(1R,6alpha)-1alpha-Methyl-4beta-(1-methylene-5-methyl-4-hexenyl)-7-oxabicyclo[4.1.0]heptane-2-one

Details

• Internal ID: 019339cf-b5c4-4077-a743-1b34ba66e803
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4S,6R)-1-methyl-4-(6-methylhepta-1,5-dien-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one
• SMILES (Canonical): CC(=CCCC(=C)C1CC2C(O2)(C(=O)C1)C)C
• SMILES (Isomeric): CC(=CCCC(=C)[C@H]1C[C@@H]2[C@@](O2)(C(=O)C1)C)C
• InChI: InChI=1S/C15H22O2/c1-10(2)6-5-7-11(3)12-8-13(16)15(4)14(9-12)17-15/h6,12,14H,3,5,7-9H2,1-2,4H3/t12-,14-,15+/m1/s1
• InChI Key: ASPDWBKRRVOIEC-YUELXQCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 2
• 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	+	0.9916	99.16%
Caco-2	+	0.6590	65.90%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5669	56.69%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6616	66.16%
P-glycoprotein inhibitior	-	0.9002	90.02%
P-glycoprotein substrate	-	0.8841	88.41%
CYP3A4 substrate	+	0.5792	57.92%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7762	77.62%
CYP3A4 inhibition	-	0.9266	92.66%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.6350	63.50%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.5275	52.75%
CYP2C8 inhibition	-	0.8877	88.77%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9596	95.96%
Eye irritation	-	0.5915	59.15%
Skin irritation	-	0.5123	51.23%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6674	66.74%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.6439	64.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.8336	83.36%
Acute Oral Toxicity (c)	III	0.7016	70.16%
Estrogen receptor binding	-	0.7499	74.99%
Androgen receptor binding	-	0.5901	59.01%
Thyroid receptor binding	-	0.6791	67.91%
Glucocorticoid receptor binding	+	0.5544	55.44%
Aromatase binding	-	0.7282	72.82%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7479	74.79%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9518	95.18%

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	98.77%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.34%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.15%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.16%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.06%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.82%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.67%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.52%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%

Plants that contains it

• Tussilago farfara

Cross-Links

• PubChem: 10704868
• NPASS: NPC249437
• LOTUS: LTS0181062
• wikiData: Q105199992