1-benzoyl-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-(2-hydroxypropan-2-yl)-11,11-dimethyl-10-(3-methylbut-2-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione

Details

• Internal ID: de2d842c-be8e-4c4c-b73c-7b49870393bb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-benzoyl-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-(2-hydroxypropan-2-yl)-11,11-dimethyl-10-(3-methylbut-2-enyl)-3-oxatricyclo[6.3.1.02,6]dodec-2(6)-ene-7,12-dione
• SMILES (Canonical): CC(=CCCC(=CCC12CC(C(C(C1=O)(C3=C(C2=O)CC(O3)C(C)(C)O)C(=O)C4=CC=CC=C4)(C)C)CC=C(C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC12CC(C(C(C1=O)(C3=C(C2=O)CC(O3)C(C)(C)O)C(=O)C4=CC=CC=C4)(C)C)CC=C(C)C)/C)C
• InChI: InChI=1S/C38H50O5/c1-24(2)14-13-15-26(5)20-21-37-23-28(19-18-25(3)4)35(6,7)38(34(37)41,31(39)27-16-11-10-12-17-27)33-29(32(37)40)22-30(43-33)36(8,9)42/h10-12,14,16-18,20,28,30,42H,13,15,19,21-23H2,1-9H3/b26-20+
• InChI Key: ANKNKXVIQSJVBN-LHLOQNFPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₅
• Molecular Weight: 586.80 g/mol
• Exact Mass: 586.36582469 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 8.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.7692	76.92%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	0.5699	56.99%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	-	0.2691	26.91%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5154	51.54%
BSEP inhibitior	+	0.9889	98.89%
P-glycoprotein inhibitior	+	0.8303	83.03%
P-glycoprotein substrate	-	0.5319	53.19%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	+	0.6160	61.60%
CYP2C9 inhibition	-	0.7152	71.52%
CYP2C19 inhibition	-	0.8023	80.23%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.5927	59.27%
CYP2C8 inhibition	+	0.5920	59.20%
CYP inhibitory promiscuity	-	0.7774	77.74%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9234	92.34%
Skin irritation	-	0.5267	52.67%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7356	73.56%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7897	78.97%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5976	59.76%
Acute Oral Toxicity (c)	III	0.4712	47.12%
Estrogen receptor binding	+	0.6961	69.61%
Androgen receptor binding	+	0.6317	63.17%
Thyroid receptor binding	+	0.6552	65.52%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	+	0.7520	75.20%
PPAR gamma	+	0.7068	70.68%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.13%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.99%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.30%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.90%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.83%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.06%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.03%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.55%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.36%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.93%	96.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.21%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.37%	99.17%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.65%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.65%	89.34%

Plants that contains it

• Hypericum sampsonii

Cross-Links

• PubChem: 101017691
• LOTUS: LTS0011768
• wikiData: Q104915244