(2Z)-2-[(1S,2S,4R)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.02,4]dec-6-en-8-ylidene]propanoic acid

Details

• Internal ID: b152c598-43c5-4868-ac8b-3a1a0023bde6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2Z)-2-[(1S,2S,4R)-1,5,5-trimethyl-9-oxo-10-oxatricyclo[4.4.0.02,4]dec-6-en-8-ylidene]propanoic acid
• InChI: InChI=1S/C15H18O4/c1-7(12(16)17)8-5-11-14(2,3)9-6-10(9)15(11,4)19-13(8)18/h5,9-10H,6H2,1-4H3,(H,16,17)/b8-7-/t9-,10+,15+/m1/s1
• InChI Key: UGRZHFFMGZAMRB-OKLIMVKESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.5781	57.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9039	90.39%
P-glycoprotein inhibitior	-	0.8774	87.74%
P-glycoprotein substrate	-	0.8294	82.94%
CYP3A4 substrate	+	0.5509	55.09%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9179	91.79%
CYP3A4 inhibition	-	0.8124	81.24%
CYP2C9 inhibition	-	0.8246	82.46%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9159	91.59%
CYP1A2 inhibition	-	0.7133	71.33%
CYP2C8 inhibition	-	0.8550	85.50%
CYP inhibitory promiscuity	-	0.7886	78.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.4618	46.18%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.4823	48.23%
Skin irritation	+	0.5440	54.40%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7233	72.33%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7016	70.16%
skin sensitisation	-	0.6061	60.61%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6546	65.46%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	+	0.6972	69.72%
Androgen receptor binding	+	0.5870	58.70%
Thyroid receptor binding	+	0.5310	53.10%
Glucocorticoid receptor binding	+	0.5464	54.64%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	+	0.5374	53.74%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.98%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.07%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.77%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.84%	86.33%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 44254426
• LOTUS: LTS0215575
• wikiData: Q105272529