[(1R,2R,3S)-1,2-diacetyloxy-1-[(2S)-6-oxo-2,3-dihydropyran-2-yl]heptan-3-yl] acetate

Details

• Internal ID: 02234f04-1500-44dd-987d-d699c7c63b5d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3S)-1,2-diacetyloxy-1-[(2S)-6-oxo-2,3-dihydropyran-2-yl]heptan-3-yl] acetate
• InChI: InChI=1S/C18H26O8/c1-5-6-8-14(23-11(2)19)17(24-12(3)20)18(25-13(4)21)15-9-7-10-16(22)26-15/h7,10,14-15,17-18H,5-6,8-9H2,1-4H3/t14-,15-,17+,18+/m0/s1
• InChI Key: BRBSZFBUFZWHCT-CWLKWCNXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₈
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.16276778 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	+	0.7033	70.33%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6288	62.88%
P-glycoprotein inhibitior	+	0.7242	72.42%
P-glycoprotein substrate	+	0.5073	50.73%
CYP3A4 substrate	+	0.5741	57.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7764	77.64%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	-	0.6649	66.49%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.8224	82.24%
CYP2C8 inhibition	-	0.8473	84.73%
CYP inhibitory promiscuity	-	0.8729	87.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9207	92.07%
Eye irritation	-	0.8743	87.43%
Skin irritation	-	0.6228	62.28%
Skin corrosion	-	0.9021	90.21%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8312	83.12%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.7582	75.82%
Acute Oral Toxicity (c)	III	0.7217	72.17%
Estrogen receptor binding	+	0.6564	65.64%
Androgen receptor binding	-	0.6259	62.59%
Thyroid receptor binding	-	0.5358	53.58%
Glucocorticoid receptor binding	-	0.5690	56.90%
Aromatase binding	-	0.8062	80.62%
PPAR gamma	+	0.5576	55.76%
Honey bee toxicity	-	0.9287	92.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8235	82.35%

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	96.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.05%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.70%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.48%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	87.45%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.83%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.25%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.73%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.64%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.40%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.86%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.81%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.20%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.55%	95.89%

Plants that contains it

• Tetradenia barberae

Cross-Links

• PubChem: 102383938
• LOTUS: LTS0048350
• wikiData: Q104944712