[7-(Ethoxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6-oxo-1,7a-dihydrocyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

Details

• Internal ID: 7f5f0f30-48be-40fc-a063-32976ed41689
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [7-(ethoxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6-oxo-1,7a-dihydrocyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate
• SMILES (Canonical): CCOCC1(C2C(OC=C(C2=CC1=O)COC(=O)CC(C)C)OC(=O)CC(C)C)O
• SMILES (Isomeric): CCOCC1(C2C(OC=C(C2=CC1=O)COC(=O)CC(C)C)OC(=O)CC(C)C)O
• InChI: InChI=1S/C22H32O8/c1-6-27-12-22(26)17(23)9-16-15(10-28-18(24)7-13(2)3)11-29-21(20(16)22)30-19(25)8-14(4)5/h9,11,13-14,20-21,26H,6-8,10,12H2,1-5H3
• InChI Key: GXDIBKDQQDPOBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₈
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.20971797 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 8
• 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	+	0.9802	98.02%
Caco-2	-	0.6394	63.94%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8013	80.13%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4909	49.09%
P-glycoprotein inhibitior	+	0.6015	60.15%
P-glycoprotein substrate	-	0.6715	67.15%
CYP3A4 substrate	+	0.6443	64.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	-	0.8236	82.36%
CYP2C19 inhibition	-	0.7867	78.67%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.8418	84.18%
CYP2C8 inhibition	-	0.5676	56.76%
CYP inhibitory promiscuity	-	0.9120	91.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5729	57.29%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4230	42.30%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5124	51.24%
skin sensitisation	-	0.7753	77.53%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5773	57.73%
Acute Oral Toxicity (c)	III	0.6304	63.04%
Estrogen receptor binding	+	0.6528	65.28%
Androgen receptor binding	+	0.6695	66.95%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7659	76.59%
Aromatase binding	+	0.6539	65.39%
PPAR gamma	-	0.5507	55.07%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9537	95.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	91.77%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.64%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	86.84%	98.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.10%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.39%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.92%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.01%	97.09%

Plants that contains it

• Patrinia rupestris

Cross-Links

• PubChem: 163077268
• LOTUS: LTS0180353
• wikiData: Q105023016