[(3S,3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] 3-methylbutanoate

Details

• Internal ID: da83959e-846d-4ab4-80ed-601416d1c3a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3S,3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] 3-methylbutanoate
• InChI: InChI=1S/C20H30O5/c1-12(2)8-18(22)24-16-9-13(3)6-5-7-15(11-21)10-17-19(16)14(4)20(23)25-17/h6,10,12,14,16-17,19,21H,5,7-9,11H2,1-4H3/b13-6+,15-10-/t14-,16-,17+,19+/m0/s1
• InChI Key: CORPOBIVEWKOMG-NWXRHPLDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 5
• 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	+	0.9821	98.21%
Caco-2	+	0.7010	70.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8221	82.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.8978	89.78%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7562	75.62%
P-glycoprotein inhibitior	-	0.6133	61.33%
P-glycoprotein substrate	-	0.6276	62.76%
CYP3A4 substrate	+	0.6034	60.34%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.5429	54.29%
CYP2C9 inhibition	-	0.6666	66.66%
CYP2C19 inhibition	-	0.8077	80.77%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	+	0.6304	63.04%
CYP2C8 inhibition	-	0.8251	82.51%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6752	67.52%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9333	93.33%
Skin irritation	-	0.6343	63.43%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5282	52.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3750	37.50%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5589	55.89%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5567	55.67%
Acute Oral Toxicity (c)	III	0.4668	46.68%
Estrogen receptor binding	-	0.6929	69.29%
Androgen receptor binding	-	0.5147	51.47%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6932	69.32%
Aromatase binding	-	0.7707	77.07%
PPAR gamma	-	0.6424	64.24%
Honey bee toxicity	-	0.8509	85.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9813	98.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.43%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.52%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.03%	90.71%

Plants that contains it

• Cheirolophus arbutifolius

Cross-Links

• PubChem: 163103707
• LOTUS: LTS0025593
• wikiData: Q104967254