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

Details

• Internal ID: 090e68da-669d-4071-9640-69b2c1903998
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 11-hydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione
• SMILES (Canonical): CC1=CCC(C2=CC(C3C(C1)OC(=O)C3=C)OC2=O)O
• SMILES (Isomeric): CC1=CCC(C2=CC(C3C(C1)OC(=O)C3=C)OC2=O)O
• InChI: InChI=1S/C15H16O5/c1-7-3-4-10(16)9-6-12(20-15(9)18)13-8(2)14(17)19-11(13)5-7/h3,6,10-13,16H,2,4-5H2,1H3
• InChI Key: ZNDUGJVJCMSDAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.04
• 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	+	0.9937	99.37%
Caco-2	+	0.5331	53.31%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6026	60.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9611	96.11%
P-glycoprotein inhibitior	-	0.8965	89.65%
P-glycoprotein substrate	-	0.8430	84.30%
CYP3A4 substrate	+	0.5345	53.45%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8682	86.82%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.6707	67.07%
CYP2C8 inhibition	-	0.8586	85.86%
CYP inhibitory promiscuity	-	0.9746	97.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4440	44.40%
Eye corrosion	-	0.9254	92.54%
Eye irritation	+	0.5392	53.92%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8470	84.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7761	77.61%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7513	75.13%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7731	77.31%
Acute Oral Toxicity (c)	III	0.4270	42.70%
Estrogen receptor binding	-	0.4851	48.51%
Androgen receptor binding	-	0.6132	61.32%
Thyroid receptor binding	-	0.6585	65.85%
Glucocorticoid receptor binding	-	0.5191	51.91%
Aromatase binding	-	0.7317	73.17%
PPAR gamma	-	0.5573	55.73%
Honey bee toxicity	-	0.7650	76.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	92.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.16%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.05%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	84.64%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.01%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.16%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%

Plants that contains it

• Mikania cynanchifolia
• Mikania dusenii
• Mikania trachypleura

Cross-Links

• PubChem: 162980179
• LOTUS: LTS0265377
• wikiData: Q105379989