aucklandia costus
• Crataegus pinnatifida
• Cryptomeria japonica
• Pelargonium quercifolium
• Pinus heldreichii

Cross-Links

• PubChem: 8834
• NPASS: NPC244452
• LOTUS: LTS0221941
• wikiData: Q27269839