[(4aR,7S,7aS)-6-acetyloxy-7-(chloromethyl)-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate

Details

• Internal ID: a70ebedf-cc49-42ec-aebf-0c11bf0dbf9e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(4aR,7S,7aS)-6-acetyloxy-7-(chloromethyl)-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
• InChI: InChI=1S/C27H41ClO11/c1-14(2)8-20(30)38-22(16(5)6)24(32)35-11-18-12-36-25(39-21(31)9-15(3)4)23-26(18,33)10-19(37-17(7)29)27(23,34)13-28/h12,14-16,19,22-23,25,33-34H,8-11,13H2,1-7H3/t19?,22?,23-,25?,26-,27+/m0/s1
• InChI Key: OEVPPNBQSYOUCV-VZRJMMADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₁ClO₁₁
• Molecular Weight: 577.10 g/mol
• Exact Mass: 576.2337398 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9038	90.38%
Caco-2	-	0.7907	79.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7634	76.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8588	85.88%
P-glycoprotein inhibitior	+	0.7170	71.70%
P-glycoprotein substrate	-	0.5107	51.07%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.8010	80.10%
CYP2C19 inhibition	-	0.7954	79.54%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.8501	85.01%
CYP2C8 inhibition	+	0.4882	48.82%
CYP inhibitory promiscuity	-	0.8979	89.79%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8544	85.44%
Carcinogenicity (trinary)	Non-required	0.5697	56.97%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6438	64.38%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	+	0.5990	59.90%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8753	87.53%
Acute Oral Toxicity (c)	III	0.5316	53.16%
Estrogen receptor binding	+	0.7510	75.10%
Androgen receptor binding	+	0.6593	65.93%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	+	0.7209	72.09%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.7312	73.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5295	52.95%
Fish aquatic toxicity	+	0.9655	96.55%

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	97.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.31%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.64%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.99%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.58%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.02%	89.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.54%	92.62%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 137706555
• LOTUS: LTS0221719
• wikiData: Q105190597