Linalool oxide

Details

• Internal ID: 612cb15a-91a9-4101-acfa-88cdb8599217
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: 2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol
• SMILES (Canonical): CC1(CCC(O1)C(C)(C)O)C=C
• SMILES (Isomeric): CC1(CCC(O1)C(C)(C)O)C=C
• InChI: InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3
• InChI Key: BRHDDEIRQPDPMG-UHFFFAOYSA-N
• Popularity: 101 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• RefChem:472774
• DTXSID6052746
• DTXCID30812259
• 215-723-9
• 1365-19-1
• 4UJJ55KMCS
• FEMA No. 3746
• Linalool oxide
• Linalool, epoxydihydro-
• Linalool, oxide
• 60047-17-8
• Linalyl oxide
• Epoxylinalool
• linalooloxide
• 2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol
• Linolool oxide
• 2-(2-Hydroxy-2-propyl)-5-methyl-5-vinyltetrahydrofuran
• MFCD00053543
• 2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran
• 5-(1-Hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuran
• 2-(Tetrahydro-5-methyl-5-vinyl-2-furyl)propan-2-ol
• 2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol
• 2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl)tetrahydrofuran
• alpha,alpha,5-Trimethyl-5-vinyltetrahydrofurfuryl alcohol
• 5-Ethenyltetrahydro-alpha,alpha,5-trimethyl-2-furanmethanol
• 2-(5-Methyl-5-vinyltetrahydro-1-furyl)-2-propanol
• Tetrahydro-alpha,alpha,5-trimethyl-5-vinylfuran-2-methanol
• 2-Furanmethanol, 5-ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-
• 2-Furanmethanol, 5-ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-, cis-
• 34995-77-2
• Linalool oxide B
• EINECS 262-038-6
• linalool oxide (furanoid)
• BRN 0117527
• 2,6-Dimethyl-3,6-oxido-7-oxten-2-ol
• (Z)-Linalool oxide (furanoid)
• trans-5-Ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-2-furanmethanol
• Furan linalool oxide
• Linalool oxide, cis
• Linalool 3,6-oxide
• cis-Linalol furanoxide
• 2-Furanmethanol, 5-ethenyltetrahydro-alpha,alpha,5-trimethyl-
• cis-Linalool furan oxide
• cis-Linalool oxide furan
• (Z)-Linalool furanoxide
• cis-Furanic linalool oxid
• cis-Linalool-3,6-oxide
• Z-Furanoid linalool oxide
• Z-linalool oxide (furan)
• (Z)-Furan linalool oxide
• 2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanol
• Linalool oxide, cis-furanoid
• cis-Linalyl oxide (furanoid)
• 5-17-03-00253 (Beilstein Handbook Reference)
• 68780-91-6
• cis-linalool oxide (furanoid)
• Linalool oxide (cis-furanoid)
• SCHEMBL295274
• (Z)-Linalool oxide, furanoid
• (E)-linalool oxide (furanoid)
• orb1299297
• SCHEMBL4227892
• (Z)-Linalool oxyde (furanoid)
• 2-(5-ETHENYL-5-METHYL-OXOLAN-2-YL)PROPAN-2-OL
• 2-(5-methyl-5-vinyl-tetrahydrofuran-2-yl)propan-2-ol
• CHEBI:88534
• cis-Linalool oxide (furan type)
• FEMA 3746
• cis-Linalol oxide (furan isomer)
• cis-Linalool oxide (furanyl ring)
• Linalool oxide B ((Z)-furanoid)
• Linalool oxide, natural, >=95%
• cis-Linalool oxide (furanoid form)
• JBA99577
• NSC93936
• Furfuryl alcohol, tetrahydro-.alpha.,.alpha.,5-trimethyl-5-vinyl-
• NSC 93936
• NSC-93936
• 2-Furanmethanol,.alpha.,5-trimethyl-
• AKOS040759301
• 2,6-Dimethyl-3,6-oxido-7-octen-2-ol
• DA-54935
• LS-13871
• SY052298
• DB-266963
• L0143
• NS00012789
• D91255
• EN300-176284
• 2-(5-Methyl-5-vinyltetrahydro-2-furyl)-2-propanol
• 2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)-2-propanol
• Q27160424
• 2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanol #
• 5-Ethenyltetrahydro-a,a,5-trimethyl-2-furanmethanol, 9CI
• 2-((2R,5S)-5-Methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol
• Tetrahydro-2-methyl-5-(1-hydroxy-1-methylethyl)-2-vinylfuran
• 5-Ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-cis-2-furanmethanol
• cis-5-Ethenyltetrahydro-.alpha.,.alpha.,5-Trimethyl-2-furanmethanol
• Z-2-Ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-furanmethanol
• Furfuryl alcohol, tetrahydro-.alpha.,.alpha.,5-trimethyl-5-vinyl-, cis-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	+	0.6239	62.39%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4508	45.08%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9836	98.36%
P-glycoprotein inhibitior	-	0.9766	97.66%
P-glycoprotein substrate	-	0.9520	95.20%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7591	75.91%
CYP3A4 inhibition	-	0.8064	80.64%
CYP2C9 inhibition	-	0.7488	74.88%
CYP2C19 inhibition	-	0.6631	66.31%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.6396	63.96%
CYP2C8 inhibition	-	0.8004	80.04%
CYP inhibitory promiscuity	-	0.8088	80.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7428	74.28%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.8002	80.02%
Eye irritation	+	0.6511	65.11%
Skin irritation	+	0.5883	58.83%
Skin corrosion	-	0.7809	78.09%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5340	53.40%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	+	0.7370	73.70%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8102	81.02%
Estrogen receptor binding	-	0.7862	78.62%
Androgen receptor binding	-	0.8440	84.40%
Thyroid receptor binding	-	0.7398	73.98%
Glucocorticoid receptor binding	-	0.7588	75.88%
Aromatase binding	-	0.8700	87.00%
PPAR gamma	-	0.7710	77.10%
Honey bee toxicity	-	0.8106	81.06%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.4264	42.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.12%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.99%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	86.59%	95.38%
CHEMBL1977	P11473	Vitamin D receptor	84.61%	99.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.62%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.40%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.91%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.90%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.54%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.99%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.70%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.33%	91.03%
CHEMBL1871	P10275	Androgen Receptor	80.23%	96.43%

Plants that contains it

• Actaea cimicifuga
• Actaea dahurica
• Actaea simplex
• Akebia quinata
• Akebia trifoliata
• Alpinia oxyphylla
• Artemisia capillaris
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium
• Cannabis sativa
• Chrysanthemum indicum
• Citrus × aurantium
• Citrus maxima
• Citrus trifoliata
• Daucus carota
• Elettaria cardamomum
• Elsholtzia ciliata
• Eriobotrya japonica
• Humulus lupulus
• Hypericum perforatum
• Illicium difengpi
• Inula helenium
• Lonicera japonica
• Magnolia biondii
• Magnolia denudata
• Magnolia kobus
• Magnolia obovata
• Magnolia officinalis
• Magnolia salicifolia
• Magnolia sprengeri
• Mentha arvensis
• Mentha canadensis
• Mosla chinensis
• Pelargonium graveolens
• Persicaria bistorta
• Portulaca oleracea
• Pulicaria arabica
• Thymus camphoratus
• Thymus quinquecostatus
• Thymus vulgaris
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 22310
• NPASS: NPC1656
• LOTUS: LTS0065533
• wikiData: Q27160424