4-[1-[3-Hexanoyl-2,4,6-trihydroxy-5-[1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohexen-1-yl)-2-methylpropyl]phenyl]-2-methylpropyl]-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione

Details

• Internal ID: e9da0039-8d90-4ad5-a57a-00f2f690b237
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-[1-[3-hexanoyl-2,4,6-trihydroxy-5-[1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohexen-1-yl)-2-methylpropyl]phenyl]-2-methylpropyl]-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
• SMILES (Canonical): CCCCCC(=O)C1=C(C(=C(C(=C1O)C(C2=C(C(C(=O)C(C2=O)(C)C)(C)C)O)C(C)C)O)C(C3=C(C(C(=O)C(C3=O)(C)C)(C)C)O)C(C)C)O
• SMILES (Isomeric): CCCCCC(=O)C1=C(C(=C(C(=C1O)C(C2=C(C(C(=O)C(C2=O)(C)C)(C)C)O)C(C)C)O)C(C3=C(C(C(=O)C(C3=O)(C)C)(C)C)O)C(C)C)O
• InChI: InChI=1S/C40H56O10/c1-14-15-16-17-20(41)23-28(42)24(21(18(2)3)26-31(45)37(6,7)35(49)38(8,9)32(26)46)30(44)25(29(23)43)22(19(4)5)27-33(47)39(10,11)36(50)40(12,13)34(27)48/h18-19,21-22,42-45,47H,14-17H2,1-13H3
• InChI Key: LQEXHUUSBGSPPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₁₀
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.38734798 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 8.08
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.8117	81.17%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8526	85.26%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.7235	72.35%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5751	57.51%
P-glycoprotein inhibitior	+	0.6996	69.96%
P-glycoprotein substrate	-	0.6025	60.25%
CYP3A4 substrate	+	0.5518	55.18%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	+	0.7225	72.25%
CYP2C9 inhibition	+	0.6293	62.93%
CYP2C19 inhibition	+	0.6362	63.62%
CYP2D6 inhibition	-	0.7745	77.45%
CYP1A2 inhibition	+	0.5743	57.43%
CYP2C8 inhibition	-	0.7326	73.26%
CYP inhibitory promiscuity	+	0.7261	72.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8568	85.68%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4581	45.81%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6660	66.60%
skin sensitisation	-	0.5955	59.55%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6852	68.52%
Acute Oral Toxicity (c)	III	0.6250	62.50%
Estrogen receptor binding	+	0.7523	75.23%
Androgen receptor binding	+	0.6598	65.98%
Thyroid receptor binding	+	0.6108	61.08%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.6993	69.93%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5149	51.49%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5658	O14684	Prostaglandin E synthase	600 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.25%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.55%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.92%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.77%	97.29%
CHEMBL230	P35354	Cyclooxygenase-2	89.59%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.52%	93.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.51%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	89.18%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.61%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.86%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.50%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.77%	91.24%
CHEMBL268	P43235	Cathepsin K	82.72%	96.85%
CHEMBL3401	O75469	Pregnane X receptor	82.02%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.42%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.26%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.83%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.61%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	80.34%	93.31%

Plants that contains it

• Corymbia scabrida

Cross-Links

• PubChem: 46237764
• LOTUS: LTS0210998
• wikiData: Q105155496