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

Details

• Internal ID: 81f630e2-2f6a-49e5-ad6c-44587af91fcd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (8,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-6-11(3)19(23)25-15-8-10(2)7-14(21)18(22)12(4)9-16-17(15)13(5)20(24)26-16/h6-7,9,14-18,21-22H,5,8H2,1-4H3
• InChI Key: YVIZWFNTHTXVCE-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: 1.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9137	91.37%
Caco-2	+	0.6141	61.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5745	57.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5981	59.81%
P-glycoprotein inhibitior	-	0.5583	55.83%
P-glycoprotein substrate	-	0.7073	70.73%
CYP3A4 substrate	+	0.5996	59.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.7876	78.76%
CYP2C9 inhibition	-	0.8445	84.45%
CYP2C19 inhibition	-	0.7720	77.20%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.7190	71.90%
CYP2C8 inhibition	-	0.7534	75.34%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4703	47.03%
Eye corrosion	-	0.9629	96.29%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4702	47.02%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.7730	77.30%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7961	79.61%
Acute Oral Toxicity (c)	IV	0.4001	40.01%
Estrogen receptor binding	-	0.5510	55.10%
Androgen receptor binding	-	0.5442	54.42%
Thyroid receptor binding	-	0.5639	56.39%
Glucocorticoid receptor binding	-	0.5386	53.86%
Aromatase binding	-	0.6791	67.91%
PPAR gamma	-	0.6012	60.12%
Honey bee toxicity	-	0.6045	60.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9543	95.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.38%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.20%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.15%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	82.56%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.10%	100.00%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 162937007
• LOTUS: LTS0097535
• wikiData: Q105365426