4-Hydroxy-4,9-dimethyl-14-methylidene-6,12-dioxatricyclo[9.3.0.05,7]tetradec-8-ene-10,13-dione

Details

• Internal ID: d9fa6b0a-ef55-4089-88e7-3094ebaf77d4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha-acyloxy carbonyl compounds > Alpha-acyloxy ketones
• IUPAC Name: 4-hydroxy-4,9-dimethyl-14-methylidene-6,12-dioxatricyclo[9.3.0.05,7]tetradec-8-ene-10,13-dione
• SMILES (Canonical): CC1=CC2C(O2)C(CCC3C(C1=O)OC(=O)C3=C)(C)O
• SMILES (Isomeric): CC1=CC2C(O2)C(CCC3C(C1=O)OC(=O)C3=C)(C)O
• InChI: InChI=1S/C15H18O5/c1-7-6-10-13(19-10)15(3,18)5-4-9-8(2)14(17)20-12(9)11(7)16/h6,9-10,12-13,18H,2,4-5H2,1,3H3
• InChI Key: RHXYXANCKVYEID-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.5060	50.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6274	62.74%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8241	82.41%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	-	0.9486	94.86%
P-glycoprotein inhibitior	-	0.8528	85.28%
P-glycoprotein substrate	-	0.8884	88.84%
CYP3A4 substrate	+	0.6183	61.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.6912	69.12%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.6613	66.13%
CYP2C8 inhibition	-	0.7920	79.20%
CYP inhibitory promiscuity	-	0.9783	97.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4838	48.38%
Eye corrosion	-	0.9716	97.16%
Eye irritation	-	0.7366	73.66%
Skin irritation	-	0.5375	53.75%
Skin corrosion	-	0.7725	77.25%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5537	55.37%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7208	72.08%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6410	64.10%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.5826	58.26%
Androgen receptor binding	+	0.5961	59.61%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	+	0.6092	60.92%
Aromatase binding	-	0.6831	68.31%
PPAR gamma	+	0.6452	64.52%
Honey bee toxicity	-	0.9331	93.31%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9049	90.49%

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	93.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.99%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.44%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.15%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.39%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.19%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.04%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	83.68%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.99%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.14%	93.03%

Plants that contains it

• Artemisia rutifolia

Cross-Links

• PubChem: 162937450
• LOTUS: LTS0250260
• wikiData: Q105236693