(4R,5S)-5-[(1E,5E)-2,6-dimethyl-10-oxoundeca-1,5-dienyl]-4-(2-hydroxyethyl)-3-methylideneoxolan-2-one

Details

• Internal ID: dd29119e-2b42-43c8-a91b-34267230b72b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,5S)-5-[(1E,5E)-2,6-dimethyl-10-oxoundeca-1,5-dienyl]-4-(2-hydroxyethyl)-3-methylideneoxolan-2-one
• InChI: InChI=1S/C20H30O4/c1-14(8-6-10-16(3)22)7-5-9-15(2)13-19-18(11-12-21)17(4)20(23)24-19/h7,13,18-19,21H,4-6,8-12H2,1-3H3/b14-7+,15-13+/t18-,19+/m1/s1
• InChI Key: ABCZLPMJHOWHOA-DLPPDSEFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	+	0.4887	48.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5115	51.15%
P-glycoprotein inhibitior	-	0.4732	47.32%
P-glycoprotein substrate	-	0.7811	78.11%
CYP3A4 substrate	+	0.5621	56.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	+	0.5685	56.85%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.6688	66.88%
CYP2C8 inhibition	-	0.8235	82.35%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7290	72.90%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.8890	88.90%
Skin irritation	+	0.5401	54.01%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5651	56.51%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6790	67.90%
Acute Oral Toxicity (c)	III	0.7499	74.99%
Estrogen receptor binding	+	0.5668	56.68%
Androgen receptor binding	-	0.6525	65.25%
Thyroid receptor binding	-	0.5346	53.46%
Glucocorticoid receptor binding	+	0.6786	67.86%
Aromatase binding	-	0.5438	54.38%
PPAR gamma	-	0.5461	54.61%
Honey bee toxicity	-	0.8400	84.00%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	93.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.85%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.82%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15602581
• LOTUS: LTS0274414
• wikiData: Q104908529