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

Details

• Internal ID: 0afce7d4-844d-4ac0-bef3-0105b285c3b0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [2-[8-[4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoyloxy]-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] 8-[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)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)OC(=O)CCCCCCCC4C=CC(=O)C4CC=CCC
• SMILES (Isomeric): CC/C=C\CC1C(C=CC1=O)CCCCCCCC(=O)OCC(CO[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)O)O)OC(=O)CCCCCCCC4C=CC(=O)C4C/C=C\CC
• InChI: InChI=1S/C51H80O17/c1-3-5-13-21-36-33(25-27-38(36)53)19-15-9-7-11-17-23-42(55)63-30-35(66-43(56)24-18-12-8-10-16-20-34-26-28-39(54)37(34)22-14-6-4-2)31-64-50-49(62)47(60)45(58)41(68-50)32-65-51-48(61)46(59)44(57)40(29-52)67-51/h5-6,13-14,25-28,33-37,40-41,44-52,57-62H,3-4,7-12,15-24,29-32H2,1-2H3/b13-5-,14-6-/t33?,34?,35?,36?,37?,40-,41-,44+,45+,46+,47+,48-,49-,50-,51+/m1/s1
• InChI Key: JFTWMYLCKKDOGZ-UYNIVNPTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₁₇
• Molecular Weight: 965.20 g/mol
• Exact Mass: 964.53955108 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8027	80.27%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8853	88.53%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.7847	78.47%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9831	98.31%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.4853	48.53%
CYP inhibitory promiscuity	-	0.8956	89.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7423	74.23%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7067	70.67%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9266	92.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6864	68.64%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	-	0.4909	49.09%
Glucocorticoid receptor binding	+	0.6158	61.58%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5024	50.24%
Fish aquatic toxicity	+	0.8575	85.75%

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	98.30%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.75%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	94.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	92.85%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	90.98%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.02%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.09%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.54%	92.32%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.02%	96.90%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 73346854
• LOTUS: LTS0274760
• wikiData: Q105127020