4-hydroxy-3-[4-methyl-7-(5-oxo-2H-furan-3-yl)hept-4-enylidene]-5-(2-methylprop-1-enyl)oxolan-2-one

Details

• Internal ID: bcbec04f-26cb-400c-a2d5-eaa9296f04e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-hydroxy-3-[4-methyl-7-(5-oxo-2H-furan-3-yl)hept-4-enylidene]-5-(2-methylprop-1-enyl)oxolan-2-one
• InChI: InChI=1S/C20H26O5/c1-13(2)10-17-19(22)16(20(23)25-17)9-5-7-14(3)6-4-8-15-11-18(21)24-12-15/h6,9-11,17,19,22H,4-5,7-8,12H2,1-3H3
• InChI Key: JUASWHOQXQTCSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9292	92.92%
Caco-2	-	0.5459	54.59%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7924	79.24%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6393	63.93%
CYP3A4 substrate	+	0.5842	58.42%
CYP2C9 substrate	+	0.5775	57.75%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.6925	69.25%
CYP2C9 inhibition	-	0.6463	64.63%
CYP2C19 inhibition	-	0.7564	75.64%
CYP2D6 inhibition	-	0.8558	85.58%
CYP1A2 inhibition	-	0.5767	57.67%
CYP2C8 inhibition	-	0.7525	75.25%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.8541	85.41%
Skin irritation	-	0.5209	52.09%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7040	70.40%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5852	58.52%
Acute Oral Toxicity (c)	III	0.6589	65.89%
Estrogen receptor binding	-	0.4884	48.84%
Androgen receptor binding	+	0.5808	58.08%
Thyroid receptor binding	-	0.6227	62.27%
Glucocorticoid receptor binding	+	0.6409	64.09%
Aromatase binding	-	0.5644	56.44%
PPAR gamma	+	0.7629	76.29%
Honey bee toxicity	-	0.7103	71.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	96.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.09%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.72%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.70%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.66%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.15%	100.00%

Plants that contains it

• Heteroplexis microcephala

Cross-Links

• PubChem: 74941944
• LOTUS: LTS0026496
• wikiData: Q105135121