alpha-Terpinyl acetate

Details

• Internal ID: a479ac7b-3c98-4872-a831-b2af8465806c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl acetate
• SMILES (Canonical): CC1=CCC(CC1)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC1=CCC(CC1)C(C)(C)OC(=O)C
• InChI: InChI=1S/C12H20O2/c1-9-5-7-11(8-6-9)12(3,4)14-10(2)13/h5,11H,6-8H2,1-4H3
• InChI Key: IGODOXYLBBXFDW-UHFFFAOYSA-N
• Popularity: 539 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29 g/mol
• Exact Mass: 196.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• p-Menth-1-en-8-yl acetate
• p-Menth-1-en-8-ol, acetate
• 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl acetate
• alpha-Terpineol acetate
• alpha-Terpineol, acetate
• .alpha.-Terpinyl acetate
• .alpha.-Terpineol acetate
• Terpinyl acetate (natural)
• DTXSID2026496
• EINECS 201-265-7
• EINECS 234-183-5
• 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, acetate
• BRN 3198769
• AI3-00522
• DTXCID506496
• 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, acetate
• EC 201-265-7
• .ALPHA.-TERPINEOL, ACETATE
• 4-06-00-00253 (Beilstein Handbook Reference)
• alpha,alpha,4-Trimethyl-3-cyclohexene-1-methyl acetate
• 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, 1-acetate
• (1)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methyl acetate
• 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, 1-acetate
• .ALPHA.,.ALPHA.,4-TRIMETHYL-3-CYCLOHEXENE-1-METHYL ACETATE
• RefChem:555950
• ALPHA-TERPINYL ACETATE, (+-)-
• ALPHA-TERPINYL ACETATE. (+-)-
• .ALPHA.-TERPINYL ACETATE, (+-)-
• .ALPHA.-TERPINYL ACETATE. (+-)-
• 201-265-7
• Terpinyl acetate
• 80-26-2
• Terpineol, acetate
• (+/-)-alpha-Terpinyl acetate
• Terpinyl acetate (mixture of isomers)
• MFCD00037155
• 9RXE0I9F2J
• CHEBI:32320
• (+/-)-2-(4-Methyl-3-cyclohexenyl)isopropyl acetate
• [1-methyl-1-(4-methylcyclohex-3-en-1-yl)ethyl] acetate
• Terpineol acetate
• CAS-80-26-2
• UNII-NIT9SZT3D7
• UNII-9RXE0I9F2J
• 1-methyl-1-(4-methylcyclohex-3-en-1-yl)ethyl acetate
• FEMA No. 3047
• -erpinyl acetate
• terpinenyl acetate
• a-Terpineol acetate
• EINECS 232-357-5
• Cyclohexanone Monoxime
• NIT9SZT3D7
• 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl acetate #
• SCHEMBL580624
• orb1299239
• CHEMBL3183581
• FEMA 3047
• HY-N7136R
• |A-?Terpinyl acetate (Standard)
• alpha-Terpinyl acetate, (+/-)-
• HY-N7136
• Tox21_202188
• Tox21_303242
• s5691
• alpha-Terpinyl acetate, >=95%, FG
• AKOS015964845
• LMPR0102090045
• MSK014414-100B
• NCGC00164334-01
• NCGC00164334-02
• NCGC00256977-01
• NCGC00259737-01
• 10581-37-0
• MS-23062
• .ALPHA.-TERPINYL ACETATE, (+/-)-
• .ALPHA.-TERPINYL ACETATE. (+/-)-
• CS-0099572
• NS00001559
• ST50407026
• T0023
• E80789
• Terpinyl acetate Solution in Acetone, 100ug/mL
• 1-methyl-1-(4-methylcyclohex-3-enyl)ethyl acetate
• 2-(4-methyl-1-cyclohex-3-enyl)propan-2-yl acetate
• Q4456134
• 2-(4-METHYL-3-CYCLOHEXEN-1-YL)-2-PROPYL ACETATE
• (+/-)-alpha-Terpinyl acetate, predominantly alpha-isomer, analytical standard
• (+/-)-alpha-Terpinyl acetate, predominantly alpha-isomer, technical, >=90% (GC)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8574	85.74%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6558	65.58%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9695	96.95%
OATP1B3 inhibitior	+	0.8560	85.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9398	93.98%
P-glycoprotein inhibitior	-	0.9547	95.47%
P-glycoprotein substrate	-	0.9352	93.52%
CYP3A4 substrate	-	0.5178	51.78%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.7372	73.72%
CYP2C19 inhibition	-	0.5656	56.56%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.8316	83.16%
CYP2C8 inhibition	-	0.8103	81.03%
CYP inhibitory promiscuity	-	0.7554	75.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6528	65.28%
Carcinogenicity (trinary)	Non-required	0.4913	49.13%
Eye corrosion	-	0.8863	88.63%
Eye irritation	+	0.8889	88.89%
Skin irritation	+	0.7121	71.21%
Skin corrosion	-	0.9976	99.76%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4290	42.90%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	+	0.8830	88.30%
Respiratory toxicity	-	0.9556	95.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.4918	49.18%
Acute Oral Toxicity (c)	III	0.7462	74.62%
Estrogen receptor binding	-	0.8004	80.04%
Androgen receptor binding	-	0.7990	79.90%
Thyroid receptor binding	-	0.8253	82.53%
Glucocorticoid receptor binding	-	0.8083	80.83%
Aromatase binding	-	0.8495	84.95%
PPAR gamma	-	0.8728	87.28%
Honey bee toxicity	-	0.9215	92.15%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	94.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.69%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.43%	95.89%

Plants that contains it

• Abies sachalinensis
• Abies sachalinensis var. mayriana
• Abies sibirica
• Artemisia annua
• Artemisia argyi
• Artemisia herba-alba
• Artemisia montana
• Artemisia princeps
• Asarum asperum var. geaster
• Asarum heterotropoides
• Asarum sieboldii
• Chamaecyparis pisifera
• Cryptomeria japonica
• Curcuma kwangsiensis
• Curcuma longa
• Curcuma phaeocaulis
• Curcuma wenyujin
• Daucus carota
• Elettaria cardamomum
• Heracleum dissectum
• Juniperus drupacea
• Laurus nobilis
• Magnolia liliiflora
• Myristica fragrans
• Myrtus communis
• Nelumbo nucifera
• Perilla frutescens
• Persicaria bistorta
• Picea abies
• Pinus densiflora
• Pinus koraiensis
• Platycladus orientalis
• Rhanterium epapposum
• Rhododendron groenlandicum
• Salvia fruticosa
• Schisandra chinensis
• Sideritis chamaedryfolia
• Syzygium aromaticum
• Thymus camphoratus
• Thymus membranaceus
• Vaccinium corymbosum
• Vitex negundo
• Vitex trifolia
• Xylopia sericea
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium
• Zingiber officinale

Cross-Links

• PubChem: 111037
• NPASS: NPC141699
• LOTUS: LTS0172943
• wikiData: Q4456134