[(1S,2R,6S,7R,9R,11S,12S,14R,15R,16S)-6-hydroxy-15-[(1S)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-yl] acetate

Details

• Internal ID: df3245aa-9e89-4318-a6bb-6c6c4b2baba8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1S,2R,6S,7R,9R,11S,12S,14R,15R,16S)-6-hydroxy-15-[(1S)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-yl] acetate
• SMILES (Canonical): CC(C1CC2(C(O2)(C(O1)O)C)C)C3C(CC4C3(CCC5C4CC6C7(C5(C(=O)C=CC7O)C)O6)C)OC(=O)C
• SMILES (Isomeric): C[C@H]([C@H]1C[C@]2([C@](O2)([C@@H](O1)O)C)C)[C@H]3[C@@H](C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C=C[C@@H]7O)C)O6)C)OC(=O)C
• InChI: InChI=1S/C30H42O8/c1-14(20-13-27(4)29(6,38-27)25(34)36-20)24-19(35-15(2)31)12-18-16-11-23-30(37-23)22(33)8-7-21(32)28(30,5)17(16)9-10-26(18,24)3/h7-8,14,16-20,22-25,33-34H,9-13H2,1-6H3/t14-,16-,17+,18+,19-,20-,22+,23-,24+,25-,26+,27+,28+,29-,30-/m1/s1
• InChI Key: JISUUFLMYPAIBP-IWVMMWJOSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₈
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.28796829 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8843	88.43%
Caco-2	-	0.7485	74.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.8762	87.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8607	86.07%
P-glycoprotein inhibitior	+	0.6591	65.91%
P-glycoprotein substrate	+	0.5503	55.03%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8889	88.89%
CYP2C9 inhibition	-	0.9094	90.94%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.6402	64.02%
CYP2C8 inhibition	+	0.6026	60.26%
CYP inhibitory promiscuity	-	0.9601	96.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5981	59.81%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9459	94.59%
Skin irritation	-	0.5275	52.75%
Skin corrosion	-	0.8949	89.49%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4536	45.36%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5751	57.51%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4895	48.95%
Acute Oral Toxicity (c)	I	0.3760	37.60%
Estrogen receptor binding	+	0.7649	76.49%
Androgen receptor binding	+	0.7602	76.02%
Thyroid receptor binding	+	0.5725	57.25%
Glucocorticoid receptor binding	+	0.7838	78.38%
Aromatase binding	+	0.7767	77.67%
PPAR gamma	+	0.6389	63.89%
Honey bee toxicity	-	0.6915	69.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9791	97.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.84%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.63%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.48%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.65%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.66%	97.14%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.57%	94.23%
CHEMBL221	P23219	Cyclooxygenase-1	87.57%	90.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.61%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.15%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.15%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.05%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.92%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.88%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.80%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.61%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.61%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.88%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.67%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.52%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	80.68%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.45%	96.77%

Plants that contains it

• Physalis virginiana

Cross-Links

• PubChem: 46198372
• LOTUS: LTS0160477
• wikiData: Q105129304