(1R,4R,8S,10R)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione

Details

• Internal ID: 82f79bfe-54f8-4e74-b4fc-ff45981a9395
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1R,4R,8S,10R)-1-benzoyl-4-(2-hydroxypropan-2-yl)-9,9-dimethyl-8,10-bis(3-methylbut-2-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione
• InChI: InChI=1S/C33H42O5/c1-20(2)14-15-23-19-32(26(34)22-12-10-9-11-13-22)28-24(18-25(38-28)31(7,8)37)27(35)33(29(32)36,30(23,5)6)17-16-21(3)4/h9-14,16,23,25,37H,15,17-19H2,1-8H3/t23-,25-,32+,33+/m1/s1
• InChI Key: LCBFHHASTPVWNU-PSQRUQSASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₅
• Molecular Weight: 518.70 g/mol
• Exact Mass: 518.30322444 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6382	63.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7891	78.91%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	+	0.8440	84.40%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9652	96.52%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	-	0.5616	56.16%
CYP3A4 substrate	+	0.6501	65.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.6621	66.21%
CYP2C19 inhibition	-	0.7460	74.60%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.6978	69.78%
CYP2C8 inhibition	+	0.6909	69.09%
CYP inhibitory promiscuity	-	0.5832	58.32%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5170	51.70%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8833	88.33%
Skin irritation	-	0.6192	61.92%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6448	64.48%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6597	65.97%
skin sensitisation	-	0.6419	64.19%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5578	55.78%
Acute Oral Toxicity (c)	III	0.4929	49.29%
Estrogen receptor binding	+	0.6871	68.71%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.6135	61.35%
Glucocorticoid receptor binding	+	0.6665	66.65%
Aromatase binding	+	0.6345	63.45%
PPAR gamma	+	0.6898	68.98%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.15%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.36%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.98%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.06%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.00%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.54%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.51%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.97%	97.09%
CHEMBL5028	O14672	ADAM10	81.84%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.90%	97.25%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 162901973
• LOTUS: LTS0184924
• wikiData: Q105149745