14-Hydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradec-11-en-5-one

Details

• Internal ID: 894d0b00-3c95-47a5-8e5b-d906d1b35876
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 14-hydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradec-11-en-5-one
• SMILES (Canonical): CC1CC2C(CC3(C1C=COC3O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3(C1C=COC3O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C15H20O4/c1-8-6-12-10(9(2)13(16)19-12)7-15(3)11(8)4-5-18-14(15)17/h4-5,8,10-12,14,17H,2,6-7H2,1,3H3
• InChI Key: MJFZQEIPHOGQFM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 4
• 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	+	0.9832	98.32%
Caco-2	+	0.6127	61.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7384	73.84%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8875	88.75%
P-glycoprotein inhibitior	-	0.8710	87.10%
P-glycoprotein substrate	-	0.8017	80.17%
CYP3A4 substrate	+	0.6024	60.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.6224	62.24%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.8901	89.01%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.7715	77.15%
CYP2C8 inhibition	-	0.7832	78.32%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9689	96.89%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	+	0.6030	60.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7295	72.95%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.8836	88.36%
skin sensitisation	-	0.6427	64.27%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5664	56.64%
Acute Oral Toxicity (c)	III	0.4687	46.87%
Estrogen receptor binding	+	0.6148	61.48%
Androgen receptor binding	-	0.4862	48.62%
Thyroid receptor binding	-	0.5403	54.03%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6482	64.82%
PPAR gamma	-	0.6725	67.25%
Honey bee toxicity	-	0.7550	75.50%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.83%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	90.78%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.43%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.58%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.54%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.68%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.56%	100.00%

Plants that contains it

• Hymenoxys odorata
• Hymenoxys richardsonii

Cross-Links

• PubChem: 14488519
• LOTUS: LTS0106411
• wikiData: Q105165398