(1R,2R,6S,8E)-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione

Details

• Internal ID: 6976278f-f7b2-4683-a3d3-ef0f1df2f67b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1R,2R,6S,8E)-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione
• SMILES (Canonical): CC1=CCCC2=CC(C3C(C1)OC(=O)C3=C)OC2=O
• SMILES (Isomeric): C/C/1=C\CCC2=C[C@H]([C@H]3[C@H](C1)OC(=O)C3=C)OC2=O
• InChI: InChI=1S/C15H16O4/c1-8-4-3-5-10-7-12(19-15(10)17)13-9(2)14(16)18-11(13)6-8/h4,7,11-13H,2-3,5-6H2,1H3/b8-4+/t11-,12+,13+/m0/s1
• InChI Key: VCMZMMIHEOEXSR-GEEBZKHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.6909	69.09%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6705	67.05%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9296	92.96%
P-glycoprotein inhibitior	-	0.8984	89.84%
P-glycoprotein substrate	-	0.9043	90.43%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	-	0.8175	81.75%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.8139	81.39%
CYP2C9 inhibition	-	0.8864	88.64%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	+	0.7331	73.31%
CYP2C8 inhibition	-	0.7812	78.12%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5558	55.58%
Eye corrosion	-	0.9183	91.83%
Eye irritation	-	0.4829	48.29%
Skin irritation	+	0.5335	53.35%
Skin corrosion	-	0.8691	86.91%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6374	63.74%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7737	77.37%
Acute Oral Toxicity (c)	III	0.5386	53.86%
Estrogen receptor binding	-	0.6139	61.39%
Androgen receptor binding	-	0.5557	55.57%
Thyroid receptor binding	-	0.7456	74.56%
Glucocorticoid receptor binding	-	0.5342	53.42%
Aromatase binding	-	0.6973	69.73%
PPAR gamma	-	0.5994	59.94%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	93.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.73%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.67%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.90%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%

Plants that contains it

• Ambrosia psilostachya
• Ursinia sericea

Cross-Links

• PubChem: 21585515
• LOTUS: LTS0263368
• wikiData: Q105283819