8-(Hydroxymethyl)-3-methyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,11-diene-4,13-dione

Details

• Internal ID: fde4905c-ebeb-4633-a89f-390f87cd1620
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 8-(hydroxymethyl)-3-methyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,11-diene-4,13-dione
• SMILES (Canonical): CC1C2C3CC(=CCCC(=CC2OC1=O)CO)C(=O)O3
• SMILES (Isomeric): CC1C2C3CC(=CCCC(=CC2OC1=O)CO)C(=O)O3
• InChI: InChI=1S/C15H18O5/c1-8-13-11(19-14(8)17)5-9(7-16)3-2-4-10-6-12(13)20-15(10)18/h4-5,8,11-13,16H,2-3,6-7H2,1H3
• InChI Key: GXAWQUJQJQTXEU-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): 72.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 5
• 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	+	0.9747	97.47%
Caco-2	+	0.6361	63.61%
Blood Brain Barrier	+	0.6839	68.39%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8739	87.39%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	-	0.6070	60.70%
BSEP inhibitior	-	0.8502	85.02%
P-glycoprotein inhibitior	-	0.9134	91.34%
P-glycoprotein substrate	-	0.8225	82.25%
CYP3A4 substrate	+	0.5087	50.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8977	89.77%
CYP3A4 inhibition	-	0.8712	87.12%
CYP2C9 inhibition	-	0.8522	85.22%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.6474	64.74%
CYP2C8 inhibition	-	0.8433	84.33%
CYP inhibitory promiscuity	-	0.9383	93.83%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.4967	49.67%
Eye corrosion	-	0.9651	96.51%
Eye irritation	-	0.8275	82.75%
Skin irritation	-	0.6418	64.18%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6243	62.43%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.5213	52.13%
Estrogen receptor binding	-	0.5382	53.82%
Androgen receptor binding	-	0.5729	57.29%
Thyroid receptor binding	-	0.6775	67.75%
Glucocorticoid receptor binding	-	0.4666	46.66%
Aromatase binding	-	0.7131	71.31%
PPAR gamma	-	0.7676	76.76%
Honey bee toxicity	-	0.9268	92.68%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8627	86.27%

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	93.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.33%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	81.21%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.26%	97.09%

Plants that contains it

• Urospermum picroides

Cross-Links

• PubChem: 163002548
• LOTUS: LTS0106842
• wikiData: Q105022947