[(3aS,6E,8R,10Z,11aR)-8-acetyloxy-6-(hydroxymethyl)-3-methylidene-2,5-dioxo-4,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-10-yl]methyl (2R)-2-methylbutanoate

Details

• Internal ID: b77f5f06-7453-4a53-a186-40d91470a78a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,6E,8R,10Z,11aR)-8-acetyloxy-6-(hydroxymethyl)-3-methylidene-2,5-dioxo-4,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-10-yl]methyl (2R)-2-methylbutanoate
• InChI: InChI=1S/C22H28O8/c1-5-12(2)21(26)28-11-15-6-17(29-14(4)24)8-16(10-23)19(25)9-18-13(3)22(27)30-20(18)7-15/h7-8,12,17-18,20,23H,3,5-6,9-11H2,1-2,4H3/b15-7-,16-8+/t12-,17-,18+,20-/m1/s1
• InChI Key: LTIMCRDLRYFHGE-NKZZQLJJSA-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): 116.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9656	96.56%
Caco-2	-	0.5977	59.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.5885	58.85%
P-glycoprotein substrate	-	0.6363	63.63%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	+	0.5118	51.18%
CYP2C9 inhibition	-	0.7721	77.21%
CYP2C19 inhibition	-	0.6554	65.54%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.6465	64.65%
CYP2C8 inhibition	-	0.6010	60.10%
CYP inhibitory promiscuity	-	0.7862	78.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8503	85.03%
Skin irritation	-	0.6264	62.64%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7823	78.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6860	68.60%
skin sensitisation	-	0.8142	81.42%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4762	47.62%
Acute Oral Toxicity (c)	III	0.5377	53.77%
Estrogen receptor binding	+	0.6749	67.49%
Androgen receptor binding	+	0.5835	58.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7530	75.30%
Aromatase binding	+	0.5214	52.14%
PPAR gamma	-	0.5711	57.11%
Honey bee toxicity	-	0.7320	73.20%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	93.62%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.98%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.19%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.68%	93.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.27%	96.37%

Plants that contains it

• Mikania guaco

Cross-Links

• PubChem: 162846076
• LOTUS: LTS0027427
• wikiData: Q105156959