[6-acetyloxy-7-hydroxy-1-(3-methylbutanoyloxy)-4-(3-methylbutanoyloxymethyl)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-acetyloxy-3-methylbutanoate

Details

• Internal ID: 993c1480-0237-4a6c-8b0b-c4efc5b7290b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [6-acetyloxy-7-hydroxy-1-(3-methylbutanoyloxy)-4-(3-methylbutanoyloxymethyl)-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl]methyl 3-acetyloxy-3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1=COC(C2C1CC(C2(COC(=O)CC(C)(C)OC(=O)C)O)OC(=O)C)OC(=O)CC(C)C
• SMILES (Isomeric): CC(C)CC(=O)OCC1=COC(C2C1CC(C2(COC(=O)CC(C)(C)OC(=O)C)O)OC(=O)C)OC(=O)CC(C)C
• InChI: InChI=1S/C29H44O12/c1-16(2)9-23(32)36-13-20-14-37-27(40-24(33)10-17(3)4)26-21(20)11-22(39-18(5)30)29(26,35)15-38-25(34)12-28(7,8)41-19(6)31/h14,16-17,21-22,26-27,35H,9-13,15H2,1-8H3
• InChI Key: QZOHYBQLEGSTNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₁₂
• Molecular Weight: 584.70 g/mol
• Exact Mass: 584.28327683 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9428	94.28%
Caco-2	-	0.8010	80.10%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8222	82.22%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8434	84.34%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9207	92.07%
P-glycoprotein inhibitior	+	0.7680	76.80%
P-glycoprotein substrate	+	0.5525	55.25%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.7474	74.74%
CYP2C19 inhibition	-	0.7352	73.52%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8469	84.69%
CYP2C8 inhibition	+	0.5640	56.40%
CYP inhibitory promiscuity	-	0.9222	92.22%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.6557	65.57%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3919	39.19%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5197	51.97%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5220	52.20%
Acute Oral Toxicity (c)	III	0.4404	44.04%
Estrogen receptor binding	+	0.7527	75.27%
Androgen receptor binding	+	0.6173	61.73%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	+	0.7368	73.68%
Aromatase binding	+	0.6787	67.87%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.7310	73.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9552	95.52%

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	98.94%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.32%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.99%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.12%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.83%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.19%	82.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.95%	90.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.66%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.57%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.96%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.38%	97.14%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.69%	95.56%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 56677910
• LOTUS: LTS0035010
• wikiData: Q105232211