Prostaglandin B3

Details

• Internal ID: 29d1b24a-fa6b-4949-8f4d-9fa26effd650
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (Z)-7-[2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dienyl]-5-oxocyclopenten-1-yl]hept-5-enoic acid
• InChI: InChI=1S/C20H28O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h3-4,6-7,12,14,17,21H,2,5,8-11,13,15H2,1H3,(H,23,24)/b6-3-,7-4-,14-12+/t17-/m0/s1
• InChI Key: DQRGQQAJYRBDRP-UNBCGXALSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• Prostaglandin B3
• 36614-32-1
• 9-oxo-15S-Hydroxy-prosta-5Z,8(12),13E,17Z-tetraen-1-oic acid
• 9-oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acid
• SCHEMBL22168568
• CHEBI:134511
• DQRGQQAJYRBDRP-UNBCGXALSA-N
• LMFA03010141
• (5Z,13E,15S,17Z)-15-hydroxy-9-oxoprosta-5,8(12),13,17-tetraen-1-oic acid
• Prosta-5,8(12),13,17-tetraen-1-oicacid,15-hydroxy-9-oxo-,(5Z,13E,15S,17Z)-
• (5Z)-7-{2-[(1E,3S,5Z)-3-Hydroxyocta-1,5-dien-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9598	95.98%
Caco-2	-	0.5945	59.45%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8882	88.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8007	80.07%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	+	0.7244	72.44%
P-glycoprotein inhibitior	-	0.5926	59.26%
P-glycoprotein substrate	-	0.8170	81.70%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.9287	92.87%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.8749	87.49%
CYP1A2 inhibition	-	0.9412	94.12%
CYP2C8 inhibition	-	0.7964	79.64%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9025	90.25%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8639	86.39%
Skin irritation	-	0.6370	63.70%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4590	45.90%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.7204	72.04%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9322	93.22%
Acute Oral Toxicity (c)	III	0.6934	69.34%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	-	0.6054	60.54%
Thyroid receptor binding	+	0.5369	53.69%
Glucocorticoid receptor binding	+	0.8506	85.06%
Aromatase binding	-	0.6028	60.28%
PPAR gamma	+	0.7952	79.52%
Honey bee toxicity	-	0.9454	94.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9606	96.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.40%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.90%	85.14%
CHEMBL1781	P11387	DNA topoisomerase I	89.78%	97.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.26%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.97%	93.56%

Plants that contains it

• Glycine max

Cross-Links

• PubChem: 5283113
• LOTUS: LTS0076300
• wikiData: Q76293784