[(1E,7Z,9Z)-10-cyclohexyl-3,6-dihydroxy-3-methyl-1-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)deca-1,7,9-trien-4-yl] dihydrogen phosphate

Details

• Internal ID: 84ea4081-2338-4ecb-8cf0-c3acfa4853c4
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(1E,7Z,9Z)-10-cyclohexyl-3,6-dihydroxy-3-methyl-1-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)deca-1,7,9-trien-4-yl] dihydrogen phosphate
• SMILES (Canonical): CC1C=CC(=O)OC1C=CC(C)(C(CC(C=CC=CC2CCCCC2)O)OP(=O)(O)O)O
• SMILES (Isomeric): CC1C=CC(=O)OC1/C=C/C(C)(C(CC(/C=C\C=C/C2CCCCC2)O)OP(=O)(O)O)O
• InChI: InChI=1S/C23H35O8P/c1-17-12-13-22(25)30-20(17)14-15-23(2,26)21(31-32(27,28)29)16-19(24)11-7-6-10-18-8-4-3-5-9-18/h6-7,10-15,17-21,24,26H,3-5,8-9,16H2,1-2H3,(H2,27,28,29)/b10-6-,11-7-,15-14+
• InChI Key: VVULKSCKRBKZQX-NBQVKDJASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅O₈P
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.20695507 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6290	62.90%
Caco-2	-	0.8469	84.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8360	83.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8642	86.42%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5972	59.72%
P-glycoprotein inhibitior	-	0.4314	43.14%
P-glycoprotein substrate	-	0.5457	54.57%
CYP3A4 substrate	+	0.6609	66.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.8921	89.21%
CYP2C9 inhibition	-	0.8734	87.34%
CYP2C19 inhibition	-	0.8271	82.71%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	+	0.4779	47.79%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6556	65.56%
Eye corrosion	-	0.9567	95.67%
Eye irritation	-	0.9587	95.87%
Skin irritation	-	0.7090	70.90%
Skin corrosion	-	0.8109	81.09%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4710	47.10%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6293	62.93%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8045	80.45%
Acute Oral Toxicity (c)	III	0.4592	45.92%
Estrogen receptor binding	+	0.7473	74.73%
Androgen receptor binding	-	0.5724	57.24%
Thyroid receptor binding	+	0.5137	51.37%
Glucocorticoid receptor binding	+	0.7007	70.07%
Aromatase binding	+	0.5330	53.30%
PPAR gamma	+	0.6153	61.53%
Honey bee toxicity	-	0.7169	71.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	99.81%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.50%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.20%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	89.55%	94.01%
CHEMBL3401	O75469	Pregnane X receptor	88.02%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.60%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	84.47%	92.50%
CHEMBL1873	P00750	Tissue-type plasminogen activator	83.91%	93.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.01%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.55%	96.43%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.02%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.74%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.65%	91.07%
CHEMBL3012	Q13946	Phosphodiesterase 7A	81.58%	99.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.15%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.53%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 72189492
• LOTUS: LTS0139156
• wikiData: Q105257372