[5-Hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: e6e8b23f-7f48-4de4-96be-582780d6e2a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-5-12(3)19(23)26-18-16-13(4)20(24)25-15(16)9-11(2)7-6-8-14(10-21)17(18)22/h5,8-9,15-18,21-22H,4,6-7,10H2,1-3H3
• InChI Key: GWQOKSGICREUKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9179	91.79%
Caco-2	-	0.5255	52.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7028	70.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5548	55.48%
P-glycoprotein inhibitior	-	0.6181	61.81%
P-glycoprotein substrate	-	0.7479	74.79%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.6156	61.56%
CYP2C9 inhibition	-	0.7206	72.06%
CYP2C19 inhibition	-	0.7643	76.43%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7492	74.92%
CYP inhibitory promiscuity	-	0.7878	78.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4941	49.41%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8877	88.77%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4903	49.03%
Acute Oral Toxicity (c)	III	0.4662	46.62%
Estrogen receptor binding	-	0.5943	59.43%
Androgen receptor binding	-	0.5338	53.38%
Thyroid receptor binding	-	0.4935	49.35%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	-	0.7184	71.84%
PPAR gamma	-	0.5765	57.65%
Honey bee toxicity	-	0.7121	71.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	96.63%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.50%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.54%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.70%	97.25%

Plants that contains it

• Montanoa revealii

Cross-Links

• PubChem: 163002822
• LOTUS: LTS0031356
• wikiData: Q105022679