[(1Z,3R,4E,8E)-4,8-dimethyl-1-[(5R)-5-(2-methylprop-1-enyl)-2-oxooxolan-3-ylidene]-11-(5-oxo-2H-furan-3-yl)undeca-4,8-dien-3-yl] acetate

Details

• Internal ID: e7cf734d-0b72-41e5-b176-d312d79020dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1Z,3R,4E,8E)-4,8-dimethyl-1-[(5R)-5-(2-methylprop-1-enyl)-2-oxooxolan-3-ylidene]-11-(5-oxo-2H-furan-3-yl)undeca-4,8-dien-3-yl] acetate
• InChI: InChI=1S/C27H36O6/c1-18(2)14-24-16-23(27(30)33-24)12-13-25(32-21(5)28)20(4)10-6-8-19(3)9-7-11-22-15-26(29)31-17-22/h9-10,12,14-15,24-25H,6-8,11,13,16-17H2,1-5H3/b19-9+,20-10+,23-12-/t24-,25+/m0/s1
• InChI Key: SAORVJUYIMHNGG-PRBGZQACSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₆
• Molecular Weight: 456.60 g/mol
• Exact Mass: 456.25118886 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.5963	59.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8335	83.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9432	94.32%
P-glycoprotein inhibitior	+	0.8993	89.93%
P-glycoprotein substrate	-	0.5107	51.07%
CYP3A4 substrate	+	0.6746	67.46%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.9098	90.98%
CYP3A4 inhibition	-	0.6921	69.21%
CYP2C9 inhibition	-	0.7537	75.37%
CYP2C19 inhibition	-	0.7938	79.38%
CYP2D6 inhibition	-	0.8631	86.31%
CYP1A2 inhibition	-	0.6475	64.75%
CYP2C8 inhibition	+	0.4448	44.48%
CYP inhibitory promiscuity	-	0.8163	81.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6450	64.50%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6856	68.56%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5782	57.82%
skin sensitisation	-	0.8113	81.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6577	65.77%
Acute Oral Toxicity (c)	III	0.6899	68.99%
Estrogen receptor binding	+	0.6852	68.52%
Androgen receptor binding	+	0.5315	53.15%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7657	76.57%
Aromatase binding	-	0.5919	59.19%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.5655	56.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9888	98.88%

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	97.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.49%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.15%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.15%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.35%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.64%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.19%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162931870
• LOTUS: LTS0019337
• wikiData: Q105249017