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

Details

• Internal ID: c1a006ab-5612-4573-98ec-5536c33a3074
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: [(1S,2R,3S)-1,2-dihydroxy-1-[(2S)-6-oxo-2,3-dihydropyran-2-yl]heptan-3-yl] acetate
• InChI: InChI=1S/C14H22O6/c1-3-4-6-10(19-9(2)15)13(17)14(18)11-7-5-8-12(16)20-11/h5,8,10-11,13-14,17-18H,3-4,6-7H2,1-2H3/t10-,11-,13-,14+/m0/s1
• InChI Key: MXTBMUSADOZBHD-AUZPSNTRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₆
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7105	71.05%
Caco-2	+	0.5574	55.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8459	84.59%
P-glycoprotein inhibitior	-	0.7829	78.29%
P-glycoprotein substrate	-	0.5860	58.60%
CYP3A4 substrate	+	0.5905	59.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.6655	66.55%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.7397	73.97%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8585	85.85%
CYP2C8 inhibition	-	0.9071	90.71%
CYP inhibitory promiscuity	-	0.9406	94.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.6843	68.43%
Skin corrosion	-	0.8431	84.31%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4034	40.34%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5666	56.66%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.8239	82.39%
Acute Oral Toxicity (c)	III	0.6570	65.70%
Estrogen receptor binding	-	0.6555	65.55%
Androgen receptor binding	-	0.7402	74.02%
Thyroid receptor binding	-	0.5588	55.88%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8693	86.93%
PPAR gamma	-	0.6531	65.31%
Honey bee toxicity	-	0.9462	94.62%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8472	84.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.41%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.88%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.19%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.99%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.92%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.76%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.56%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.36%	100.00%

Plants that contains it

• Tetradenia riparia

Cross-Links

• PubChem: 163036045
• LOTUS: LTS0142840
• wikiData: Q105174562