[(1S,6S,7R,7aS)-6-acetyloxy-7-(acetyloxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

Details

• Internal ID: 8b043a03-41d0-4d65-8592-1b137a2aac29
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1S,6S,7R,7aS)-6-acetyloxy-7-(acetyloxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate
• InChI: InChI=1S/C24H34O10/c1-13(2)7-20(27)30-10-17-11-31-23(34-21(28)8-14(3)4)22-18(17)9-19(33-16(6)26)24(22,29)12-32-15(5)25/h9,11,13-14,19,22-23,29H,7-8,10,12H2,1-6H3/t19-,22+,23-,24+/m0/s1
• InChI Key: JCQNBCPVSOEFPG-GMHONNGPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₁₀
• Molecular Weight: 482.50 g/mol
• Exact Mass: 482.21519728 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 10
• 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	+	0.9784	97.84%
Caco-2	-	0.7495	74.95%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7938	79.38%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7509	75.09%
P-glycoprotein inhibitior	+	0.7312	73.12%
P-glycoprotein substrate	-	0.6001	60.01%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.8705	87.05%
CYP2C19 inhibition	-	0.8637	86.37%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.8428	84.28%
CYP2C8 inhibition	+	0.4591	45.91%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5768	57.68%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.5985	59.85%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5999	59.99%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.7389	73.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6702	67.02%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	+	0.6985	69.85%
Androgen receptor binding	+	0.5709	57.09%
Thyroid receptor binding	-	0.5367	53.67%
Glucocorticoid receptor binding	+	0.7783	77.83%
Aromatase binding	+	0.6231	62.31%
PPAR gamma	+	0.5826	58.26%
Honey bee toxicity	-	0.7712	77.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9499	94.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.80%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.12%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	82.30%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.46%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.16%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.04%	91.19%

Plants that contains it

• Patrinia rupestris

Cross-Links

• PubChem: 162845792
• LOTUS: LTS0066032
• wikiData: Q105125034