(-)-Myrtenyl acetate

Details

• Internal ID: c25ce8ba-fea1-42b0-b8d4-eed3c3d947cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,5S)-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCC2CC1C2(C)C
• SMILES (Isomeric): CC(=O)OCC1=CC[C@H]2C[C@@H]1C2(C)C
• InChI: InChI=1S/C12H18O2/c1-8(13)14-7-9-4-5-10-6-11(9)12(10,2)3/h4,10-11H,5-7H2,1-3H3/t10-,11-/m0/s1
• InChI Key: BKATZVAUANSCKN-QWRGUYRKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Myrtenyl acetate, (-)-
• 36203-31-3
• UNII-8W7GD2GF45
• 8W7GD2GF45
• EINECS 252-909-9
• (1R)-(6,6-Dimethylbicyclo(3.1.1)hept-2-en-2-yl)methyl acetate
• (1R)-(6,6-DIMETHYLBICYCLO[3.1.1]HEPT-2-EN-2-YL)METHYL ACETATE
• Bicyclo[3.1.1]hept-2-ene-2-methanol, 6,6-dimethyl-, acetate, (1R)-
• BICYCLO(3.1.1)HEPT-2-ENE-2-METHANOL, 6,6-DIMETHYL-, ACETATE, (1R)-
• (?)-Myrtenyl acetate
• (-)-O-ACETYLMYRTENOL
• SCHEMBL12032197
• DTXSID001017397
• Q27271112
• [(1R,5S)-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl acetate
• Bicyclo(3.1.1)hept-2-ene-2-methanol, 6,6-dimethyl-, acetate, (1theta)-
• BICYCLO(3.1.1)HEPT-2-ENE-2-METHANOL, 6,6-DIMETHYL-, 2-ACETATE, (1R,5S)-
• BICYCLO(3.1.1)HEPT-2-ENE-2-METHANOL, 6,6-DIMETHYL-, ACETATE, (1R,5S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6187	61.87%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6854	68.54%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.8300	83.00%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7640	76.40%
P-glycoprotein inhibitior	-	0.9748	97.48%
P-glycoprotein substrate	-	0.9153	91.53%
CYP3A4 substrate	+	0.5530	55.30%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.9173	91.73%
CYP2C9 inhibition	-	0.6921	69.21%
CYP2C19 inhibition	+	0.5343	53.43%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.7218	72.18%
CYP2C8 inhibition	-	0.8750	87.50%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6213	62.13%
Carcinogenicity (trinary)	Non-required	0.5387	53.87%
Eye corrosion	-	0.9093	90.93%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6270	62.70%
Skin corrosion	-	0.9874	98.74%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	+	0.6295	62.95%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6914	69.14%
Nephrotoxicity	-	0.5562	55.62%
Acute Oral Toxicity (c)	III	0.8090	80.90%
Estrogen receptor binding	-	0.8709	87.09%
Androgen receptor binding	-	0.7090	70.90%
Thyroid receptor binding	-	0.7892	78.92%
Glucocorticoid receptor binding	-	0.7254	72.54%
Aromatase binding	-	0.8569	85.69%
PPAR gamma	-	0.7648	76.48%
Honey bee toxicity	-	0.8232	82.32%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.72%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.07%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.56%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.54%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.24%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%

Plants that contains it

• Agathosma betulina
• Chrysanthemum indicum
• Curcuma kwangsiensis
• Curcuma longa
• Curcuma phaeocaulis
• Curcuma wenyujin
• Cyperus rotundus
• Daucus carota
• Helichrysum heterolasium
• Juniperus communis
• Seriphidium herba-alba
• Valeriana officinalis
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium
• Zingiber officinale

Cross-Links

• PubChem: 12635160
• NPASS: NPC290082
• LOTUS: LTS0060722
• wikiData: Q27271112