[(3aR,4R,6Z,9R,10E,11aS)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 12657eed-39b7-443a-a8ee-929086f36793
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4R,6Z,9R,10E,11aS)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C22H28O7/c1-6-16(11-23)22(26)29-18-9-12(2)7-8-17(27-15(5)24)13(3)10-19-20(18)14(4)21(25)28-19/h6-7,10,17-20,23H,4,8-9,11H2,1-3,5H3/b12-7-,13-10+,16-6+/t17-,18-,19+,20-/m1/s1
• InChI Key: OEDXUXSUBLVBSY-PBMRAWCMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.5538	55.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9097	90.97%
P-glycoprotein inhibitior	+	0.8066	80.66%
P-glycoprotein substrate	-	0.5560	55.60%
CYP3A4 substrate	+	0.6268	62.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.5470	54.70%
CYP2C8 inhibition	-	0.6176	61.76%
CYP inhibitory promiscuity	-	0.8914	89.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9695	96.95%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.5930	59.30%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6415	64.15%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7802	78.02%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7264	72.64%
Acute Oral Toxicity (c)	III	0.5004	50.04%
Estrogen receptor binding	+	0.7383	73.83%
Androgen receptor binding	-	0.5664	56.64%
Thyroid receptor binding	+	0.5210	52.10%
Glucocorticoid receptor binding	+	0.7550	75.50%
Aromatase binding	-	0.6129	61.29%
PPAR gamma	+	0.6188	61.88%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9791	97.91%

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	97.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.15%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.77%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	85.37%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.85%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.57%	96.09%

Plants that contains it

• Eupatorium glehnii

Cross-Links

• PubChem: 162971622
• LOTUS: LTS0176289
• wikiData: Q105190208