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

Details

• Internal ID: b2563de3-e76d-4923-afb0-e6676b85403a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2R,4R,6R,8S,9Z,11R)-8-acetyloxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-2-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C22H28O8/c1-10-7-15-18(11(2)19(24)27-15)16(28-20(25)22(6)12(3)29-22)9-21(5)17(30-21)8-14(10)26-13(4)23/h7,12,14-18H,2,8-9H2,1,3-6H3/b10-7-/t12-,14+,15-,16-,17-,18+,21-,22-/m1/s1
• InChI Key: KRXYZCKNMRDIQF-MAPKGMPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	-	0.5361	53.61%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6002	60.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.8639	86.39%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5806	58.06%
P-glycoprotein inhibitior	+	0.7210	72.10%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.5924	59.24%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.5116	51.16%
CYP2C8 inhibition	-	0.6156	61.56%
CYP inhibitory promiscuity	-	0.9255	92.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.5917	59.17%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3915	39.15%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6717	67.17%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5816	58.16%
Acute Oral Toxicity (c)	III	0.4509	45.09%
Estrogen receptor binding	+	0.8537	85.37%
Androgen receptor binding	+	0.6226	62.26%
Thyroid receptor binding	+	0.6328	63.28%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	+	0.5996	59.96%
PPAR gamma	+	0.6792	67.92%
Honey bee toxicity	-	0.6458	64.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.04%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.12%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.55%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.39%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.99%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.60%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.25%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.02%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.74%	97.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.29%	96.39%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.91%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.69%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	82.09%	97.79%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.91%	93.10%
CHEMBL4208	P20618	Proteasome component C5	81.75%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.31%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.20%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.63%	97.25%

Plants that contains it

• Dendroviguiera eriophora

Cross-Links

• PubChem: 162928898
• LOTUS: LTS0075968
• wikiData: Q105145281