16-Hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecane-3,11,15-trione

Details

• Internal ID: a14cbf60-5411-4236-ad1a-f5c8a6782fe3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 16-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecane-3,11,15-trione
• SMILES (Canonical): CC1CC(C(=O)C2(C1CC3C4(C2C(C(=O)C(C4CC(=O)O3)C)O)C)C)OC
• SMILES (Isomeric): CC1CC(C(=O)C2(C1CC3C4(C2C(C(=O)C(C4CC(=O)O3)C)O)C)C)OC
• InChI: InChI=1S/C21H30O6/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/h9-14,17-18,24H,6-8H2,1-5H3
• InChI Key: WLPFNLLPJCMFPA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₆
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.20423867 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.77
• 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	+	0.9466	94.66%
Caco-2	+	0.4920	49.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7073	70.73%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7720	77.20%
P-glycoprotein inhibitior	-	0.7116	71.16%
P-glycoprotein substrate	-	0.5440	54.40%
CYP3A4 substrate	+	0.6759	67.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.7949	79.49%
CYP2C9 inhibition	-	0.9606	96.06%
CYP2C19 inhibition	-	0.9637	96.37%
CYP2D6 inhibition	-	0.9629	96.29%
CYP1A2 inhibition	-	0.8275	82.75%
CYP2C8 inhibition	-	0.7195	71.95%
CYP inhibitory promiscuity	-	0.9875	98.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6931	69.31%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.6867	68.67%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	+	0.6346	63.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6978	69.78%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8768	87.68%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7795	77.95%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.6944	69.44%
Thyroid receptor binding	-	0.4899	48.99%
Glucocorticoid receptor binding	+	0.7464	74.64%
Aromatase binding	+	0.5663	56.63%
PPAR gamma	+	0.6561	65.61%
Honey bee toxicity	-	0.6894	68.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	94.93%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.75%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	89.02%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.02%	92.94%
CHEMBL2581	P07339	Cathepsin D	85.81%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.53%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.60%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.90%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.23%	100.00%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 162905573
• LOTUS: LTS0006308
• wikiData: Q105308140