(1S,2S,6S,7R,9R,13S,14R,16S,17S)-16-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11,15-trione

Details

• Internal ID: 0a18658a-959c-43c9-b819-929bc105bd2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1S,2S,6S,7R,9R,13S,14R,16S,17S)-16-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11,15-trione
• InChI: InChI=1S/C21H28O6/c1-9-6-13(26-5)19(25)21(4)11(9)7-14-20(3)12(8-15(22)27-14)10(2)16(23)17(24)18(20)21/h6,9-12,14,17-18,24H,7-8H2,1-5H3/t9-,10-,11-,12+,14-,17-,18+,20-,21+/m1/s1
• InChI Key: WKQCYNCZDDJXEK-CODJSHPISA-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: 2.10
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 6
• 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	+	0.9753	97.53%
Caco-2	+	0.5309	53.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7271	72.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8453	84.53%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6361	63.61%
P-glycoprotein inhibitior	-	0.6242	62.42%
P-glycoprotein substrate	-	0.5727	57.27%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.8712	87.12%
CYP2C9 inhibition	-	0.9823	98.23%
CYP2C19 inhibition	-	0.9505	95.05%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	-	0.6482	64.82%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6019	60.19%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.6297	62.97%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5681	56.81%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.7088	70.88%
skin sensitisation	-	0.7842	78.42%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6102	61.02%
Acute Oral Toxicity (c)	III	0.5757	57.57%
Estrogen receptor binding	+	0.7446	74.46%
Androgen receptor binding	+	0.5849	58.49%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	+	0.7175	71.75%
Aromatase binding	-	0.5055	50.55%
PPAR gamma	+	0.5745	57.45%
Honey bee toxicity	-	0.7342	73.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8861	88.61%

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	94.88%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.09%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.03%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.89%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%

Plants that contains it

• Picrasma crenata

Cross-Links

• PubChem: 162931712
• LOTUS: LTS0191676
• wikiData: Q105307604