(1R,2S,8Z,11Z,13R,14R,16S)-2-[(1S,2R)-2-ethylcyclopropyl]-3,15-dioxatricyclo[11.4.0.014,16]heptadeca-8,11-dien-4-one

Details

• Internal ID: fc923dca-5232-48b6-9551-e9c35c00f7f7
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,2S,8Z,11Z,13R,14R,16S)-2-[(1S,2R)-2-ethylcyclopropyl]-3,15-dioxatricyclo[11.4.0.014,16]heptadeca-8,11-dien-4-one
• SMILES (Canonical): CCC1CC1C2C3CC4C(C3C=CCC=CCCCC(=O)O2)O4
• SMILES (Isomeric): CC[C@@H]1C[C@@H]1[C@H]2[C@@H]3C[C@H]4[C@@H]([C@@H]3/C=C\C/C=C\CCCC(=O)O2)O4
• InChI: InChI=1S/C20H28O3/c1-2-13-11-15(13)19-16-12-17-20(22-17)14(16)9-7-5-3-4-6-8-10-18(21)23-19/h3-4,7,9,13-17,19-20H,2,5-6,8,10-12H2,1H3/b4-3-,9-7-/t13-,14-,15+,16-,17+,19+,20-/m1/s1
• InChI Key: YJRNYEWLGNTSHT-AQSPWTPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8412	84.12%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.4499	44.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7572	75.72%
P-glycoprotein inhibitior	-	0.7459	74.59%
P-glycoprotein substrate	-	0.7954	79.54%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.8734	87.34%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.7086	70.86%
CYP2C8 inhibition	-	0.8428	84.28%
CYP inhibitory promiscuity	-	0.7803	78.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6722	67.22%
Eye corrosion	-	0.9493	94.93%
Eye irritation	-	0.9253	92.53%
Skin irritation	-	0.6594	65.94%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7182	71.82%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6062	60.62%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6414	64.14%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.6027	60.27%
Androgen receptor binding	-	0.7613	76.13%
Thyroid receptor binding	-	0.5996	59.96%
Glucocorticoid receptor binding	-	0.5505	55.05%
Aromatase binding	-	0.6802	68.02%
PPAR gamma	-	0.5627	56.27%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9344	93.44%

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	95.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.91%	90.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.85%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.10%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.27%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162862691
• LOTUS: LTS0171069
• wikiData: Q105349424