(1Z,4S,8S,10Z,13R,16S)-8-ethoxy-16-hydroxy-11-methyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1,10-diene-6,9,15-trione

Details

• Internal ID: ff8c5b57-3774-40b0-96ce-16c2cd3e4b7b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1Z,4S,8S,10Z,13R,16S)-8-ethoxy-16-hydroxy-11-methyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1,10-diene-6,9,15-trione
• InChI: InChI=1S/C21H28O6/c1-5-26-18-11-15(22)10-14(12(2)3)6-7-16-20(24)19(27-21(16)25)9-13(4)8-17(18)23/h7-8,14,18-20,24H,2,5-6,9-11H2,1,3-4H3/b13-8-,16-7-/t14-,18-,19+,20-/m0/s1
• InChI Key: QNORHADVEHJLEG-UHRALLNKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7151	71.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6306	63.06%
P-glycoprotein inhibitior	-	0.6049	60.49%
P-glycoprotein substrate	-	0.6236	62.36%
CYP3A4 substrate	+	0.6148	61.48%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	+	0.6626	66.26%
CYP2C9 inhibition	-	0.6954	69.54%
CYP2C19 inhibition	-	0.6625	66.25%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.5507	55.07%
CYP2C8 inhibition	-	0.5919	59.19%
CYP inhibitory promiscuity	-	0.8391	83.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8409	84.09%
Skin irritation	-	0.5578	55.78%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6628	66.28%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6712	67.12%
skin sensitisation	-	0.8651	86.51%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.8435	84.35%
Acute Oral Toxicity (c)	III	0.4274	42.74%
Estrogen receptor binding	+	0.6330	63.30%
Androgen receptor binding	+	0.5222	52.22%
Thyroid receptor binding	-	0.6987	69.87%
Glucocorticoid receptor binding	+	0.7118	71.18%
Aromatase binding	-	0.6652	66.52%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.6938	69.38%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9963	99.63%

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	94.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.08%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.12%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.02%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.84%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.97%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10068113
• LOTUS: LTS0172311
• wikiData: Q105224581