Citronellyl formate

Details

• Internal ID: ec6b7472-5c5a-489f-abd8-ef376eccacda
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: 3,7-dimethyloct-6-enyl formate
• SMILES (Canonical): CC(CCC=C(C)C)CCOC=O
• SMILES (Isomeric): CC(CCC=C(C)C)CCOC=O
• InChI: InChI=1S/C11H20O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,9,11H,4,6-8H2,1-3H3
• InChI Key: DZNVIZQPWLDQHI-UHFFFAOYSA-N
• Popularity: 76 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.27 g/mol
• Exact Mass: 184.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 105-85-1
• 3,7-dimethyloct-6-en-1-yl formate
• 6-OCTEN-1-OL, 3,7-DIMETHYL-, FORMATE
• Citronellol formate
• Formic acid, citronellyl ester
• Citronellyl methanoate
• 2,6-Dimethyl-2-octen-8-yl formate
• 3,7-Dimethyl-6-octen-1-yl formate
• 3,7-dimethyloct-6-enyl formate
• FEMA No. 2314
• Formic acid, 3,7-dimethyl-6-octen-1-yl ester
• (1)-3,7-Dimethyloct-6-enyl formate
• 3,7-Dimethyl-6-octen-1-yl methanoate
• 93919-91-6
• EINECS 203-338-9
• EINECS 300-075-2
• UNII-7B1MY2BRDK
• NSC 46117
• 7B1MY2BRDK
• (+)-3,7-Dimethyloct-6-enyl formate
• (-)-3,7-Dimethyloct-6-enyl formate
• Citronellol formate (6CI)
• BRN 1723215
• AI3-24239
• 6-Octen-1-ol, 3,7-dimethyl-, 1-formate
• DTXSID1044772
• CHEBI:31406
• EINECS 300-076-8
• EINECS 300-078-9
• NSC-46117
• 2-02-00-00032 (Beilstein Handbook Reference)
• 93919-93-8
• Citronelyl formate
• 6-Octen-1-ol,3,7-dimethyl-, 1-formate
• Citronellyl formate, FCC
• Formic acid citronellyl ester
• 3,7-Dimethyl-6-octen--yl
• SCHEMBL416782
• CHEMBL3184928
• DTXCID9024772
• FEMA 2314
• CITRONELLYL FORMATE [FCC]
• DZNVIZQPWLDQHI-UHFFFAOYSA-N
• WLN: VHO2Y1&3UY1&1
• CITRONELLYL FORMATE [FHFI]
• (+/-)-CITRONELLYL FORMATE
• NSC46117
• 3,7-Dimethyl-6-octenyl formate #
• Tox21_301031
• 6-Octen-1-ol,7-dimethyl-, formate
• AKOS016009786
• 2, 6-Dimethyl-2-octen-8-yl formate
• CITRONELLYL FORMATE, (+/-)-
• LMPR0102010014
• LS-2638
• (+-)-3,7-dimethyloct-6-enyl formate
• NCGC00248262-01
• NCGC00254933-01
• 6-Octen-1-ol,3,7-dimethyl-,1-formate
• AS-62928
• CAS-105-85-1
• Formic acid,7-dimethyl-6-octen-1-yl ester
• CS-0186751
• FT-0623969
• (+)-Formic acid 3,7-dimethyl-6-octenyl ester
• (?)-Formic acid 3,7-dimethyl-6-octenyl ester
• F88176
• W-109390
• Q27114304
• 93919-90-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.9580	95.80%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6356	63.56%
OATP2B1 inhibitior	-	0.8477	84.77%
OATP1B1 inhibitior	+	0.9384	93.84%
OATP1B3 inhibitior	+	0.8727	87.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8070	80.70%
P-glycoprotein inhibitior	-	0.9807	98.07%
P-glycoprotein substrate	-	0.9260	92.60%
CYP3A4 substrate	-	0.5718	57.18%
CYP2C9 substrate	-	0.5716	57.16%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.9476	94.76%
CYP2C9 inhibition	-	0.9170	91.70%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7506	75.06%
CYP2C8 inhibition	-	0.9905	99.05%
CYP inhibitory promiscuity	-	0.7726	77.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	+	0.7683	76.83%
Eye irritation	+	0.8784	87.84%
Skin irritation	+	0.7332	73.32%
Skin corrosion	-	0.9929	99.29%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3976	39.76%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.6870	68.70%
Acute Oral Toxicity (c)	III	0.5637	56.37%
Estrogen receptor binding	-	0.9351	93.51%
Androgen receptor binding	-	0.8662	86.62%
Thyroid receptor binding	-	0.7046	70.46%
Glucocorticoid receptor binding	-	0.7555	75.55%
Aromatase binding	-	0.8745	87.45%
PPAR gamma	-	0.8731	87.31%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.9804	98.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.79%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.19%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.87%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.07%	96.00%

Plants that contains it

• Cryptomeria japonica
• Daphne odora
• Elsholtzia ciliata
• Leptospermum scoparium
• Mosla chinensis
• Pelargonium graveolens
• Pelargonium quercifolium
• Pelargonium vitifolium
• Plectranthus glabratus

Cross-Links

• PubChem: 7778
• NPASS: NPC234597
• LOTUS: LTS0212253
• wikiData: Q27114304