[(2R)-2-[(1R,4aS,7S,7aR)-4,7-dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl] acetate

Details

• Internal ID: c464e894-263d-4e97-9389-2eaabeb58ade
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2R)-2-[(1R,4aS,7S,7aR)-4,7-dimethyl-3-(3-methylbutanoyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]-4-methyl-3-oxo-1-benzofuran-2-yl] acetate
• SMILES (Canonical): CC1CCC2C1C(OC(=C2C)C(=O)CC(C)C)C3(C(=O)C4=C(C=CC=C4O3)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1[C@@H](OC(=C2C)C(=O)CC(C)C)[C@]3(C(=O)C4=C(C=CC=C4O3)C)OC(=O)C
• InChI: InChI=1S/C26H32O6/c1-13(2)12-19(28)23-16(5)18-11-10-15(4)21(18)25(30-23)26(31-17(6)27)24(29)22-14(3)8-7-9-20(22)32-26/h7-9,13,15,18,21,25H,10-12H2,1-6H3/t15-,18+,21+,25+,26+/m0/s1
• InChI Key: FUSPELHEBSYWMX-WKEMHGQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₆
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.21988874 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.7189	71.89%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8095	80.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	-	0.4280	42.80%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8527	85.27%
P-glycoprotein inhibitior	+	0.8338	83.38%
P-glycoprotein substrate	+	0.6149	61.49%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	+	0.6008	60.08%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	+	0.7329	73.29%
CYP2C9 inhibition	+	0.5348	53.48%
CYP2C19 inhibition	+	0.5634	56.34%
CYP2D6 inhibition	-	0.8627	86.27%
CYP1A2 inhibition	-	0.5863	58.63%
CYP2C8 inhibition	+	0.5842	58.42%
CYP inhibitory promiscuity	+	0.7048	70.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4851	48.51%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8592	85.92%
Skin irritation	-	0.7336	73.36%
Skin corrosion	-	0.9069	90.69%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3739	37.39%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6334	63.34%
skin sensitisation	-	0.7723	77.23%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6389	63.89%
Acute Oral Toxicity (c)	III	0.3764	37.64%
Estrogen receptor binding	+	0.7034	70.34%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.7718	77.18%
Aromatase binding	-	0.5267	52.67%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	98.21%	94.80%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.53%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.19%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.65%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.61%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.91%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.61%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.99%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	84.32%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	84.03%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.93%	96.47%
CHEMBL5028	O14672	ADAM10	83.62%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.40%	91.19%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.93%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.74%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.59%	94.45%

Plants that contains it

• Aphyllocladus denticulatus

Cross-Links

• PubChem: 162900082
• LOTUS: LTS0264383
• wikiData: Q105001982