[(4aR,6R,7aS,7bR)-3,6,7b-trimethyl-2-oxo-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-6-yl]methyl 6-oxooctadecanoate

Details

• Internal ID: 43aba8c0-8eb3-44f1-843c-b70f40fe7545
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: [(4aR,6R,7aS,7bR)-3,6,7b-trimethyl-2-oxo-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-6-yl]methyl 6-oxooctadecanoate
• InChI: InChI=1S/C33H54O4/c1-5-6-7-8-9-10-11-12-13-14-17-27(34)18-15-16-19-30(36)37-24-32(3)21-26-20-25(2)31-29(35)23-33(31,4)28(26)22-32/h26,28H,5-24H2,1-4H3/t26-,28+,32-,33-/m1/s1
• InChI Key: ABJMSVJRUNONJS-PJNNDAMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₄
• Molecular Weight: 514.80 g/mol
• Exact Mass: 514.40221020 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 8.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 18

Synonyms

• [(4aR,6R,7aS,7bR)-3,6,7b-trimethyl-2-oxo-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-6-yl]methyl 6-oxooctadecanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	-	0.6793	67.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7641	76.41%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9724	97.24%
P-glycoprotein inhibitior	+	0.6789	67.89%
P-glycoprotein substrate	-	0.5127	51.27%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.7657	76.57%
CYP2C9 inhibition	-	0.8263	82.63%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.8889	88.89%
CYP1A2 inhibition	-	0.8888	88.88%
CYP2C8 inhibition	+	0.5238	52.38%
CYP inhibitory promiscuity	-	0.7750	77.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5660	56.60%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.7818	78.18%
Skin irritation	-	0.5905	59.05%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5125	51.25%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8018	80.18%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.7758	77.58%
Estrogen receptor binding	+	0.6615	66.15%
Androgen receptor binding	-	0.5353	53.53%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.5975	59.75%
PPAR gamma	-	0.5200	52.00%
Honey bee toxicity	-	0.8542	85.42%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.8310	83.10%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL299	P17252	Protein kinase C alpha	98.22%	98.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL240	Q12809	HERG	97.63%	89.76%
CHEMBL2996	Q05655	Protein kinase C delta	97.52%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.87%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	91.74%	92.50%
CHEMBL3045	P05771	Protein kinase C beta	91.41%	97.63%
CHEMBL221	P23219	Cyclooxygenase-1	90.91%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.78%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.66%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.32%	97.25%
CHEMBL325	Q13547	Histone deacetylase 1	88.08%	95.92%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.45%	92.86%
CHEMBL321	P14780	Matrix metalloproteinase 9	86.24%	92.12%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.18%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.52%	94.66%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.46%	82.69%
CHEMBL230	P35354	Cyclooxygenase-2	84.74%	89.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.46%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.27%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.24%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.68%	97.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.61%	91.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.58%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.37%	85.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.29%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.96%	91.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.72%	90.08%
CHEMBL5028	O14672	ADAM10	80.71%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.46%	94.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.31%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15381480
• LOTUS: LTS0029402
• wikiData: Q105326520