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

Details

• Internal ID: 5f3eda15-8946-4358-a939-06f3ba5618dd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (8R)-8-[(1R,2R)-2-[(1R,2E,4S,6Z,9Z)-1,4-dihydroxydodeca-2,6,9-trienyl]cyclopropyl]oxocan-2-one
• InChI: InChI=1S/C22H34O4/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/h3-4,6,8,14-15,17-21,23-24H,2,5,7,9-13,16H2,1H3/b4-3-,8-6-,15-14+/t17-,18+,19+,20+,21+/m0/s1
• InChI Key: XZIRYBKRPWWONW-RFPSPGDLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.08
• 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	-	0.7543	75.43%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	-	0.5406	54.06%
P-glycoprotein inhibitior	-	0.6227	62.27%
P-glycoprotein substrate	-	0.7107	71.07%
CYP3A4 substrate	+	0.5845	58.45%
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	-	0.6525	65.25%
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	-	0.9650	96.50%
Skin irritation	-	0.6894	68.94%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.7519	75.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.5968	59.68%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.7614	76.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7045	70.45%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9614	96.14%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	-	0.7035	70.35%
Thyroid receptor binding	-	0.5657	56.57%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	-	0.6007	60.07%
PPAR gamma	-	0.4836	48.36%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	96.86%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.09%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.51%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.15%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.48%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.55%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.32%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.07%	92.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.91%	92.88%

Plants that contains it

• Phreatia plantaginifolia

Cross-Links

• PubChem: 10761162
• LOTUS: LTS0272776
• wikiData: Q105344966