[(1S,2S,3'aR,4S,6'S,7'aR,8R,12R,13S)-6'-hydroxy-5'-[(2S)-5-hydroxypentan-2-yl]-2,6',11-trimethyl-7-methylidene-2',6-dioxospiro[5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene-13,3'-7,7a-dihydro-3aH-1-benzofuran]-15-yl] acetate

Details

• Internal ID: 6d51816f-0ee8-4e56-b533-07969652b088
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1S,2S,3'aR,4S,6'S,7'aR,8R,12R,13S)-6'-hydroxy-5'-[(2S)-5-hydroxypentan-2-yl]-2,6',11-trimethyl-7-methylidene-2',6-dioxospiro[5-oxatetracyclo[10.2.1.01,10.04,8]pentadec-10-ene-13,3'-7,7a-dihydro-3aH-1-benzofuran]-15-yl] acetate
• SMILES (Canonical): CC1CC2C(CC3=C(C4C(C13CC45C6C=C(C(CC6OC5=O)(C)O)C(C)CCCO)OC(=O)C)C)C(=C)C(=O)O2
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](CC3=C([C@H]4C([C@@]13C[C@]45[C@H]6C=C([C@@](C[C@H]6OC5=O)(C)O)[C@@H](C)CCCO)OC(=O)C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C32H42O8/c1-15(8-7-9-33)21-12-23-25(13-30(21,6)37)40-29(36)32(23)14-31-16(2)10-24-20(17(3)28(35)39-24)11-22(31)18(4)26(32)27(31)38-19(5)34/h12,15-16,20,23-27,33,37H,3,7-11,13-14H2,1-2,4-6H3/t15-,16-,20+,23-,24-,25+,26-,27?,30-,31-,32-/m0/s1
• InChI Key: ONCYQXIOISDYLX-KJLKIAKKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₈
• Molecular Weight: 554.70 g/mol
• Exact Mass: 554.28796829 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.7643	76.43%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5918	59.18%
BSEP inhibitior	+	0.8370	83.70%
P-glycoprotein inhibitior	+	0.7649	76.49%
P-glycoprotein substrate	+	0.6764	67.64%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	+	0.5951	59.51%
CYP2C9 inhibition	-	0.7433	74.33%
CYP2C19 inhibition	-	0.9056	90.56%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.7993	79.93%
CYP2C8 inhibition	+	0.6582	65.82%
CYP inhibitory promiscuity	-	0.8815	88.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4473	44.73%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9273	92.73%
Skin irritation	+	0.6163	61.63%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5824	58.24%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9102	91.02%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7498	74.98%
Acute Oral Toxicity (c)	III	0.5219	52.19%
Estrogen receptor binding	+	0.7681	76.81%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	-	0.5363	53.63%
Glucocorticoid receptor binding	+	0.8248	82.48%
Aromatase binding	+	0.7457	74.57%
PPAR gamma	+	0.6814	68.14%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	98.29%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	97.56%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.99%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.43%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.72%	93.00%
CHEMBL2039	P27338	Monoamine oxidase B	86.12%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.62%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.26%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.11%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.18%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.54%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.53%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	82.13%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	81.41%	98.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.40%	92.88%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.10%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.93%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.39%	96.90%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 102106319
• NPASS: NPC220297