9,10-Dihydroxy-11-methyl-2,7-dimethylidene-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-6-one

Details

• Internal ID: 62f80502-7431-4b53-99c7-f088a5f77271
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9,10-dihydroxy-11-methyl-2,7-dimethylidene-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-6-one
• SMILES (Canonical): CC12CCC(O1)C(=C)CC3C(C(C2O)O)C(=C)C(=O)O3
• SMILES (Isomeric): CC12CCC(O1)C(=C)CC3C(C(C2O)O)C(=C)C(=O)O3
• InChI: InChI=1S/C15H20O5/c1-7-6-10-11(8(2)14(18)19-10)12(16)13(17)15(3)5-4-9(7)20-15/h9-13,16-17H,1-2,4-6H2,3H3
• InChI Key: QPNKHXMYSILASW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9553	95.53%
Caco-2	-	0.5941	59.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7238	72.38%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.8980	89.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9781	97.81%
P-glycoprotein inhibitior	-	0.9028	90.28%
P-glycoprotein substrate	-	0.8542	85.42%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8405	84.05%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.7772	77.72%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	+	0.6831	68.31%
CYP2C8 inhibition	-	0.8351	83.51%
CYP inhibitory promiscuity	-	0.9669	96.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4644	46.44%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8458	84.58%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.8850	88.50%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6828	68.28%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6369	63.69%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.3743	37.43%
Estrogen receptor binding	+	0.7880	78.80%
Androgen receptor binding	+	0.5296	52.96%
Thyroid receptor binding	-	0.5054	50.54%
Glucocorticoid receptor binding	+	0.8189	81.89%
Aromatase binding	+	0.5709	57.09%
PPAR gamma	-	0.5355	53.55%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	95.30%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.38%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.63%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.80%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.05%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.84%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.42%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.15%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	83.95%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.72%	97.09%

Plants that contains it

• Tanacetum densum
• Tanacetum polycephalum subsp. argyrophyllum

Cross-Links

• PubChem: 14527222
• LOTUS: LTS0267964
• wikiData: Q105225506