(2S)-3-[(3E,7E)-10-[(1S,5R)-1-acetyl-5-hydroxy-2,2-dimethylcyclopentyl]-4,8-dimethyldeca-3,7-dienyl]-2-hydroxy-2H-furan-5-one

Details

• Internal ID: 7d9c0e13-0d3b-48f9-940a-c2c39aec0434
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2S)-3-[(3E,7E)-10-[(1S,5R)-1-acetyl-5-hydroxy-2,2-dimethylcyclopentyl]-4,8-dimethyldeca-3,7-dienyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C25H38O5/c1-17(10-7-11-20-16-22(28)30-23(20)29)8-6-9-18(2)12-15-25(19(3)26)21(27)13-14-24(25,4)5/h9-10,16,21,23,27,29H,6-8,11-15H2,1-5H3/b17-10+,18-9+/t21-,23+,25-/m1/s1
• InChI Key: BDWHNXBIFYPWRV-TZRYDFQRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₅
• Molecular Weight: 418.60 g/mol
• Exact Mass: 418.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	-	0.6614	66.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7012	70.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8292	82.92%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9434	94.34%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5834	58.34%
CYP3A4 substrate	+	0.6698	66.98%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.6886	68.86%
CYP2C9 inhibition	-	0.8082	80.82%
CYP2C19 inhibition	-	0.7802	78.02%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.7886	78.86%
CYP2C8 inhibition	-	0.7447	74.47%
CYP inhibitory promiscuity	-	0.9339	93.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9191	91.91%
Skin irritation	+	0.5500	55.00%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5302	53.02%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7593	75.93%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6836	68.36%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7887	78.87%
Acute Oral Toxicity (c)	I	0.4717	47.17%
Estrogen receptor binding	+	0.6680	66.80%
Androgen receptor binding	+	0.6626	66.26%
Thyroid receptor binding	+	0.6807	68.07%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	+	0.6178	61.78%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.8067	80.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5365	53.65%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.14%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.96%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.83%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.61%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.36%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.77%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.41%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.87%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.25%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	80.52%	98.59%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163029457
• LOTUS: LTS0154070
• wikiData: Q104924791