22,23-Dihydroxy-9-(hydroxymethyl)-9,18,23,25-tetramethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.115,22.01,13.03,7.03,10.017,21.025,29]nonacosane-5,14,19,24-tetrone

Details

• Internal ID: ec27993f-5c58-4eb9-8ca9-c36d014ec4d1
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: 22,23-dihydroxy-9-(hydroxymethyl)-9,18,23,25-tetramethyl-4,8,16,20,28-pentaoxaoctacyclo[13.12.1.115,22.01,13.03,7.03,10.017,21.025,29]nonacosane-5,14,19,24-tetrone
• SMILES (Canonical): CC1C2C(C3(C4C(CCC56CC78C(CCC5C(=O)C4(O2)O6)C(OC7CC(=O)O8)(C)CO)(C(=O)C3(C)O)C)O)OC1=O
• SMILES (Isomeric): CC1C2C(C3(C4C(CCC56CC78C(CCC5C(=O)C4(O2)O6)C(OC7CC(=O)O8)(C)CO)(C(=O)C3(C)O)C)O)OC1=O
• InChI: InChI=1S/C29H36O12/c1-12-17-19(37-20(12)33)28(36)21-23(2,22(34)25(28,4)35)7-8-26-10-27-14(6-5-13(26)18(32)29(21,40-17)41-26)24(3,11-30)38-15(27)9-16(31)39-27/h12-15,17,19,21,30,35-36H,5-11H2,1-4H3
• InChI Key: POMDJNGBLRPZKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₂
• Molecular Weight: 576.60 g/mol
• Exact Mass: 576.22067658 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6615	66.15%
Caco-2	-	0.8047	80.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7859	78.59%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8625	86.25%
P-glycoprotein inhibitior	+	0.6502	65.02%
P-glycoprotein substrate	+	0.6248	62.48%
CYP3A4 substrate	+	0.6988	69.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.9110	91.10%
CYP2C19 inhibition	-	0.9078	90.78%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.8076	80.76%
CYP2C8 inhibition	+	0.6311	63.11%
CYP inhibitory promiscuity	-	0.9860	98.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.6049	60.49%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5526	55.26%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.9267	92.67%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.4475	44.75%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	+	0.7737	77.37%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	+	0.7027	70.27%
Aromatase binding	+	0.7467	74.67%
PPAR gamma	+	0.6460	64.60%
Honey bee toxicity	-	0.7324	73.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8665	86.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.77%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.33%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.49%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.35%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.58%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.54%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	86.34%	83.82%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.16%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.13%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.08%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.97%	97.14%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.16%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.17%	96.90%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.64%	91.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.93%	94.80%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.39%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.07%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.24%	100.00%

Plants that contains it

• Schisandra propinqua

Cross-Links

• PubChem: 163010264
• LOTUS: LTS0206712
• wikiData: Q105212514