(2R,4Z)-2-[(1R,2R)-2-[(1S,2E,4S,6Z,9Z)-1,4-dihydroxydodeca-2,6,9-trienyl]cyclopropyl]-2,3,6,7-tetrahydrooxocin-8-one

Details

• Internal ID: f35e613e-1149-4d24-87d7-93d737dd3631
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2R,4Z)-2-[(1R,2R)-2-[(1S,2E,4S,6Z,9Z)-1,4-dihydroxydodeca-2,6,9-trienyl]cyclopropyl]-2,3,6,7-tetrahydrooxocin-8-one
• InChI: InChI=1S/C22H32O4/c1-2-3-4-5-6-8-11-17(23)14-15-20(24)18-16-19(18)21-12-9-7-10-13-22(25)26-21/h3-4,6-9,14-15,17-21,23-24H,2,5,10-13,16H2,1H3/b4-3-,8-6-,9-7-,15-14+/t17-,18+,19+,20-,21+/m0/s1
• InChI Key: FGQRGNDJJATRPA-KZLUXCBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	-	0.7715	77.15%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8268	82.68%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	-	0.4522	45.22%
P-glycoprotein inhibitior	-	0.6147	61.47%
P-glycoprotein substrate	-	0.6711	67.11%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.8537	85.37%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.7580	75.80%
CYP2C9 inhibition	-	0.8936	89.36%
CYP2C19 inhibition	-	0.8047	80.47%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8128	81.28%
CYP2C8 inhibition	-	0.6580	65.80%
CYP inhibitory promiscuity	-	0.8692	86.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6390	63.90%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.9668	96.68%
Skin irritation	-	0.6894	68.94%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5492	54.92%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7614	76.14%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7045	70.45%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8731	87.31%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.8124	81.24%
Androgen receptor binding	-	0.6894	68.94%
Thyroid receptor binding	-	0.6217	62.17%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	-	0.5935	59.35%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8574	85.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8779	87.79%

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	95.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.58%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.90%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.62%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.20%	86.33%

Plants that contains it

• Phreatia plantaginifolia

Cross-Links

• PubChem: 21601890
• LOTUS: LTS0138487
• wikiData: Q104995023