(1S,8R,13R)-1,5,10-trimethyl-7-oxatricyclo[6.4.1.04,13]trideca-4,9-dien-6-one

Details

• Internal ID: 5b0573fe-e630-4d2d-9162-6b0d3b2d3882
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,8R,13R)-1,5,10-trimethyl-7-oxatricyclo[6.4.1.04,13]trideca-4,9-dien-6-one
• SMILES (Canonical): CC1=CC2C3C(=C(C(=O)O2)C)CCC3(CC1)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@H]3C(=C(C(=O)O2)C)CC[C@@]3(CC1)C
• InChI: InChI=1S/C15H20O2/c1-9-4-6-15(3)7-5-11-10(2)14(16)17-12(8-9)13(11)15/h8,12-13H,4-7H2,1-3H3/t12-,13-,15+/m1/s1
• InChI Key: DGKFETRFKMWAAU-NFAWXSAZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.9310	93.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4756	47.56%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9540	95.40%
P-glycoprotein inhibitior	-	0.8874	88.74%
P-glycoprotein substrate	-	0.9287	92.87%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.8882	88.82%
CYP2C19 inhibition	-	0.6979	69.79%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	+	0.6649	66.49%
CYP2C8 inhibition	-	0.9452	94.52%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.5931	59.31%
Skin irritation	+	0.5875	58.75%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.7723	77.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6636	66.36%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	+	0.5356	53.56%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	-	0.8516	85.16%
Androgen receptor binding	+	0.5789	57.89%
Thyroid receptor binding	-	0.6415	64.15%
Glucocorticoid receptor binding	-	0.7027	70.27%
Aromatase binding	-	0.7983	79.83%
PPAR gamma	-	0.7389	73.89%
Honey bee toxicity	-	0.8120	81.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9835	98.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.10%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.81%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.05%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.25%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.50%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.29%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	80.79%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.56%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.23%	97.33%

Plants that contains it

• Ageratum fastigiatum
• Barbilophozia lycopodioides

Cross-Links

• PubChem: 163014275
• LOTUS: LTS0020231
• wikiData: Q104978821