(1R,2S,9Z,12Z,14R,15R,16R)-2-ethyl-15-hydroxy-16-iodo-3-oxabicyclo[12.3.0]heptadeca-9,12-dien-4-one

Details

• Internal ID: 0b5a613f-6117-4344-93fc-72709e150132
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,2S,9Z,12Z,14R,15R,16R)-2-ethyl-15-hydroxy-16-iodo-3-oxabicyclo[12.3.0]heptadeca-9,12-dien-4-one
• InChI: InChI=1S/C18H27IO3/c1-2-16-14-12-15(19)18(21)13(14)10-8-6-4-3-5-7-9-11-17(20)22-16/h3-4,8,10,13-16,18,21H,2,5-7,9,11-12H2,1H3/b4-3-,10-8-/t13-,14-,15-,16+,18-/m1/s1
• InChI Key: UCAGXEGCTCFHPD-ICVBTZQLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇IO₃
• Molecular Weight: 418.30 g/mol
• Exact Mass: 418.10049 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5025	50.25%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5455	54.55%
P-glycoprotein inhibitior	-	0.7737	77.37%
P-glycoprotein substrate	-	0.7963	79.63%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8470	84.70%
CYP3A4 inhibition	-	0.8056	80.56%
CYP2C9 inhibition	-	0.8022	80.22%
CYP2C19 inhibition	-	0.7509	75.09%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.7492	74.92%
CYP2C8 inhibition	-	0.8313	83.13%
CYP inhibitory promiscuity	-	0.8888	88.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9095	90.95%
Carcinogenicity (trinary)	Non-required	0.5082	50.82%
Eye corrosion	-	0.9606	96.06%
Eye irritation	-	0.9868	98.68%
Skin irritation	-	0.6967	69.67%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6796	67.96%
Micronuclear	-	0.8426	84.26%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6546	65.46%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8634	86.34%
Acute Oral Toxicity (c)	III	0.5882	58.82%
Estrogen receptor binding	+	0.7468	74.68%
Androgen receptor binding	-	0.8014	80.14%
Thyroid receptor binding	-	0.5241	52.41%
Glucocorticoid receptor binding	-	0.5851	58.51%
Aromatase binding	-	0.7167	71.67%
PPAR gamma	+	0.6364	63.64%
Honey bee toxicity	-	0.8130	81.30%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9572	95.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.56%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.46%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.12%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.84%	96.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.84%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.56%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.57%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162920989
• LOTUS: LTS0023064
• wikiData: Q105269771