8-Benzoyl-6-(2-hydroxy-3-methylbut-3-enyl)-10-(3-hydroxy-3-methylbut-1-enyl)-3-(2-hydroxypropan-2-yl)-9,9-dimethyl-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

• Internal ID: a5d351ed-30d6-4ee4-b9c5-0643573389e7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 8-benzoyl-6-(2-hydroxy-3-methylbut-3-enyl)-10-(3-hydroxy-3-methylbut-1-enyl)-3-(2-hydroxypropan-2-yl)-9,9-dimethyl-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
• SMILES (Canonical): CC(=C)C(CC1=C2C3(CC(C(C(C1=O)(C3=O)C(=O)C4=CC=CC=C4)(C)C)C=CC(C)(C)O)CC(O2)C(C)(C)O)O
• SMILES (Isomeric): CC(=C)C(CC1=C2C3(CC(C(C(C1=O)(C3=O)C(=O)C4=CC=CC=C4)(C)C)C=CC(C)(C)O)CC(O2)C(C)(C)O)O
• InChI: InChI=1S/C33H42O7/c1-19(2)23(34)16-22-26(36)33(25(35)20-12-10-9-11-13-20)28(37)32(18-24(31(7,8)39)40-27(22)32)17-21(30(33,5)6)14-15-29(3,4)38/h9-15,21,23-24,34,38-39H,1,16-18H2,2-8H3
• InChI Key: RHBKQSJAFOEXDI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₇
• Molecular Weight: 550.70 g/mol
• Exact Mass: 550.29305367 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• 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	-	0.7383	73.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7338	73.38%
OATP2B1 inhibitior	-	0.7103	71.03%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.8823	88.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9363	93.63%
P-glycoprotein inhibitior	+	0.6919	69.19%
P-glycoprotein substrate	+	0.5407	54.07%
CYP3A4 substrate	+	0.6651	66.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
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	+	0.6581	65.81%
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	-	0.8960	89.60%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5258	52.58%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.6446	64.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5540	55.40%
Acute Oral Toxicity (c)	III	0.3838	38.38%
Estrogen receptor binding	+	0.7332	73.32%
Androgen receptor binding	+	0.6317	63.17%
Thyroid receptor binding	+	0.6414	64.14%
Glucocorticoid receptor binding	+	0.6824	68.24%
Aromatase binding	+	0.6822	68.22%
PPAR gamma	+	0.6751	67.51%
Honey bee toxicity	-	0.7934	79.34%
Biodegradation	-	0.8000	80.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.16%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.80%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.73%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.68%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.50%	97.25%
CHEMBL3524	P56524	Histone deacetylase 4	88.79%	92.97%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.77%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.94%	91.19%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.61%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.71%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.41%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.68%	97.09%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%

Plants that contains it

• Hypericum scabrum

Cross-Links

• PubChem: 85392256
• LOTUS: LTS0140290
• wikiData: Q105236251