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

Details

• Internal ID: 1131afc3-0f9c-439d-9543-5a7d1a3aae8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3R,3aR,4R,6Z,10E,11aS)-6-(hydroxymethyl)-3,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] (2R)-2-methylbutanoate
• InChI: InChI=1S/C20H30O5/c1-5-13(3)19(22)24-17-10-15(11-21)8-6-7-12(2)9-16-18(17)14(4)20(23)25-16/h8-9,13-14,16-18,21H,5-7,10-11H2,1-4H3/b12-9+,15-8-/t13-,14-,16+,17-,18+/m1/s1
• InChI Key: QGIFBSJPTOTBPS-URIZFEKZSA-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: 2.70
• 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	+	0.9887	98.87%
Caco-2	+	0.7625	76.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5795	57.95%
P-glycoprotein inhibitior	-	0.5874	58.74%
P-glycoprotein substrate	-	0.6830	68.30%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	+	0.6233	62.33%
CYP2C9 inhibition	-	0.7434	74.34%
CYP2C19 inhibition	-	0.7465	74.65%
CYP2D6 inhibition	-	0.9159	91.59%
CYP1A2 inhibition	+	0.5997	59.97%
CYP2C8 inhibition	-	0.7846	78.46%
CYP inhibitory promiscuity	-	0.7953	79.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9539	95.39%
Skin irritation	-	0.5752	57.52%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5782	57.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6884	68.84%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	III	0.4330	43.30%
Estrogen receptor binding	-	0.5444	54.44%
Androgen receptor binding	+	0.5406	54.06%
Thyroid receptor binding	-	0.5642	56.42%
Glucocorticoid receptor binding	+	0.5948	59.48%
Aromatase binding	-	0.8208	82.08%
PPAR gamma	-	0.6791	67.91%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	98.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.83%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.85%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.35%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.28%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.60%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.02%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.09%	93.56%

Plants that contains it

• Wunderlichia mirabilis

Cross-Links

• PubChem: 163105647
• LOTUS: LTS0153714
• wikiData: Q105220068