[(1R,2R,4R,6R,8S,9Z,11R)-4,9-dimethyl-8-[(2R)-2-methylbutanoyl]oxy-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 382bbb1b-da96-49ae-a908-b1f830a2235b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2R,4R,6R,8S,9Z,11R)-4,9-dimethyl-8-[(2R)-2-methylbutanoyl]oxy-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C25H34O8/c1-8-12(2)21(26)29-16-10-19-24(6,33-19)11-18(31-23(28)25(7)15(5)32-25)20-14(4)22(27)30-17(20)9-13(16)3/h9,12,15-20H,4,8,10-11H2,1-3,5-7H3/b13-9-/t12-,15+,16+,17-,18-,19-,20+,24-,25+/m1/s1
• InChI Key: DABPASAPXTUCCU-OBZHVSKNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₈
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.22536804 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.5948	59.48%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5578	55.78%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.8999	89.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6548	65.48%
P-glycoprotein inhibitior	+	0.7846	78.46%
P-glycoprotein substrate	+	0.5735	57.35%
CYP3A4 substrate	+	0.6819	68.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	+	0.5847	58.47%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.7373	73.73%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.5848	58.48%
CYP2C8 inhibition	-	0.5699	56.99%
CYP inhibitory promiscuity	-	0.8417	84.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5439	54.39%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4126	41.26%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	-	0.6832	68.32%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7453	74.53%
Acute Oral Toxicity (c)	III	0.5084	50.84%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.6716	67.16%
Thyroid receptor binding	+	0.6197	61.97%
Glucocorticoid receptor binding	+	0.7415	74.15%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.6669	66.69%
Honey bee toxicity	-	0.6891	68.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	96.83%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.78%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.70%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.42%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	88.80%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.10%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.24%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.60%	97.14%
CHEMBL4072	P07858	Cathepsin B	84.88%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.51%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.58%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.98%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.43%	94.00%

Plants that contains it

• Dendroviguiera puruana

Cross-Links

• PubChem: 162992302
• LOTUS: LTS0177480
• wikiData: Q104973387