(alphaR,2R)-alpha,5alpha-Dimethyl-6alpha-[(1E,3E,5E,7E,9S)-1,9-diethyl-14-oxo-14-(1H-pyrrole-2-yl)-1,3,5,7-tetradecatetraenyl]tetrahydro-2H-pyran-2beta-acetic acid

Details

• Internal ID: 177d3d6c-95ae-4893-a48d-ea79cbf4cc72
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (2R)-2-[(2R,5S,6R)-6-[(3E,5E,7E,9E,11S)-11-ethyl-16-oxo-16-(1H-pyrrol-2-yl)hexadeca-3,5,7,9-tetraen-3-yl]-5-methyloxan-2-yl]propanoic acid
• SMILES (Canonical): CCC(CCCCC(=O)C1=CC=CN1)C=CC=CC=CC=C(CC)C2C(CCC(O2)C(C)C(=O)O)C
• SMILES (Isomeric): CC[C@@H](CCCCC(=O)C1=CC=CN1)/C=C/C=C/C=C/C=C(\CC)/[C@H]2[C@H](CC[C@@H](O2)[C@@H](C)C(=O)O)C
• InChI: InChI=1S/C31H45NO4/c1-5-25(16-12-13-19-28(33)27-18-14-22-32-27)15-10-8-7-9-11-17-26(6-2)30-23(3)20-21-29(36-30)24(4)31(34)35/h7-11,14-15,17-18,22-25,29-30,32H,5-6,12-13,16,19-21H2,1-4H3,(H,34,35)/b8-7+,11-9+,15-10+,26-17+/t23-,24+,25+,29+,30+/m0/s1
• InChI Key: IQVDATHRLIPXMF-JQEUNMIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₅NO₄
• Molecular Weight: 495.70 g/mol
• Exact Mass: 495.33485892 g/mol
• Topological Polar Surface Area (TPSA): 79.40 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9540	95.40%
Caco-2	-	0.6604	66.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6002	60.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8012	80.12%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9768	97.68%
P-glycoprotein inhibitior	+	0.8669	86.69%
P-glycoprotein substrate	+	0.5855	58.55%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	+	0.6115	61.15%
CYP2C9 inhibition	-	0.7020	70.20%
CYP2C19 inhibition	-	0.6640	66.40%
CYP2D6 inhibition	-	0.8720	87.20%
CYP1A2 inhibition	-	0.5186	51.86%
CYP2C8 inhibition	+	0.6002	60.02%
CYP inhibitory promiscuity	-	0.5918	59.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6204	62.04%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9465	94.65%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9335	93.35%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.8560	85.60%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9155	91.55%
Acute Oral Toxicity (c)	III	0.5091	50.91%
Estrogen receptor binding	+	0.6579	65.79%
Androgen receptor binding	-	0.5393	53.93%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.5430	54.30%
PPAR gamma	-	0.5653	56.53%
Honey bee toxicity	-	0.8705	87.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9705	97.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.41%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.09%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.96%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.26%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.85%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.15%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.22%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.02%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.06%	93.99%

Plants that contains it

• Allium ampeloprasum
• Artemisia gmelinii
• Drimia altissima
• Helenium amarum
• Scutellaria viscidula
• Senecio retrorsus
• Taxus wallichiana

Cross-Links

• PubChem: 101789368
• NPASS: NPC216908