[(1Z)-3-methyl-1-[(1S,6R)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]penta-1,4-dien-3-yl] acetate

Details

• Internal ID: 5df0899e-01f0-4757-ab0b-4f469dc5cacc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1Z)-3-methyl-1-[(1S,6R)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]penta-1,4-dien-3-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C=C)C=CC12C(CCCC1(O2)C)(C)C
• SMILES (Isomeric): CC(=O)OC(C)(C=C)/C=C\[C@]12[C@](O1)(CCCC2(C)C)C
• InChI: InChI=1S/C17H26O3/c1-7-15(5,19-13(2)18)11-12-17-14(3,4)9-8-10-16(17,6)20-17/h7,11-12H,1,8-10H2,2-6H3/b12-11-/t15?,16-,17+/m1/s1
• InChI Key: SKWFLUMWSWSGSJ-LEUYWHEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.6570	65.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5526	55.26%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5703	57.03%
P-glycoprotein inhibitior	-	0.8925	89.25%
P-glycoprotein substrate	-	0.9106	91.06%
CYP3A4 substrate	+	0.6342	63.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.6463	64.63%
CYP2C9 inhibition	-	0.6518	65.18%
CYP2C19 inhibition	-	0.5410	54.10%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.5839	58.39%
CYP2C8 inhibition	-	0.8242	82.42%
CYP inhibitory promiscuity	-	0.9180	91.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.6203	62.03%
Eye corrosion	-	0.9457	94.57%
Eye irritation	-	0.7661	76.61%
Skin irritation	+	0.5157	51.57%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6353	63.53%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5700	57.00%
skin sensitisation	+	0.7130	71.30%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5955	59.55%
Acute Oral Toxicity (c)	III	0.6217	62.17%
Estrogen receptor binding	-	0.5084	50.84%
Androgen receptor binding	+	0.5381	53.81%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	-	0.5621	56.21%
Aromatase binding	+	0.5800	58.00%
PPAR gamma	+	0.5608	56.08%
Honey bee toxicity	-	0.7664	76.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7160	71.60%
Fish aquatic toxicity	+	0.9837	98.37%

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	93.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.27%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.32%	96.09%
CHEMBL233	P35372	Mu opioid receptor	88.41%	97.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.79%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.77%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.44%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.69%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11425930
• LOTUS: LTS0104508
• wikiData: Q103818099