(1S,2R,6R,9R,11R,12R,15R)-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.02,10.05,9]pentadec-4-ene-3,8,14-trione

Details

• Internal ID: 72e693ac-4068-4552-9d9f-8135d426bd09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: (1S,2R,6R,9R,11R,12R,15R)-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.02,10.05,9]pentadec-4-ene-3,8,14-trione
• InChI: InChI=1S/C18H22O5/c1-7-5-10(19)17(3)9(7)6-11(20)18(4)12-8(2)14(23-16(12)22)13(21)15(17)18/h6-8,12-15,21H,5H2,1-4H3/t7-,8-,12-,13+,14-,15?,17-,18+/m1/s1
• InChI Key: QCEYUNMTQLCPRK-JMWOUEIUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.6645	66.45%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6356	63.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9267	92.67%
P-glycoprotein inhibitior	-	0.7951	79.51%
P-glycoprotein substrate	-	0.6214	62.14%
CYP3A4 substrate	+	0.5962	59.62%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.7664	76.64%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.6138	61.38%
CYP2C8 inhibition	-	0.8601	86.01%
CYP inhibitory promiscuity	-	0.9011	90.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.3783	37.83%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9180	91.80%
Skin irritation	+	0.5423	54.23%
Skin corrosion	-	0.8609	86.09%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6382	63.82%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.6962	69.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.5882	58.82%
Estrogen receptor binding	+	0.6092	60.92%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	-	0.5756	57.56%
Glucocorticoid receptor binding	+	0.5926	59.26%
Aromatase binding	-	0.6393	63.93%
PPAR gamma	-	0.6462	64.62%
Honey bee toxicity	-	0.8296	82.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.52%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.12%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.40%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.44%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.48%	97.09%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 102572962
• LOTUS: LTS0137748
• wikiData: Q105218199