11-Hydroxy-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione

Details

• Internal ID: 2d769349-c1c3-4e2d-b483-04bc32a2b910
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 11-hydroxy-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione
• SMILES (Canonical): CC1C2C(CC(=CCC(C3=CC2OC3=O)O)C)OC1=O
• SMILES (Isomeric): CC1C2C(CC(=CCC(C3=CC2OC3=O)O)C)OC1=O
• InChI: InChI=1S/C15H18O5/c1-7-3-4-10(16)9-6-12(20-15(9)18)13-8(2)14(17)19-11(13)5-7/h3,6,8,10-13,16H,4-5H2,1-2H3
• InChI Key: PMZYNOVDHCTMGA-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: 1.00
• Atomic LogP (AlogP): 1.12
• 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	+	0.9928	99.28%
Caco-2	+	0.5461	54.61%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9250	92.50%
P-glycoprotein inhibitior	-	0.9175	91.75%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	+	0.5531	55.31%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.7659	76.59%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.6936	69.36%
CYP2C8 inhibition	-	0.9187	91.87%
CYP inhibitory promiscuity	-	0.9702	97.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4039	40.39%
Eye corrosion	-	0.9567	95.67%
Eye irritation	-	0.8174	81.74%
Skin irritation	+	0.5065	50.65%
Skin corrosion	-	0.8571	85.71%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6911	69.11%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7687	76.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7350	73.50%
Acute Oral Toxicity (c)	III	0.4008	40.08%
Estrogen receptor binding	-	0.5076	50.76%
Androgen receptor binding	-	0.6122	61.22%
Thyroid receptor binding	-	0.6542	65.42%
Glucocorticoid receptor binding	-	0.5778	57.78%
Aromatase binding	-	0.7562	75.62%
PPAR gamma	-	0.6626	66.26%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9622	96.22%

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	93.06%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.13%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.04%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.03%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.17%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.05%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.07%	100.00%

Plants that contains it

• Mikania periplocifolia

Cross-Links

• PubChem: 162923820
• LOTUS: LTS0243816
• wikiData: Q105211838