3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-2-ethyl-4-hydroxy-7-methoxy-3-methyl-2H-benzo[g][1]benzofuran-6,9-dione

Details

• Internal ID: 19412644-87f7-446e-9b33-fedf1e6a6dfb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-2-ethyl-4-hydroxy-7-methoxy-3-methyl-2H-benzo[g][1]benzofuran-6,9-dione
• SMILES (Canonical): CCC1C(C2=C(C=C3C(=C2O1)C(=O)C=C(C3=O)OC)O)(C)CCC4C(=C)CCCC4(C)C
• SMILES (Isomeric): CCC1C(C2=C(C=C3C(=C2O1)C(=O)C=C(C3=O)OC)O)(C)CCC4C(=C)CCCC4(C)C
• InChI: InChI=1S/C27H34O5/c1-7-21-27(5,12-10-17-15(2)9-8-11-26(17,3)4)23-19(29)13-16-22(25(23)32-21)18(28)14-20(31-6)24(16)30/h13-14,17,21,29H,2,7-12H2,1,3-6H3
• InChI Key: FBKTXRWCMSOJAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₅
• Molecular Weight: 438.60 g/mol
• Exact Mass: 438.24062418 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.5166	51.66%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7635	76.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8107	81.07%
OATP1B3 inhibitior	-	0.2228	22.28%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9022	90.22%
P-glycoprotein inhibitior	+	0.7347	73.47%
P-glycoprotein substrate	-	0.5312	53.12%
CYP3A4 substrate	+	0.6676	66.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	+	0.6060	60.60%
CYP2C9 inhibition	-	0.5610	56.10%
CYP2C19 inhibition	+	0.5691	56.91%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	+	0.6667	66.67%
CYP2C8 inhibition	+	0.7380	73.80%
CYP inhibitory promiscuity	+	0.5713	57.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.6795	67.95%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7229	72.29%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5611	56.11%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7099	70.99%
Acute Oral Toxicity (c)	III	0.4342	43.42%
Estrogen receptor binding	+	0.7163	71.63%
Androgen receptor binding	+	0.5765	57.65%
Thyroid receptor binding	+	0.6052	60.52%
Glucocorticoid receptor binding	+	0.7997	79.97%
Aromatase binding	+	0.7997	79.97%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.7045	70.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.78%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.02%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	92.31%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.19%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.83%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.36%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.24%	93.40%
CHEMBL230	P35354	Cyclooxygenase-2	90.05%	89.63%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.99%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.21%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.34%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.93%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.78%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.89%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.52%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.76%	96.77%
CHEMBL2535	P11166	Glucose transporter	84.04%	98.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.97%	96.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.40%	99.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.28%	92.62%

Plants that contains it

• Hyoscyamus albus
• Solandra grandiflora

Cross-Links

• PubChem: 163087764
• LOTUS: LTS0216589
• wikiData: Q105142578