8-Benzoyl-1-(3,7-dimethylocta-2,6-dienyl)-4-(2-hydroxypropan-2-yl)-7,7-dimethyl-3-(3-methylbut-2-enyl)tricyclo[4.3.1.13,8]undecane-2,9,11-trione

Details

• Internal ID: 4ef934b0-ee8e-4821-b03c-fcd0a23f89bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 8-benzoyl-1-(3,7-dimethylocta-2,6-dienyl)-4-(2-hydroxypropan-2-yl)-7,7-dimethyl-3-(3-methylbut-2-enyl)tricyclo[4.3.1.13,8]undecane-2,9,11-trione
• SMILES (Canonical): CC(=CCCC(=CCC12CC3CC(C(C1=O)(C(=O)C(C2=O)(C3(C)C)C(=O)C4=CC=CC=C4)CC=C(C)C)C(C)(C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC12CC3CC(C(C1=O)(C(=O)C(C2=O)(C3(C)C)C(=O)C4=CC=CC=C4)CC=C(C)C)C(C)(C)O)C)C
• InChI: InChI=1S/C38H50O5/c1-24(2)14-13-15-26(5)19-20-36-23-28-22-29(35(8,9)43)37(31(36)40,21-18-25(3)4)33(42)38(32(36)41,34(28,6)7)30(39)27-16-11-10-12-17-27/h10-12,14,16-19,28-29,43H,13,15,20-23H2,1-9H3
• InChI Key: GGXZVCSJJZPQKC-UHFFFAOYSA-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): 88.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.83
• 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	+	0.9948	99.48%
Caco-2	-	0.7548	75.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	0.7086	70.86%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	-	0.2385	23.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9889	98.89%
P-glycoprotein inhibitior	+	0.8229	82.29%
P-glycoprotein substrate	+	0.5345	53.45%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8017	80.17%
CYP3A4 inhibition	-	0.6274	62.74%
CYP2C9 inhibition	-	0.5363	53.63%
CYP2C19 inhibition	-	0.6276	62.76%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.6326	63.26%
CYP2C8 inhibition	+	0.5285	52.85%
CYP inhibitory promiscuity	-	0.7458	74.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9211	92.11%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7545	75.45%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.6072	60.72%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5677	56.77%
Acute Oral Toxicity (c)	III	0.6016	60.16%
Estrogen receptor binding	+	0.7232	72.32%
Androgen receptor binding	+	0.6566	65.66%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.7692	76.92%
Aromatase binding	+	0.6970	69.70%
PPAR gamma	+	0.7177	71.77%
Honey bee toxicity	-	0.7972	79.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	93.44%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.15%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.96%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.51%	94.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.09%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.71%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.56%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.13%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.39%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.20%	99.17%
CHEMBL5028	O14672	ADAM10	80.16%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.01%	89.00%

Plants that contains it

• Hypericum erectum

Cross-Links

• PubChem: 75104365
• LOTUS: LTS0004846
• wikiData: Q105008369