[1-(3-methylbut-2-enyl)-3-oxo-5-(6-oxohept-1-en-2-yl)-4,4a,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-6-yl] acetate

Details

• Internal ID: 71aa3fad-ddf7-44b0-ab05-4873b0adcb23
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [1-(3-methylbut-2-enyl)-3-oxo-5-(6-oxohept-1-en-2-yl)-4,4a,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-6-yl] acetate
• SMILES (Canonical): CC(=CCC1C2=COC(C(C2CC(=O)O1)C(=C)CCCC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC(=CCC1C2=COC(C(C2CC(=O)O1)C(=C)CCCC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C22H30O6/c1-13(2)9-10-19-18-12-26-22(27-16(5)24)21(17(18)11-20(25)28-19)14(3)7-6-8-15(4)23/h9,12,17,19,21-22H,3,6-8,10-11H2,1-2,4-5H3
• InChI Key: CILYNFXVBBCMQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.4917	49.17%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7352	73.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7833	78.33%
OATP1B3 inhibitior	-	0.3394	33.94%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8832	88.32%
P-glycoprotein inhibitior	+	0.7158	71.58%
P-glycoprotein substrate	-	0.5245	52.45%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	+	0.5512	55.12%
CYP2C9 inhibition	-	0.7953	79.53%
CYP2C19 inhibition	-	0.8222	82.22%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.7153	71.53%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8167	81.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.8281	82.81%
Skin irritation	-	0.6025	60.25%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6066	60.66%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6201	62.01%
skin sensitisation	-	0.7308	73.08%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7299	72.99%
Acute Oral Toxicity (c)	III	0.7201	72.01%
Estrogen receptor binding	+	0.7634	76.34%
Androgen receptor binding	-	0.6010	60.10%
Thyroid receptor binding	-	0.4878	48.78%
Glucocorticoid receptor binding	+	0.8482	84.82%
Aromatase binding	-	0.5510	55.10%
PPAR gamma	+	0.5831	58.31%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	98.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.30%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.58%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.19%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.47%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73819806
• LOTUS: LTS0220852
• wikiData: Q104959955