[1-(1-acetyloxyethyl)-6-(2-methylbutanoyloxy)-4-methylidene-7-(2-methyloxiran-2-yl)-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] 3-methylpent-2-enoate

Details

• Internal ID: 57ad8045-7c4b-4933-848d-7420195f41d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [1-(1-acetyloxyethyl)-6-(2-methylbutanoyloxy)-4-methylidene-7-(2-methyloxiran-2-yl)-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] 3-methylpent-2-enoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2C(CC(=O)C2C(C)OC(=O)C)C(=C)C1OC(=O)C=C(C)CC)C3(CO3)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C2C(CC(=O)C2C(C)OC(=O)C)C(=C)C1OC(=O)C=C(C)CC)C3(CO3)C
• InChI: InChI=1S/C28H40O8/c1-9-14(3)11-21(31)35-25-16(5)19-12-20(30)22(17(6)34-18(7)29)23(19)24(28(8)13-33-28)26(25)36-27(32)15(4)10-2/h11,15,17,19,22-26H,5,9-10,12-13H2,1-4,6-8H3
• InChI Key: RKAGQEAKHTWMEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₈
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.27231823 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.6557	65.57%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5864	58.64%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9644	96.44%
P-glycoprotein inhibitior	+	0.8550	85.50%
P-glycoprotein substrate	+	0.5380	53.80%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8961	89.61%
CYP3A4 inhibition	-	0.6180	61.80%
CYP2C9 inhibition	-	0.7735	77.35%
CYP2C19 inhibition	-	0.7191	71.91%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.7069	70.69%
CYP2C8 inhibition	+	0.6172	61.72%
CYP inhibitory promiscuity	-	0.6279	62.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.6260	62.60%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4933	49.33%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5709	57.09%
skin sensitisation	-	0.6522	65.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5261	52.61%
Acute Oral Toxicity (c)	III	0.5368	53.68%
Estrogen receptor binding	+	0.7696	76.96%
Androgen receptor binding	+	0.6866	68.66%
Thyroid receptor binding	+	0.6062	60.62%
Glucocorticoid receptor binding	+	0.8189	81.89%
Aromatase binding	+	0.7534	75.34%
PPAR gamma	+	0.6279	62.79%
Honey bee toxicity	-	0.6700	67.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.45%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.02%	89.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.22%	89.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.15%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.52%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.12%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.21%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.91%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.96%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.71%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	82.35%	94.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.24%	82.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.01%	97.28%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.92%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	81.90%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	80.40%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.30%	92.62%
CHEMBL236	P41143	Delta opioid receptor	80.26%	99.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.19%	96.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.18%	92.88%

Plants that contains it

• Pittocaulon bombycophole

Cross-Links

• PubChem: 78141415
• LOTUS: LTS0229935
• wikiData: Q105238269