[(2S)-2-[8-[(1R,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoyloxy]-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] 8-[(1R,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoate

Details

• Internal ID: 8e4aea03-900c-49df-8d0f-8089dd6bfebd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(2S)-2-[8-[(1R,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoyloxy]-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] 8-[(1R,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoate
• SMILES (Canonical): CCC=CCC1C(C=CC1=O)CCCCCCCC(=O)OCC(COC2C(C(C(C(O2)CO)O)O)O)OC(=O)CCCCCCCC3C=CC(=O)C3CC=CCC
• SMILES (Isomeric): CC/C=C\C[C@H]1[C@@H](C=CC1=O)CCCCCCCC(=O)OC[C@H](CO[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)OC(=O)CCCCCCC[C@@H]3C=CC(=O)[C@H]3C/C=C\CC
• InChI: InChI=1S/C45H70O12/c1-3-5-13-21-35-32(25-27-37(35)47)19-15-9-7-11-17-23-40(49)54-30-34(31-55-45-44(53)43(52)42(51)39(29-46)57-45)56-41(50)24-18-12-8-10-16-20-33-26-28-38(48)36(33)22-14-6-4-2/h5-6,13-14,25-28,32-36,39,42-46,51-53H,3-4,7-12,15-24,29-31H2,1-2H3/b13-5-,14-6-/t32-,33-,34-,35+,36+,39-,42+,43+,44-,45-/m1/s1
• InChI Key: SYJOSMLJXIQXFJ-LABASLMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₁₂
• Molecular Weight: 803.00 g/mol
• Exact Mass: 802.48672766 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.17
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7606	76.06%
Caco-2	-	0.8539	85.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8862	88.62%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.7842	78.42%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.5557	55.57%
CYP3A4 substrate	+	0.6541	65.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.8907	89.07%
CYP2C19 inhibition	-	0.7963	79.63%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.8657	86.57%
CYP2C8 inhibition	-	0.5646	56.46%
CYP inhibitory promiscuity	-	0.9259	92.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7773	77.73%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8074	80.74%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6975	69.75%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	-	0.5564	55.64%
Glucocorticoid receptor binding	+	0.5647	56.47%
Aromatase binding	-	0.5236	52.36%
PPAR gamma	+	0.6411	64.11%
Honey bee toxicity	-	0.8058	80.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5076	50.76%
Fish aquatic toxicity	+	0.7881	78.81%

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	97.95%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.86%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	94.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.69%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	91.73%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	90.15%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.04%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.41%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.74%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.02%	96.90%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 162911817
• LOTUS: LTS0063764
• wikiData: Q105263603