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

Details

• Internal ID: 130525e4-257d-482b-9cd6-40d6196bb335
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 3-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-10(2)8-16(22)26-19-17-13(5)20(24)25-15(17)9-12(4)14(21)7-6-11(3)18(19)23/h6,8-9,14-15,17-19,21,23H,5,7H2,1-4H3
• InChI Key: COPDJLTXRIVGKI-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: 1.70
• 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	+	0.9723	97.23%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6075	60.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8415	84.15%
P-glycoprotein inhibitior	-	0.6707	67.07%
P-glycoprotein substrate	-	0.7515	75.15%
CYP3A4 substrate	+	0.5908	59.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.8651	86.51%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.8025	80.25%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.7775	77.75%
CYP2C8 inhibition	-	0.7616	76.16%
CYP inhibitory promiscuity	-	0.8895	88.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9621	96.21%
Eye irritation	-	0.8505	85.05%
Skin irritation	-	0.6462	64.62%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4430	44.30%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7448	74.48%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.3510	35.10%
Estrogen receptor binding	-	0.5313	53.13%
Androgen receptor binding	-	0.5831	58.31%
Thyroid receptor binding	-	0.4931	49.31%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	-	0.6404	64.04%
PPAR gamma	-	0.5623	56.23%
Honey bee toxicity	-	0.5858	58.58%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9420	94.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.02%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.53%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.23%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	84.41%	83.82%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.92%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.25%	93.56%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%

Plants that contains it

• Balsamorhiza sagittata

Cross-Links

• PubChem: 162958240
• LOTUS: LTS0213658
• wikiData: Q104967193