(1R,14R,16R,18R,19S,20S)-14-hexyl-19,20-dihydroxy-18-(hydroxymethyl)-2,15,17-trioxabicyclo[14.4.0]icosan-3-one

Details

• Internal ID: 0f1abacd-1e42-4be1-b6a3-d680d6b2a244
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (1R,14R,16R,18R,19S,20S)-14-hexyl-19,20-dihydroxy-18-(hydroxymethyl)-2,15,17-trioxabicyclo[14.4.0]icosan-3-one
• InChI: InChI=1S/C24H44O7/c1-2-3-4-11-14-18-15-12-9-7-5-6-8-10-13-16-20(26)31-23-22(28)21(27)19(17-25)30-24(23)29-18/h18-19,21-25,27-28H,2-17H2,1H3/t18-,19-,21-,22+,23-,24-/m1/s1
• InChI Key: OXPUVXANXMWSSL-MAIAYQQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₄O₇
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.30870374 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6162	61.62%
Caco-2	-	0.6650	66.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8076	80.76%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5602	56.02%
P-glycoprotein inhibitior	-	0.7414	74.14%
P-glycoprotein substrate	-	0.7455	74.55%
CYP3A4 substrate	+	0.5735	57.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.9025	90.25%
CYP2C9 inhibition	-	0.9287	92.87%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	-	0.7722	77.22%
CYP inhibitory promiscuity	-	0.9828	98.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7484	74.84%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8286	82.86%
Skin irritation	-	0.7745	77.45%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7778	77.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4780	47.80%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6271	62.71%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7602	76.02%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5898	58.98%
Thyroid receptor binding	-	0.5320	53.20%
Glucocorticoid receptor binding	-	0.6056	60.56%
Aromatase binding	-	0.5780	57.80%
PPAR gamma	-	0.5234	52.34%
Honey bee toxicity	-	0.9482	94.82%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6487	64.87%
Fish aquatic toxicity	+	0.7740	77.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.02%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL4072	P07858	Cathepsin B	92.53%	93.67%
CHEMBL220	P22303	Acetylcholinesterase	92.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.68%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.55%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.65%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	87.19%	99.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.10%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.07%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.49%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.22%	92.62%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	84.91%	90.24%
CHEMBL2514	O95665	Neurotensin receptor 2	82.88%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.87%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.23%	91.81%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.77%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.73%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.72%	94.73%

Plants that contains it

• Silene gallica

Cross-Links

• PubChem: 101519839
• LOTUS: LTS0276508
• wikiData: Q105202853