2,6,6-Trimethyl-2-vinyltetrahydropyran

Details

• Internal ID: 08b8579b-0376-4e26-b5ce-1674bff3115a
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 2-ethenyl-2,6,6-trimethyloxane
• InChI: InChI=1S/C10H18O/c1-5-10(4)8-6-7-9(2,3)11-10/h5H,1,6-8H2,2-4H3
• InChI Key: NETOHYFTCONTDT-UHFFFAOYSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25 g/mol
• Exact Mass: 154.135765193 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• LIMETOL
• 2-ethenyl-2,6,6-trimethyloxane
• 2,6,6-Trimethyl-2-vinyltetrahydropyran
• Linaloyl oxide
• 2,2,6-Trimethyl-6-vinyltetrahydropyran
• Bois de rose oxide
• 2H-Pyran, 2-ethenyltetrahydro-2,6,6-trimethyl-
• 13837-56-4
• 2,2,6-Trimethyl-6-vinyltetrahydro-2H-pyran
• GERANIC OXIDE
• FEMA No. 3735
• 2H-Pyran, tetrahydro-2,2,6-trimethyl-6-vinyl-
• Tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran
• 2-Ethenyltetrahydro-2,6,6-trimethyl-2H-pyran
• Linalool 3,7-oxide
• 2,6,6-Trimethyl-2-ethenyltetrahydropyran
• 2,6,6-Trimethyl-2-ethenyltetrahydro-2H-pyran
• EINECS 230-983-3
• EINECS 237-550-8
• V3824Q785M
• 2-VINYLTETRAHYDRO-2,6,6-TRIMETHYL-2H-PYRAN
• 2,6,6-Trimethoxy-2-vinyltetrahydropyran
• 2,2,6-Trimethyl-6-ethenyl-tetrahydropyran
• DTXSID8051338
• CHEBI:132848
• 2,2,6-TRIMETHYL-6-VINYLTETRAHYDROPYRANE
• (1)-Tetrahydro-2,6,6-trimethyl-2-vinyl-2H-pyran
• 2,6,6-TRIMETHYL-2-VINYLTETRAHYDRO-2H-PYRAN
• PYRAN, TETRAHYDRO-2,2,6-TRIMETHYL-6-VINYL-
• 2,6,6-TRIMETHYL-6-VINYLTETRAHYDROPYRAN [FHFI]
• RefChem:445142
• (+-)-tetrahydro-2,6,6-trimethyl-2-vinyl-2H-pyran
• DTXCID3029940
• 2,6,6-TRIMETHYL-6-VINYLTETRAHYDROPYRAN
• (+-)-2,6,6-TRIMETHYL-2-VINYLTETRAHYDROPYRAN
• 2,6,6-TRIMETHYL-2-VINYLTETRAHYDROPYRAN, (+-)-
• 13226-34-1
• 237-550-8
• 2H-Pyran,2-ethenyltetrahydro-2,6,6-trimethyl-
• 2,2,6-Trimethyl-6-vinyl-tetrahydropyran
• 2,6,6-Trimethyl-2-vinyl-tetrahydropyrane
• Dehydroxylinalool oxide A
• Geranic_oxide
• UNII-V3824Q785M
• FEMA 3735
• SCHEMBL583643
• HAA39219
• MFCD00151947
• AKOS006281378
• 2-vinyl-2,6,6-trimethyl tetrahydropyran
• DB-239415
• NS00019922
• NS00086244
• 2,6,6-Trimethyl-2-ethenyltetrahydro-2-pyran
• 2-Ethenyltetrahydro-2,6,6-trimethylpyran, 9CI
• Q27291478
• (+/-)-2,6,6-TRIMETHYL-2-VINYLTETRAHYDROPYRAN
• 2,6,6-TRIMETHYL-2-VINYLTETRAHYDROPYRAN, (+/-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.9074	90.74%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Lysosomes	0.3917	39.17%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9483	94.83%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9773	97.73%
CYP3A4 substrate	-	0.5755	57.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7269	72.69%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.7471	74.71%
CYP2C19 inhibition	-	0.6496	64.96%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.5697	56.97%
CYP2C8 inhibition	-	0.9494	94.94%
CYP inhibitory promiscuity	-	0.9040	90.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7428	74.28%
Carcinogenicity (trinary)	Non-required	0.5488	54.88%
Eye corrosion	-	0.6058	60.58%
Eye irritation	+	0.9268	92.68%
Skin irritation	+	0.6850	68.50%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6507	65.07%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6448	64.48%
skin sensitisation	+	0.8418	84.18%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.8809	88.09%
Estrogen receptor binding	-	0.8913	89.13%
Androgen receptor binding	-	0.8502	85.02%
Thyroid receptor binding	-	0.7899	78.99%
Glucocorticoid receptor binding	-	0.6497	64.97%
Aromatase binding	-	0.9055	90.55%
PPAR gamma	-	0.9097	90.97%
Honey bee toxicity	-	0.7193	71.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7585	75.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.47%	91.11%

Plants that contains it

• Ixora chinensis
• Melia azedarach
• Pelargonium graveolens

Cross-Links

• PubChem: 522514
• NPASS: NPC97130