8-Benzoyl-6-(2-hydroxy-3-methylbut-3-enyl)-3-(2-hydroxypropan-2-yl)-9,9-dimethyl-10-(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

• Internal ID: 2824e587-c27f-4456-bd6d-9b90633a614b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 8-benzoyl-6-(2-hydroxy-3-methylbut-3-enyl)-3-(2-hydroxypropan-2-yl)-9,9-dimethyl-10-(3-methylbut-2-enyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
• SMILES (Canonical): CC(=CCC1CC23CC(OC2=C(C(=O)C(C3=O)(C1(C)C)C(=O)C4=CC=CC=C4)CC(C(=C)C)O)C(C)(C)O)C
• SMILES (Isomeric): CC(=CCC1CC23CC(OC2=C(C(=O)C(C3=O)(C1(C)C)C(=O)C4=CC=CC=C4)CC(C(=C)C)O)C(C)(C)O)C
• InChI: InChI=1S/C33H42O6/c1-19(2)14-15-22-17-32-18-25(31(7,8)38)39-28(32)23(16-24(34)20(3)4)27(36)33(29(32)37,30(22,5)6)26(35)21-12-10-9-11-13-21/h9-14,22,24-25,34,38H,3,15-18H2,1-2,4-8H3
• InChI Key: DNOHMBMARBGRGW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₆
• Molecular Weight: 534.70 g/mol
• Exact Mass: 534.29813906 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.7303	73.03%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7338	73.38%
OATP2B1 inhibitior	-	0.7077	70.77%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.8823	88.23%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9046	90.46%
P-glycoprotein inhibitior	+	0.6790	67.90%
P-glycoprotein substrate	+	0.5290	52.90%
CYP3A4 substrate	+	0.6645	66.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.7054	70.54%
CYP2C19 inhibition	-	0.7192	71.92%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	-	0.7407	74.07%
CYP2C8 inhibition	+	0.6129	61.29%
CYP inhibitory promiscuity	-	0.6524	65.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5117	51.17%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6446	64.46%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6222	62.22%
Acute Oral Toxicity (c)	III	0.3838	38.38%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.6060	60.60%
Thyroid receptor binding	+	0.6108	61.08%
Glucocorticoid receptor binding	+	0.6776	67.76%
Aromatase binding	+	0.7089	70.89%
PPAR gamma	+	0.6533	65.33%
Honey bee toxicity	-	0.8100	81.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	97.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.99%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	96.53%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.97%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.61%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	90.30%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.28%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.63%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.05%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.43%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.44%	100.00%
CHEMBL5028	O14672	ADAM10	82.71%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.96%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.91%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.59%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.00%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.57%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.49%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.48%	93.00%

Plants that contains it

• Hypericum scabrum

Cross-Links

• PubChem: 85116970
• LOTUS: LTS0017499
• wikiData: Q104985658