Geranyl formate

Details

• Internal ID: e5cc45d0-0abe-4e12-97f8-f94eb6a9c42d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2E)-3,7-dimethylocta-2,6-dienyl] formate
• SMILES (Canonical): CC(=CCCC(=CCOC=O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/COC=O)/C)C
• InChI: InChI=1S/C11H18O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,7,9H,4,6,8H2,1-3H3/b11-7+
• InChI Key: FQMZVFJYMPNUCT-YRNVUSSQSA-N
• Popularity: 136 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.26 g/mol
• Exact Mass: 182.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 105-86-2
• 3,7-dimethylocta-2,6-dien-1-yl formate
• GERANIOL FORMATE
• Geranyl methanoate
• Formic acid, geraniol ester
• (E)-geranyl formate
• FEMA No. 2514
• Geranyl formate (natural)
• 2,6-Octadien-1-ol, 3,7-dimethyl-, formate, (E)-
• NSC 21736
• [(2E)-3,7-dimethylocta-2,6-dienyl] formate
• trans-3,7-Dimethyl-2,6-octadien-1-ol formate
• trans-3,7-Dimethyl-2,6-octadien-1-yl formate
• 2,6-Octadien-1-ol, 3,7-dimethyl-, formate, (2E)-
• EINECS 203-339-4
• BRN 1724191
• Formic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-
• UNII-72O586X6ZI
• AI3-01978
• 2,6-Octadien-1-ol, 3,7-dimethyl-, 1-formate, (2E)-
• DTXSID0047614
• 3,7-Dimethyl-2,6-octadienyl formate, (E)-
• CHEBI:31648
• 72O586X6ZI
• 3,7-Dimethyl-2,6-octadien-1-yl methanoate, trans-
• (E)-3,7-Dimethyl-2,6-octadienyl formate
• (2E)-3,7-dimethylocta-2,6-dien-1-yl formate
• (E)-3,7-Dimethyl-2,6-octadien-1-ol formate
• WE(8:2(2E,6E)(3Me,7Me)/1:0)
• 4-02-00-00035 (Beilstein Handbook Reference)
• Formic acid Geranyl ester
• Geranylformiat
• NSC-21736
• 61759-63-5
• Formic acid geranyl
• MFCD00021047
• (2E)-3,7-Dimethyl-2,6-octadienyl formate
• trans-3,7-Dimethyl-2,6-octadien-1-yl methanoate
• (2E)-3,7-dimethyl-2,6-octadien-1-ol, 1-formate
• GERANYL FORMATE [FCC]
• SCHEMBL226426
• SCHEMBL226427
• GERANYL FORMATE [FHFI]
• CHEMBL3182514
• DTXCID8027614
• Geranyl formate, >=95%, FCC
• Tox21_302545
• LMFA07010611
• AKOS015904157
• CS-W017095
• LS-2768
• NCGC00256875-01
• BS-42294
• CAS-105-86-2
• 3,7-dimethyl-2,6-octadien-1-yl formate
• 3,7-Dimethyl-2,6-octadiene-1-ol formate
• G0218
• 2,6-Octadien-1-ol, 3,7-dimethyl-, formate
• Q-201155
• Q15726045
• formic acid trans-3,7-dimethyl-oct-2,6-dien-1-ylester
• TRANS-2,6-DIMETHYL-2,6-OCTADIEN-8-YL METHANOATE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.9097	90.97%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8219	82.19%
P-glycoprotein inhibitior	-	0.9841	98.41%
P-glycoprotein substrate	-	0.9694	96.94%
CYP3A4 substrate	-	0.5772	57.72%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8255	82.55%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.8935	89.35%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.7180	71.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	+	0.7105	71.05%
Eye irritation	+	0.9423	94.23%
Skin irritation	+	0.8399	83.99%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5513	55.13%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5505	55.05%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7304	73.04%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	-	0.9387	93.87%
Androgen receptor binding	-	0.8231	82.31%
Thyroid receptor binding	-	0.8699	86.99%
Glucocorticoid receptor binding	-	0.7790	77.90%
Aromatase binding	-	0.8702	87.02%
PPAR gamma	-	0.8033	80.33%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9912	99.12%

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	90.02%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.22%	92.08%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.21%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.86%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.27%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.24%	89.34%

Plants that contains it

• Citrus × aurantium
• Cleistopholis patens
• Cryptomeria japonica
• Cymbopogon khasianus
• Daphne odora
• Elsholtzia ciliata
• Hamamelis virginiana
• Helichrysum italicum
• Lantana camara
• Pelargonium citronellum
• Pelargonium graveolens
• Pelargonium quercifolium
• Pogostemon cablin
• Rhododendron groenlandicum
• Salvia sclarea
• Vaccinium corymbosum

Cross-Links

• PubChem: 5282109
• NPASS: NPC12907
• LOTUS: LTS0191075
• wikiData: Q15726045