(1S,2R,5R,9S,10S,11R,12R,15R)-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.02,10.05,9]pentadec-6-ene-3,8,14-trione

Details

• Internal ID: 20bba9c7-8ead-480a-8b62-76efbbfabb55
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (1S,2R,5R,9S,10S,11R,12R,15R)-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.02,10.05,9]pentadec-6-ene-3,8,14-trione
• SMILES (Canonical): CC1C2C(C3C4(C(CC(=O)C3(C1C(=O)O2)C)C(=CC4=O)C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@@H]([C@@H]3[C@@]4([C@H](CC(=O)[C@]3([C@H]1C(=O)O2)C)C(=CC4=O)C)C)O
• InChI: InChI=1S/C18H22O5/c1-7-5-10(19)17(3)9(7)6-11(20)18(4)12-8(2)14(23-16(12)22)13(21)15(17)18/h5,8-9,12-15,21H,6H2,1-4H3/t8-,9-,12-,13+,14-,15-,17-,18+/m1/s1
• InChI Key: WDYBZQLVYRBSPT-NIXHAZHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.6367	63.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8837	88.37%
P-glycoprotein inhibitior	-	0.7427	74.27%
P-glycoprotein substrate	-	0.6965	69.65%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.7875	78.75%
CYP2C9 inhibition	-	0.9444	94.44%
CYP2C19 inhibition	-	0.9257	92.57%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8186	81.86%
CYP2C8 inhibition	-	0.8723	87.23%
CYP inhibitory promiscuity	-	0.8809	88.09%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4055	40.55%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9168	91.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8623	86.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5204	52.04%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.6321	63.21%
skin sensitisation	-	0.6587	65.87%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6199	61.99%
Acute Oral Toxicity (c)	III	0.5415	54.15%
Estrogen receptor binding	+	0.6400	64.00%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	-	0.5604	56.04%
Glucocorticoid receptor binding	+	0.6172	61.72%
Aromatase binding	-	0.6166	61.66%
PPAR gamma	-	0.5633	56.33%
Honey bee toxicity	-	0.8081	80.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9622	96.22%

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	96.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.66%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.37%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.66%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.09%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.73%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.65%	96.09%

Plants that contains it

• Eurycoma longifolia
• Gymnosporia emarginata
• Nuxia sphaerocephala

Cross-Links

• PubChem: 129396766
• LOTUS: LTS0049424
• wikiData: Q105279444